You are on page 1of 14

pubs.acs.

org/jchemeduc Chemical Education Research

A Review of Research on the Teaching and Learning of Chemical


Bonding
Kevin H. Hunter, Jon-Marc G. Rodriguez, and Nicole M. Becker*

Cite This: J. Chem. Educ. 2022, 99, 2451−2464 Read Online

ACCESS Metrics & More Article Recommendations


See https://pubs.acs.org/sharingguidelines for options on how to legitimately share published articles.

ABSTRACT: We review the literature, from 2006 to 2020, focused on


the teaching and learning of chemical bonding. The studies included in
our review (48 studies set in 19 different countries overall) involved
secondary and postsecondary students as well as K-12 teachers and
Downloaded via 181.162.4.88 on March 20, 2023 at 23:48:23 (UTC).

university faculty. We synthesize these studies’ findings to provide


implications for future research and instruction. To this end, our analysis
summarizes the range of methodological choices employed and reports
on students’ understanding of chemical bonding. On the basis of our
analysis, we find that studies tended to overemphasize the cataloging of
alternative conceptions in the context of first-year general chemistry,
which suggests the need for more work that emphasizes students’
reasoning regarding advanced models of bonding in higher levels of the
undergraduate chemistry curriculum.
KEYWORDS: First Year-Undergraduate/General, Chemical Education Research, Covalent Bonding, General Public, Ionic Bonding,
Metallic Bonding, MO Theory, Quantum Chemistry, Valence Bond Theory

■ INTRODUCTION
The primary aim of this paper is to review the recent research
bonding-focused research literature, highlighting alternative
conceptions about chemical bonding from four key studies that
literature on the teaching and learning of chemical explored high school and undergraduate students’ ideas about
bonding.1−48 Chemical bonding plays a central role across bonding. Following this, in 2006, Ü nal et al.60 conducted a
the chemistry curriculum at the secondary and tertiary levels. more extensive thematic review of students’ ideas about
Ideas about chemical bonding are essential for drawing chemical bonding. In their review, Ü nal and colleagues60
inferences about structure and function relationships as well highlighted the methods used in studies about students’ ideas
as making connections to other topics such as thermody- about bonding as well as key findings related to students’
namics. Importantly, several independent curricular reform alternative conceptions. Building on this work, our review
efforts in the United States have characterized ideas about synthesizes post-2006 developments in research on students’
chemical bonding and electrostatic interactions as “disciplinary ideas about bonding while using a systematic approach to
core ideas” or “anchoring concepts” in chemistry.49−52 Indeed, analysis, guided by the Preferred Reporting Items for
chemical bonding is a foundational topic across the under- Systematic Reviews and Meta-Analyses (PRISMA). We
graduate chemistry curriculum, with bonding-related ideas identify how the literature has changed since 2006 in order
reinforced across general chemistry,49,53 organic chemistry,54 to inform future directions in research and curriculum
development related to bonding.
inorganic chemistry,55 physical chemistry,56 analytic chem-
istry,57 and biochemistry.58 It is within this landscape that we
review the growing body of literature on this topic. ■ METHODS


Our sampling approach followed the guidelines published in
PURPOSE Chemistry Education Research and Practice62 and recommenda-
We aim to synthesize research related to the teaching and
learning of chemical bonding published from 2006 to 2020 and Received: January 14, 2022
to provide recommendations for future research and ongoing Revised: May 27, 2022
curricular reform efforts centered on the “big idea” of bonding. Published: June 16, 2022
Our review builds upon previous work that reviewed literature
related to students’ ideas about chemical bonding.59−61
Notably, in 2004, Ö zmen59 reviewed a subset of the
© 2022 The Authors. Published by
American Chemical Society and Division https://doi.org/10.1021/acs.jchemed.2c00034
of Chemical Education, Inc. 2451 J. Chem. Educ. 2022, 99, 2451−2464
Journal of Chemical Education pubs.acs.org/jchemeduc Chemical Education Research

tions from the Preferred Reporting Items for Systematic


Reviews and Meta-Analyses (PRISMA)63 project for system-
atic reviews. Our sampling criteria included papers that were
written in English, published in a peer-reviewed journal
between 2006 and 2020 (inclusive), and addressed partic-
ipants’ conceptions of chemical bonding and bonding models.
This included studies involving students and instructors/
faculty at the K-12 and university level. The time frame of
2006−2020 was selected on the basis of the publication of a
previous review of chemical bonding literature in 2006.60 We
included chemical education research articles addressing
students’ understanding of bonding and bonding models,
and, in contrast to the 2006 review by Ü nal and colleagues,60
we excluded activities, commentaries, conference proceedings,
and unpublished dissertations. We also excluded articles
describing research related to bonding-adjacent concepts
(e.g., IR spectroscopy, Lewis structures, intermolecular forces,
reactions and mechanisms, symmetry/point group determi-
nation). As a final sampling criterion, we only included
research papers published in journals that had an impact factor
greater than 1.0. Journal impact factor values are common
measures of journal quality and are calculated by taking into
account the papers published by a journal and the citations the
journal receives during a bounded time-interval.64 For
reference, as of 2022, the impact factor for Chemistry Education
Research and Practice is 2.95965 and that for the Journal of
Chemical Education is 2.979.66 While there are limitations in
using journal impact factor as a metric for the evaluation of
research quality,64,67 in our sampling this proved to be a useful
criterion for narrowing the scope of the review to focus on
high-quality research from recognized journals.
For our principal data collection, we used the Education
Resources Information Center (ERIC) database, which has
been used in similar review articles.68,69 Using the keywords
“bond” AND “chemistry”, we gathered 191 articles and then Figure 1. PRISMA flow diagram summarizing the process for
selecting studies included in the review. In addition to the standard
conducted an initial screening of the title and abstract to
steps outlined by PRISMA, in red, we collected 26 additional records
remove any papers that were unrelated to education research through the citations from the 22 records included in the qualitative
(e.g., articles that detailed laboratory experiments for chemical synthesis to reach a final sample of 48 manuscripts.
syntheses). Following this initial screening, a more in-depth
screening was done for the remaining 120 articles based on the
inclusion criteria discussed above. This resulted in 22 articles
that fit the scope of our review. From these 22 articles, we
iteratively examined the citations of those articles to find
additional articles that fit our inclusion criteria, yielding 26
additional articles. Thus, our final sample included 48
papers,1−48 a number comparable to the sample size of other
reviews in chemistry education.68,69 Figure 1 summarizes the
sampling process in a PRISMA flow diagram.70 These articles
included studies conducted across the globe (in 19 different
countries, see Figure 2), and participants ranging from junior
high school to undergraduate, as K-12 instructors and
university chemistry faculty. Twelve education journals are
represented in the final sample, with the most common
journals being Chemistry Education Research and Practice (n =
18), International Journal of Science Education (n = 8), Journal of Figure 2. Number of studies involving each country as a context for
Chemical Education (n = 3), and Journal of Research in Science the research carried out. Some studies carried out in more than one
Teaching (n = 3). national educational context.

■ FINDINGS
Overview
quantitative methods, we used a deductive coding scheme
adapted from Mack, Hensen, and Barbera.71 For studies that
involved qualitative methods, we used open coding to
Following the data collection process, we first categorized the characterize the studies.72 These categories are not mutually
methods used in each study. For studies that involved exclusive; in some cases, a study had multiple types of data
2452 https://doi.org/10.1021/acs.jchemed.2c00034
J. Chem. Educ. 2022, 99, 2451−2464
Journal of Chemical Education pubs.acs.org/jchemeduc Chemical Education Research

Table 1. Summary of the Frequency of Research Design Types Observeda


design type n description
Quantitative Post-test, one 11 A group receives a treatment and is then assessed on the outcome measure.
group
Post-test, 3 One group experiences a treatment, and a second group experiences an alternative treatment (or the absence of that treatment). Each
two groups group is then assessed on the same outcome measure at about the same time and under similar conditions.
Pre/post- 1 A group completes a pretreatment assessment, experiences a treatment condition, and is then assessed on the outcome measure.
test, one
group
Pre/post- 3 Two groups are assessed on the same outcome measure at about the same time and under similar conditions. Next, one group
test, two experiences a treatment while the other group experiences an alternative treatment (or the absence of that treatment). Each group is
groups then assessed on the same outcome measure at about the same time and under similar conditions.
Qualitative Interview 29 Participants are interviewed and their responses are analyzed.
Open-ended 19 Open-ended survey prompts (including free response questions on exams, quizzes, assessments) are administered to participants and
survey then analyzed.
Textbook 7 Textbook presentation of content is analyzed.
analysis
Classroom 5 Video recordings of participants in a classroom are analyzed.
observation
a
Note that a single study could involve multiple design types. Quantitative categories were adapted from Mack, Hensen, and Barbera.71 Qualitative
categories were adapted from Rodriguez et al.72.

(e.g., interviews and classroom observations, qualitative and Strands of Research


quantitative data, etc.), requiring the application of multiple Following our analysis of the articles in our sample, two strands
codes. Next, we used open coding to characterize the main of research emerged: (1) research documenting students’
findings of the studies. Our discussion of findings proceeds as alternative conceptions related to bonding and bonding models
follows. First, we report on the range of methods employed, and (2) research exploring the role of the instructor and
the education-level of study participants, the countries where curriculum in students’ learning about bonding and bonding
studies were undertaken, and the key themes arising in articles. models. Of the studies addressing students’ understanding,
Next, we undertake a systematic discussion of the findings most focused on students’ ideas related to ionic and covalent
related to students’ understandings of bonding and bonding bonding; less common were articles addressing conceptions of
models. Lastly, we discuss research that addresses the role of advanced bonding models (e.g., molecular orbital theory,
the instructor in students’ learning about bonding. valence bond theory, crystal field theory). In the following
Methods Used in Reviewed Studies sections, we detail findings with respect to these two key
In Table 1, we summarize the research design types observed themes.
in our sample. In contrast to the broader body of chemistry Student Understanding of Bonding and Bonding Models
education research,73 qualitative research methods were well-
To organize our discussion of students’ ideas about bonding,
represented. In 42 of the 48 studies in our sample, researchers
we use the American Chemical Society Anchoring Concepts
applied qualitative research methods. In most of these cases,
Content Maps (ACS ACCM), which identifies ten funda-
semistructured interviews or open-ended written assessments
mental chemistry “anchoring concepts” in chemistry: atoms;
were used to evaluate students’ reasoning. In addition, 18
bonding; structure and function; intermolecular forces;
studies in our sample relied on quantitative methods, notably a
variety of bonding-related student assessments. Among the reactions; energy and thermodynamics; kinetics; equilibrium;
instruments used to assess students’ understanding, some measurement and data; visualization and scale.53 The ACCM
researchers developed their own assess- is a multitiered framework developed iteratively through
ments,2,7,9,11,13,15,21,24,26,27,31,35,40 while others adapted and workshops with content experts.75 It outlines core concepts
used instruments previously reported in the litera- typically taught and assessed in the U.S. undergraduate
ture.28,37,42−44 Examples of research-based instruments used chemistry curriculum. Each of these anchoring concepts is
include The Truth About Ionic Bonding (TTAIB) instru- defined by starting with broad overarching themes known as
ment74 and the Bonding Representations Inventory (BRI).21 “big ideas” and ending with fine-grained statements known as
In some cases, quantitative methods were used to provide a “content details.” To illustrate, consider the following example
general overview of students’ reasoning about chemical related to bonding from the ACCM:53 Bonding: Atoms interact
bonding within a population or across popula- via electrostatic forces to form chemical bonds (big idea); Because
tions.7,9,13,24,37,42−44 In other cases, quantitative methods protons and electrons are charged, physical models of bonding are
were used to assess the efficacy of curricular and pedagogical based on electrostatic forces (enduring understanding); Ionic
interventions.2,11,15,27,28,31,35,40 bonding is described via the interaction of positive and negative
charged ions via Coulomb forces (subdisciplinary articulation);
Participants and Lattice structures of ionic substances display the alternation of
The participants were sampled from a range of education levels opposite charges, which leads to a net attractive force (content
and national contexts. Secondary (junior high/high school) detail). To date, the ACS Exams Institute has released an
and university level students were participants in 26 studies ACCM for general chemistry,53 and for the subdisciplines of
each. An additional seven studies addressed the role of faculty organic chemistry,54 inorganic chemistry,55 physical chem-
and/or instructors in students’ learning about bonding (i.e., istry,56 and analytical chemistry.57 For each of the ten
instructors were the participants). Curricular contexts in 19 anchoring concepts, big ideas and enduring understandings
countries are covered by our sample (detailed in Figure 2). were designed to be the same across each ACCM, while
2453 https://doi.org/10.1021/acs.jchemed.2c00034
J. Chem. Educ. 2022, 99, 2451−2464
Journal of Chemical Education pubs.acs.org/jchemeduc Chemical Education Research

subdisciplinary articulations and content details reflect (Table 3). Moreover, as we analyzed the data, we noted that
subdiscipline-specific content. We structure our review around many alternative conceptions identified by studies in our
the general chemistry ACCM, as it sufficiently captures the sample had been previously reported in the review by Ü nal et
conceptions addressed by our literature sample. al.60 To this end, we designate with an asterisk any alternative
Below, we organize main themes observed in the content conceptions that were replicated from the studies in the Ü nal
addressed in our sample around enduring understandings et al.60 review. Since we do not discuss the findings from the
under bonding in the General Chemistry ACCM.49 In the next 2006 review by Ü nal et al.60 in detail, we encourage interested
series of tables (Tables 2−9), we present alternative readers to consult the Ü nal et al. review for a more in-depth
analysis of findings on those specific alternative conceptions.
Table 2. Alternative Conceptions Related to Ionic Bonding, Ionic Bonding. In Table 2 we summarize alternative
Organized under Enduring Understanding (A): “Because conceptions reported in our sample that relate to electrostatic
Protons and Electrons Are Charged, Physical Models of models of ionic bonding, which are organized under the
Bonding Are Based on Electrostatic Forces”53,a enduring understanding “Because protons and electrons are
Ionic bonding is described via the interaction of positive and negative charged, physical models of bonding are based on electrostatic
charged ions via Coulomb forces. forces.”53
Lattice structures of ionic substances display the alternation of opposite charges, One of the most commonly reported alternative conceptions
which leads to a net attractive force. was the idea that ionic compounds are comprised of discrete
Ionic compounds are composed of molecules that contain Coll10 pairs of ions rather than an extended lattice struc-
an ionic bond*
Luxford and
ture.21,24,26,30,36,37,42−44 For example, Taber et al.37 observed
Bretz21 that secondary and university students may conceptualize
Nimmermark et electron transfer as resulting in molecule-like bonded ion pairs
al.24 instead of individual atoms that are held together by
Othman et al.26 electrostatic forces. Interestingly, from an analysis of secondary
Pappa and level general chemistry textbooks, Bergqvist and colleagues3
Tsaparlis30
Smith and
found that many textbooks specifically described ionic bonding
Nakhleh36 as an electron transfer process and described an ion pair of
Taber et al.37 sodium chloride as the “building element of the crystal”,
Vladušić et al.42 framings which may contribute toward the idea that ionic
Vrabec and compounds are comprised of molecules. It has also been noted
Prokša43 that the common instructional practice of representing ionic
Wang and bonding as the interaction between a single metal and
Burrow44
nonmetal, instead of the more normative lattice network of
Describing ionic bonding as the transfer of electrons is Bergqvist and
more accurate than attraction of charges* Rundgren5 atoms, may be further contributing toward this alternative
Bergqvist et al.3 conception.24
Doymus11 Another common alternative conception evident in our
Luxford and sample was the idea that ionic bonding can be sufficiently
Bretz20,21 described by the transfer of electrons, in contrast to the view
Prodjosantoso et that the ionic bonding arises from the electrostatic attraction of
al.31
oppositely charged ions that result from electron trans-
Sendur34
Taber et al.37
fer.11,20,21,31,34,37,43 This idea has been noted in analyses of
Vrabec and
students’ reasoning ranging from high school to university
Prokša43 level.11,20,21,31,34,37 It has been suggested that the prevalence of
Ionic compounds are brittle because of weak bonds Coll10 this alternative conception may be the result of textbook
Ionic bonds only exist between alkali metal and halogen Ö zmen et al.26 framing of ionic bonding as related to electron transfer (in
atoms contrast to covalent bonding, which is described as sharing of
Polyatomic ions do not participate in ionic bonding Prodjosantoso et electrons).3,5
al.31
a
Lastly, there is some evidence that students may not
Bold rows represent subdisciplinary articulation, and italics indicate recognize that ionic bonding can take place between any
the fine-grained content detail of the anchoring concepts content
map. An asterisk next to any alternative conception indicates that it
oppositely charged species. For example, one study noted that
was previously reported in the 2006 Ü nal et al.60 review. secondary students indicated that ionic bonds only exist
between alkali metals and halogens, which the researchers
attributed to the examples commonly given by instructors,
conceptions documented by research studies in our sample such as sodium chloride and potassium fluoride.28 Similarly,
within an enduring understanding from the ACCM. In each Prodjosantoso et al.31 observed that secondary-level students
table, we list the studies from our sample in which each tended to state that polyatomic ions do not participate in ionic
alternative conception appears. Because of the large number of bonding because ionic bonds only exist between metal and
alternative conceptions surfaced by studies that relate to the nonmetal atoms.
ACCM enduring understanding “Because protons and Covalent Bonding. In Table 3, we summarize alternative
electrons are charged, physical models of bonding are based conceptions reported in our sample that relate to covalent
on electrostatic forces,”53 we parsed those alternative bonding. These ideas relate to the enduring understanding
conceptions into separate tables addressing ionic bonding “Because protons and electrons are charged, physical models of
conceptions (Table 2) and covalent bonding conceptions bonding are based on electrostatic forces.”53
2454 https://doi.org/10.1021/acs.jchemed.2c00034
J. Chem. Educ. 2022, 99, 2451−2464
Journal of Chemical Education pubs.acs.org/jchemeduc Chemical Education Research

Table 3. Alternative Conceptions Related to Covalent Table 4. Alternative Conceptions Related to Bonding
Bonding Organized under Enduring Understanding (A): Organized under Enduring Understanding (B): “Because
“Because Protons and Electrons Are Charged, Physical Chemical Bonds Arise from Sharing of Negatively Charged
Models of Bonding Are Based on Electrostatic Forces”53,a Valence Electrons between Positively Charged Nuclei, the
Overall Electrostatic Interaction Is Attractive”53,a
Covalent bonds can be distinguished from ionic ones and trends can be
predicted based on the elements involved in the bonding. Electrons occupy “shells” so that the outer, valence electrons are the ones
Bonds formed between two nonmetals tend to be covalent, while bonds formed involved in chemical bonding.
between a metal and a nonmetal tend to be ionic in character. The number of valence electrons shows periodic trends that result in predictable
Alternative conceptions about species involved in a Doymus11 numbers of bonds being formed by an atom.
covalent bond The “octet rule” sufficiently explains the formation of Bergqvist and
Erman14 chemical bonds* Rundgren5
Prodjosantoso et Bergqvist et al.3
al.31 Coll10
There is essentially a continuum of bonding behavior from ionic, through Joki and
polar covalent, and ultimately nonpolar covalent bonding. Aksela17
Dif ferences in electronegativity of elements involved in bonding can be used to Joki et al.18
predict the extent of charge separation when a bond forms.
Luxford and
Covalent bonds have equal sharing of electrons regardless Burrows and Bretz21
of electronegativity differences* Mooring6
Papaphotis and
Luxford and Tsaparlis29
Bretz21
Sendur34
Ö zmen27
Toplis38
Ü nal et al.41
Tsarplis et al.40
Vrabec and
Prokša43 Vrabec and
Proska43
Wang and
Burrow44 Wang and
Burrow44
Valence electrons determine the polarity of a bond* Burrows and
Mooring6 Zohar and
Levy47,48
Ö zmen27
Covalent bonds arise when valence electrons are shared, in pairs, between
Wright and nuclei.
Oliver-Hoyo45
The build up of (negatively charged) electron pairs between (positively charged)
Bonding exists as a dichotomy of ionic and covalent Coll10 nuclei leads to a bonding interaction.
bonds*
Attraction exists between atomic nuclei Shahani and
Luxford and Jenkinson35
Bretz20
No recognition of electrostatic attraction between Sendur34
Ö zmen et al.28 electrons and nuclei in the formation of bonds
a
Bold rows represent subdisciplinary articulation, and italics indicate Wang and
the fine-grained content detail of the anchoring concepts content Burrow44
map. An asterisk next to any alternative conception indicates that it No recognition of the repulsive force that exists between Zohar and
was previously reported in the Ü nal et al.60 review. atomic nuclei in the formation of a bond Levy47,48
Prior to bond formation, shared electrons may be either on one atom involved in
the bond or both. The former distinguishes a coordinate covalent (or dative)
bond.
The most commonly reported alternative conception related
Incorrect identification of bonds as coordinate covalent Erman14
to covalent bonding was the idea that all elements in covalent
Prodjosantoso et
bonds share electrons equally regardless of the difference in al.31
electronegativity.6,21,27,41,43,44 This may be because chemistry a
Bold rows represent subdisciplinary articulation, and italics indicate
learners attend to explicit features of bonding representations the fine-grained content detail of the anchoring concepts content
(e.g., electron position in Lewis dot structures), rather than map. An asterisk next to any alternative conception indicates that it
implicit features such as the specific electronegativity of each was previously reported in the Ü nal et al.60 review.
atom.6,27,45
Several studies identified that students may express
alternative conceptions about the nature and species involved Across our sample, studies repeatedly showed that
in a covalent bond. For instance, Prodjosantoso et al.31 participants tended to use the octet rule to explain the
identified that some secondary students stated that covalent formation of chemical bonds instead of the more scientifically
bonds only existed between two nonmetal atoms. Lastly, with normative idea that bonding occurs from the overall
respect to covalent versus ionic bonding, some studies found electrostatic attraction between atoms. This reliance on the
that students may view bonding as dichotomous in nature, octet rule was found among high school students,21 under-
with bonds being classified as either ionic or covalent. This graduate students,17,18,21,40,43,44,47,48 student teachers,38 and
stands in contrast to the more normative view of bonding as a instructors.3,5,34 Further, studies found that participants used
continuum of interactions.20,28 the octet rule across contexts to explain many types of bonding
Covalent Bonding as Arising from an Electrostatic including ionic, polar covalent, and nonpolar covalent
Attraction. Table 4 shows alternative conceptions noted in bonding.29,38,40,44
the literature regarding the enduring understanding that Some have argued that students’ overreliance on the octet
“Because chemical bonds arise from sharing of negatively rule may come in part from instructor use of the octet rule
charged valence electrons between positively charged nuclei, along with language that suggests that atoms “want” or “need”
the overall electrostatic interaction is attractive.”53 eight electrons.38 This explanation for how and why chemical
2455 https://doi.org/10.1021/acs.jchemed.2c00034
J. Chem. Educ. 2022, 99, 2451−2464
Journal of Chemical Education pubs.acs.org/jchemeduc Chemical Education Research

bonds form may be quite persuasive. Thus, it is not surprising Table 5. Alternative Conceptions Related to Bonding
that even though introductory chemistry students learn more Organized under Enduring Understanding (C): “When
sophisticated explanations for how and why bonding takes Chemical Bonds Form, the Overall Energy of the Bonding
place (e.g., explanations framed around energetic stability), Atoms Is Lowered Relative to Free Atoms, and Therefore
research shows that students continue to rely on the octet rule Energy Is Released”53,a
as an explanation for how and why covalent bonds form.34,44
The net result of the formation of any stable chemical bond is a lowering
We also identified a subset of papers in our review that of the energy of the system. If the energy is not lowered, the bond is not
documented students’ non-normative ideas about how electro- stable.
static interactions between negatively charged electrons and Not all atoms combine to form stable chemical bonds, but when a bond forms it is
positively charged nuclei lead to the formation of chemical always accompanied by a lowering of the energy.
bonds. For instance, Zohar and Levy47,48 found that students Bond formation requires the input of energy* Abell and
Bretz1
may focus only on attractive interactions that hold atoms Nimmermark et
together, and may not attend to the repulsive forces that exist al.24
between atomic nuclei. They called this disregard of the ̈
Ozmen et al.28
repulsive force the “lacuna of repulsion” and argued that Graphical depiction of the potential energy for a chemical bond as a
students are likely to view a chemical bond as a static function of interatomic distance shows both the stabilization for
intermediate distances and repulsion for very short distances.
attachment of two atoms until they recognize the dynamic
The energy of interaction between electrons and nuclei is captured graphically by
interplay between repulsive and attractive forces.47,48 plotting potential energy as a f unction of distance between atoms.
Lastly, two articles noted that both secondary and university Incorrect depiction of well shape in Jablonski diagram Shahani and
students often conflated coordinate covalent bonds with Jenkinson35
covalent bonds.14,31 For example, in one study it was observed Valence bond theory describes bonds in terms of overlap of electron wave
that students incorrectly identified ammonia as containing a functions.
coordinate covalent bond, a conclusion they arrived at because The concept of atomic orbital overlap leading to chemical bonding as embodied in
valence bond theory represents a usef ul tool for understanding the basic
nitrogen contains a nonbonding electron pair.14 In that study, components of the quantum mechanics of bonding.
Erman14 posits that unclear language employed in textbooks No recognition of the role of orientation in orbital overlap Salah and
and lectures makes it difficult for beginners to discern nuances Dumon32,33
between different types of bonding, leading students to No recognition of the mathematical nature of an atomic Papaphotis and
orbital Tsaparlis29
develop these alternative conceptions.
Tsaparlis and
Energy Is Released upon Formation of a Chemical Papaphotis39
Bond. Table 5 shows alternative conceptions related to the Sigma and pi bonds are a key way to distinguish chemical bonds, as obtained from
enduring understanding “When chemical bonds form, the valence bond theory.
overall energy of the bonding atoms is lowered relative to free No recognition of the symmetry conditions required to Salah and
atoms, and therefore energy is released.”53 form sigma (axial overlap) and pi (lateral overlap) bonds Dumon32,33
a
The most commonly reported alternative conception related Bold rows represent subdisciplinary articulation, and italics indicate
to energetics of bonding was the belief that the formation of a the fine-grained content detail of the anchoring concepts content
bond requires an input of energy.1,24,28 One proposed reason map. An asterisk next to any alternative conception indicates that it
for this alternative conception was put forth by Nimmermark was previously reported in the Ü nal et al.60 review.
et al.24 They found that when presented with an endothermic
reaction, students at the secondary and university level often Table 6. Alternative Conceptions Related to Bonding
stated that bond formation results in a net uptake of energy, Organized under Enduring Understanding (D): “To Break a
suggesting that students conflated the energy associated with Chemical Bond Requires an Input of Energy”53,a
bond formation with the concept of reactions being exothermic The energy required to break a chemical bond is the bond dissociation
or endothermic.24 energy.
Some have proposed that instructional analogies may Bond dissociation energy is useful at the level of individual molecules; for
calculations on macroscopic quantities, the value used is the bond dissociation
support students’ development of scientifically normative enthalpy.
ideas about the energetics of bonding. Shahani and Jenkinson35 Bond breaking results in the release of energy* Abell and Bretz1
investigated the effects of using an analogy to a spring to help Dreyfus et al.12,13
university students conceptualize a chemical bond. While it Kind19
was found that students’ written description of bonding Nimmermark et al.24
energetics improved in accuracy after the intervention, Ö zmen et al.28
students’ graphical representations of the potential energy Shahani and Jenkinson35
change that accompanies bond formation did not improve. In a
Bold rows represent subdisciplinary articulation, and italics indicate
fact, it was observed that students tended to incorporate non- the fine-grained content detail of the anchoring concepts content
normative aspects of the analogy into their graphical depictions map. An asterisk next to any alternative conception indicates that it
of bonding, such as kinetic energy change, perhaps because this was previously reported in the Ü nal et al.60 review.
energetic dimension was observed in the intervention.35
Breaking a Chemical Bond Requires Energy. Table 6
shows the alternative conceptions related to the enduring students (secondary and undergraduate)1,12,13,24,28,35 and
understanding “To break a chemical bond requires an input of preservice teachers.76 Additionally, Hartley et al.16 found that
energy.”53 chemistry faculty recognized this as a persistent idea among
The notion that the breaking of a bond results in a release of chemistry students; some faculty even suggested that the lack
energy is one of the most frequently documented alterative of detailed energy-accounting practices in biology courses are a
conceptions in our sample. This has been observed among cause of this alternative conception. However, Dreyfus et
2456 https://doi.org/10.1021/acs.jchemed.2c00034
J. Chem. Educ. 2022, 99, 2451−2464
Journal of Chemical Education pubs.acs.org/jchemeduc Chemical Education Research

al.12,13 argue that this common alternative conception may be Table 8. Alternative Conceptions Related to Bonding
rooted in the difficulty of reasoning about negative energy, and, Organized under Enduring Understanding (F): “Covalent
furthermore, assert that students do not “hold” strict Bonds Can Be Categorized Based on the Number of
alternative conceptions, rather, they have normative ideas Electrons (Pairs) Shared; The Most Common Categories
about bond breaking that are context-dependent and largely Are Single, Double, and Triple Bonds”53,a
influenced by disciplinary framing of tasks. In a later study,
Single bonds share one pair of electrons, double bonds share two pairs of
they examine the common context of ATP reacting to form electrons, triple bonds share three.
ADP resulting in a release of energy and show students Bond length decreases as the number of shared pairs increases.
recognized that while the overall process results in a release of No recognition that bond length depends on factors such as Erman14
energy, energy is still required to break a chemical bond.13 number of bonding electrons
Dreyfus et al.13 caution that saying students have alternative No recognition of the role of attraction and repulsion in Zohar and
conceptions greatly oversimplifies the problem. determining bond length Levy47,48
a
Molecular Orbital Theory. Table 7 details alternative Bold rows represent subdisciplinary articulation, and italics indicate
conceptions related to the enduring understanding “A the fine-grained content detail of the anchoring concepts content
map.
Table 7. Alternative Conceptions Related to Bonding
Organized under Enduring Understanding (E): “A Across multiple studies, Zohar and Levy47,48 and Erman14
Theoretical Construct That Describes Chemical Bonding documented students’ difficulty reasoning about bond length at
Utilizes the Construction of Molecular Orbitals for the the secondary and university level, respectively. For instance,
Bond Based on Overlap of Atomic Orbitals on the Erman14 noted that chemistry learners often did not recognize
Constituent Atoms”53,a the role of attraction and repulsion in the determination of
bond length. As possible contributing factors to such
Molecular orbital theory describes chemical bonds via molecular orbitals difficulties, Erman14 posited that the presentation of chemical
derived from atomic orbitals. bonding during instruction and in textbooks may lack attention
Hybrid atomic orbitals are usef ul in describing bonding, particularly for organic to the role of electrostatic interactions in the determination of
molecules.
No recognition that hybridized orbitals are equivalent Salah and
bond length.
Dumon32 Formation of Metallic Bonds. Table 9 shows the
Atomic orbitals remain unchanged following hybridization Salah and alternative conceptions regarding the enduring understanding
Dumon32,33
Hybridization involves the combination of atomic orbitals Salah and Table 9. Alternative Conceptions Related to Bonding,
from different atoms Dumon32,33
Atomic orbitals have lower or the same energy as Salah and
Organized under Enduring Understanding (G): “Metallic
molecular orbitals Dumon33 Bonding Arises in Many Solids and Fundamentally Involves
a
Bold rows represent subdisciplinary articulation, and italics indicate the Sharing of Valence Electrons among Many Positively
the fine-grained content detail of the anchoring concepts content Charged ‘Cores’ Over Extended Distances”53,a
map. A simple model of metallic bonding invokes the concept of a “sea of
electrons” that move relatively freely amid the positively charged cores.
Metallic bonding involves interaction between metal atoms, Acar and
not cations and electrons* Tarhan2
theoretical construct that describes chemical bonding utilizes
Cheng and
the construction of molecular orbitals for the bond based on Gilbert8
overlap of atomic orbitals on the constituent atoms.”53 Spatial distribution of delocalized electrons involves electrons Cheng and
We found one set of authors who had explored under- surrounding the entire lattice* Gilbert8
graduate students’ ideas about molecular orbital theory related Metals conduct electricity because they have positive and Acar and
concepts including atomic orbitals and hybridization32,33 The negative ions Tarhan2
authors documented several non-normative conceptions about Metals are malleable because of structural rearrangement Acar and
only, not electrostatic forces Tarhan2
hybridization of atomic orbitals, such as the idea that the Cheng and
orbitals resulting from hybridization are not equivalent, and Gilbert8
that atomic orbitals remain unchanged following hybrid- Coll10
ization.32 They noted that undergraduate students’ concep- a
Bold rows represent subdisciplinary articulation, and italics indicate
tions of hybridization often involved redistribution, transfer, the fine-grained content detail of the anchoring concepts content
and excitation of electrons across the atomic orbitals of map. An asterisk next to any alternative conception indicates that it
different atoms (in contrast to hybridization of a single atom’s was previously reported in the Ü nal et al.60 review.
atomic orbitals). Furthermore, Salah and Dumon33 docu-
mented students’ tendency to overlook the energetics “Metallic bonding arises in many solids and fundamentally
associated with atomic and molecular orbitals. Notably, they involves the sharing of valence electrons among many
found that students did not typically recognize that the positively charged “cores” over extended distances.”53
bonding molecular orbital is lower in energy than the atomic A few studies in our sample focused on students’ ideas
orbitals. related to metallic bonding.2,7,8,10 Alternative conceptions
Bond Multiplicity in Covalent Compounds. Table 8 noted were related to the structure and nature of metallic
presents alternative conceptions related to bond multiplicity, bonding and its implications for properties such as
notably the enduring understanding “Covalent bonds can be conductivity and malleability. For example, in discussing
categorized based on the number of electrons (pairs) shared. malleability students focused on structural rearrangement,
The most common categories are single, double, and triple without considering the electrostatic forces that are responsible
bonds.”53 for this property.2,8,10 It is worth noting that Cheng and
2457 https://doi.org/10.1021/acs.jchemed.2c00034
J. Chem. Educ. 2022, 99, 2451−2464
Journal of Chemical Education pubs.acs.org/jchemeduc Chemical Education Research

colleagues7,8 propose that part of the challenge with metallic that both secondary and undergraduate students sometimes
bonding is due to coordinating and progressing through a noted that ionic bonding and covalent bonding both involved
series of ontologically different and increasingly sophisticated the sharing of electrons20,21 and that electrons are shared in
models presented throughout students’ education. They found ionic bonds but transferred in covalent bonds.27 It has also
that it was easiest for students to conceptualize metallic been found that students produce similar representations to
bonding first as an entity (e.g., metallic bonding as a simple- explain both ionic and covalent bonding, such as ionic and
particulate structure of metal cations and electrons), then as a covalent bonds being drawn with line bonds which are
sequential process (e.g., metallic bonding as metal atoms losing generally only used to represent covalently bonded species.20,25
electrons), and finally as an emergent process (e.g., metallic The Role of the Instructor and Curriculum
bonding as arising from the simultaneous and reciprocal
electrostatic attraction between each metal cation and The second strand of research identified in our sample was
electron). In addition, Cheng and Gilbert8 observed that related to the role of the instructor and curriculum in students’
some students’ conceptualizations may be described as hybrid understanding of bonding and bonding models. This strand
models involving aspects of different models of metallic included studies that involved teaching interventions aimed at
bonding.8 improving students’ ideas related to chemical bonding.
Conflating the Types of Bonding. One prevalent theme Investigation of Instructors’ Ideas and Textbook
that emerged from this review of the literature was that Presentation of Bonding. Ten studies in our sample
students often conflate different types of bonding. While this explicitly focused on chemistry instructors’ ideas related to
theme has been alluded to in multiple tables presented thus far, chemical bonding or the presentation of content in chemistry
we summarize research findings related to this theme in Table textbooks, with some studies focusing on
10 below. both.3−5,14,16,17,23,24,30,42 In some cases, the studies presented
data from instructors and content experts as part of developing
Table 10. Alternative Conceptions Related to the Conflation or evaluating a modified curriculum,17,23 but in most cases the
of Specific Bonding Concepts Across Different Types of research focused on the relationship between instructors/
Bondinga textbooks and student understanding.3,4,14,16,24,42
Teaching Interventions. In this section, we discuss
Conflation of the species involved in different types of Acar and Tarhan2 studies involving interventions related to chemical bonding
bonding*
that could provide useful strategies for teaching. Some of these
Cokelez et al.9
interventions involved augmenting instruction with coopera-
Prodjosantoso et
al.31 tive learning2,11,22 or technology,15,27,28,35,47 whereas others
Sendur34 focused on developing a modified curriculum for chemical
Toplis38 bonding by altering the framing of the content.17,18,22,23,40
Tsaparlis et al.40 Studies are grouped according to their focus and are briefly
Ü nal et al.41 described in Table 11.
Conflation of different types of bonding* Acar and Tarhan2 Regarding studies that focused on supplementing instruction
Luxford and with cooperative learning or technology, these studies most
Bretz20,21 often involved quantitative assessments of the efficacy of an
Nyachwaya et al.25 intervention.2,11,15,27,28,35,47 For example, two studies found
Ö zmen27 that when comparing student scores on assessment questions
Tsaparlis et al.40 following a cooperative learning intervention, there was a
Vrabec and statistically significant difference between the experimental and
Prokša43
a
control groups with fewer alternative conceptions expressed
An asterisk next to any alternative conception indicates that it was among students who engaged in cooperative learning.2,11
previously reported in the Ü nal et al.60 review. These results are consistent with the broader literature base
that has shown the positive impact of active learning
Several authors noted that students tend to conflate species interventions on students’ learning.77
involved in bonding. For instance, some students framed ionic Other studies used qualitative methods to examine the
bonding as occurring between either metals2 or nonmetals,34 impact of interventions on students’ learning. In another study
while others asserted that hydrochloric acid31 and carbon that involved cooperative learning, Mendonça and Justi22 used
dioxide41 have ionic bonds. Additionally, others asserted that a case-study approach to qualitatively analyze students’ group
ions are involved in covalent bonding.31,40 According to work in the context of collaborative activities designed to focus
Cokelez et al.,9 the reason students may attribute a covalent on the nature and purpose of models related to ionic bonding.
bond to an ionic species (e.g., sodium chloride) is a result of On the basis of their analysis, Mendonça and Justi22
the order in which bonding is taught in the classroom: students demonstrated the utility of model-based activity design to
are often taught covalent bonding first, and they may assign help students engage in the development of models, including
priority to this type of bonding. Overall, many of these findings consideration of the limitations of models and using models to
were idiosyncratic in nature and were commonly noted in construct explanations. There were also two studies that used a
specific scenarios such as the identification of bonding in combination of qualitative and quantitative methods to
individual compounds like sodium chloride9,38 or hydrochloric demonstrate the utility of computer-based simulations in
acid.31,38 supporting students’ reasoning.35,47
Aside from conflation of species involved, some of the Studies in our sample related to modified curricula focused
studies also noted that students tend to conflate concepts on the nature of curricular materials, including the organization
related to different types of bonding. For instance, it was found of concepts, the general framing employed, and the selection of
2458 https://doi.org/10.1021/acs.jchemed.2c00034
J. Chem. Educ. 2022, 99, 2451−2464
Journal of Chemical Education pubs.acs.org/jchemeduc Chemical Education Research

Table 11. Summary of Teaching Interventions in the Review Sample


focus paper description
Cooperative Acar and Students worked in groups to complete worksheets related to metallic bonding.
Learning Tarhan2
Doymus11 Students had a “home group” where they were assigned specific topics. Then they learned their individual topics in a “jigsaw
group” and came back to teach the topics to their “home group”.
Mendonça and Students worked in groups on model-based activities designed to focus on the nature and purpose of models.
Justi22
Technology Frailich et al.15 Students worked in groups on computer-based activities.
Ö zmen27 Students worked on individual computer-based activities.
Ö zmen et al.28 Students were provided computer-based animations and a conceptual change text that explicitly addressed previously reported
alternative conceptions.
Shahani and Students worked in groups using computer-based, interactive simulations.
Jenkinson35
Zohar and Students worked on individual computer-based, interactive simulations.
Levy47
Modified Joki and Curriculum designed using extant research, focused on key principles that emphasize the similarities and relationships among
Curriculum Aksela17 Joki different types of bonds, including the role of electrostatic interactions and framing bonding as a continuum.
et al.18
Nahum et al.23
Tsaparlis et al.40 Modified textbook (enriched text) designed using extant research, focused on providing students additional information to
address previously reported challenges with chemical bonding.

which specific ideas to emphasize for students. For example, • Curricular knowledge: An instructor’s knowledge of how
Nahum et al.23 developed an alternative approach for teaching to contextualize a subject within the broader curriculum;
chemical bonding. Their work draws a connection between includes knowledge of the goals and guiding principles
different types of bonding by framing the discussion around of a curriculum, as well as knowledge of the ways in
electrostatic interactions and presenting the phenomenon of which topics relate to one another within the curriculum.
chemical bonding as a continuum of increasing bond strengths • Content knowledge: An instructor’s knowledge of the
(i.e., van der Waals interactions, hydrogen bonds, covalent disciplinary concepts to be taught.
bonds, polar covalent bonds, ionic bonds). Joki and
• Assessment knowledge: An instructor’s knowledge of how
colleagues18 built on this work and described a similar
to effectively assess student learning; includes knowledge
approach toward teaching chemical bonding. They found
related to the design of formative and summative
that students who learned using the modified curriculum were
assessments in a course, and ways to effectively assess
able to develop an electrostatic-centric view of chemical
students’ topic-specific ideas.
bonding. However, in subsequent courses that did not involve
the modified curriculum, students reverted to a conceptualiza- • Pedagogical knowledge: An instructor’s knowledge of
tion of chemical bonding that overemphasized the octet rule, specific strategies or activities to support students’
perhaps in part due to instructors’ framing of the content.17 learning of a particular topic.


• Knowledge of students: An instructor’s knowledge of the
DISCUSSION ways students approach learning and how their knowl-
edge develops; includes knowledge of common
In this review we have summarized the 2006−2020 literature challenges students have with a concept.
addressing students’ understanding of the concept of chemical
bonding. We have outlined two main strands of research Importantly, when instructors increase their understanding
arising from this work: research pertaining to students’ related to these knowledge basesfor instance, by becoming
knowledge of bonding and bonding models, and research aware of problems students commonly encounter related to
addressing instructor and curricular influences on students’ chemical bonding (i.e., knowledge of students)they are
learning of bonding. We now discuss key themes emerging expanding their PCK and can use this knowledge to inform
from the review alongside implications for future research and their teaching.4
practice. To structure our discussion below, we organized the Curricular Knowledge
key themes around the professional knowledge bases that Within the PCK model, curricular knowledge is focused on the
inform pedagogical content knowledge (PCK). Although overall structure of a curriculum, including its goals, guiding
different models of pedagogical content knowledge have principles, and the ways in which topics relate to one another
been used and developed over the years, the central idea is across a course or multiple courses.79 Nahum et al.23 discuss
that PCK reflects the multiple interacting types of knowledge how the traditional approach for teaching chemical bonding
that are relevant for instruction, acknowledging that educators causes students to memorize key phrases and facts instead of
need more than content-specific knowledge to teach developing a deeper conceptual understanding of the topic.
effectively.78,79 As highlighted by Rodriguez and Towns,80 Across our sample, multiple articles detailed reframed curricula
the refined consensus model of PCK offers a useful way to that focused on addressing some of the common alternative
frame conclusions and implications in a way that directly conceptions relevant to bonding and emphasized the
connects research to practice. In the following sections, we importance of concepts such as electrostatic interactions and
connect key themes from the review to the five knowledge the continuum of bonding.17,18,40 While this work has shown
bases within the refined consensus model of PCK.79 These the effect of changing the teaching of bonding specifically, we
include the following: also want to call attention to the reformed curricula in the
2459 https://doi.org/10.1021/acs.jchemed.2c00034
J. Chem. Educ. 2022, 99, 2451−2464
Journal of Chemical Education pubs.acs.org/jchemeduc Chemical Education Research

chemistry community that have transformed the entire general to learn.88,89 Because assessments are reflective of the goals for
chemistry sequence. a course, there must be significant alignment between the
For example the CLUE: Chemistry, Life, the Universe, and content focus of a course and what knowledge is assessed.
Everything curriculum developed by Cooper and Klymkow- Nahum et al.23 have argued that traditional assessments are
sky81 focuses on centering content instruction around learning focused on revealing students’ alternative conceptions but are
progressions addressing big ideas that include bonding to not able to indicate students’ understanding of underlying
promote a more coherent understanding of chemistry principles. For example, among the studies in our sample,
concepts. Similarly, the Chemical Thinking curriculum assessments were used to evaluate ideas about bonding-specific
developed by Talanquer and Pollard82 takes the focus away ideas such as “The Truth About Ionic Bonding”37,42 and the
from learning a body of knowledge about chemistry and shifts “Bonding Representation Inventory”;21,43 however, these
it toward “chemistry as a way of thinking”. Instead of being assessments tend to be framed around identifying specific
topic-driven, this curriculum is guided by fundamental alternative conceptions such as the ones documented in this
questions such as “How do we determine structure?” These review. Moreover, Nahum et al.23 found that students can still
questions allow students to discuss topics like covalent perform well on typical assessments because they can produce
bonding in the context of determining molecular structure the correct, declarative facts without needing to understand the
and interpreting data, mirroring how practicing chemists think. underlying conceptual basis for their answers. Indeed,
Overall, reformed curricula such as CLUE and Chemical chemistry assessments are commonly focused on a collection
Thinking have been shown to be successful at positively of disconnected facts, but as an alternative, it has been argued
impacting student learning83−85 and offer new approaches for that assessments that require students to draw connections
introducing chemical bonding in a way that emphasizes its between disciplinary core ideas such as bonding and energy,
fundamental importance and connection to other topics within rather than produce isolated facts about bonding, would result
the field of chemistry. In addition to implementing these in a more sophisticated and coherent understanding of
curricula in the classroom, we suggest their use as the chemistry.88 We encourage instructors and researchers to go
instructional context for subsequent research on students’ ideas beyond assessments designed to elicit facts about bonding and
related to chemical bonding. instead move toward assessments that require students to use
Content Knowledge knowledge of disciplinary core ideas such as bonding to engage
Content knowledge represents the disciplinary subject knowl- in science practices (e.g., constructing explanations).51
edge held by the instructor relevant to teaching tasks. Research To illustrate this type of assessment, Cooper et al.88 provide
analyzing the role of instruction and teachers’ knowledge is an example task (Box 3 of the referenced work), related to
critical because of the way it enables us to contextualize the bonding, that leverages the disciplinary core ideas of energy and
findings of studies exploring student understanding of bonding electrostatic and bonding interactions to get students thinking
and bonding models. Several studies in our sample addressed about the energy required to break a bond. While this example
instructors’ content knowledge related to bonding.5,16,17,23,42,86 is related to a common alternative conception about the energy
Overall, these studies highlight the ways in which instructor change associated with breaking chemical bonds, the primary
knowledge may influence student development of normative goal is not to determine whether students express this
ideas about bonding and bonding models. For example, when alternative conception. Instead, the task requires that students
instructors overuse the octet rule and use language suggesting connect ideas about energy associated with a chemical reaction
that atoms “want” or “need” an octet, it is perhaps not to ideas about bonding in order to draw conclusions about the
surprising when students do the same.4 energetics of bond breaking. This serves as a useful example of
We note that the studies we investigated exclusively how to build on the existing research on alternative
addressed instructor knowledge in the context of traditional conceptions in a way that does not aim to “replace” students’
learning environments. As such, we argue that more work is ideas, but rather engage them in making connections between
needed to examine the influence of reform-oriented curricula important ideas such as energy and bonding.
on instructors’ reasoning and teaching about topics such as Pedagogical Knowledge
chemical bonding. Institutions that have adopted reform-
Pedagogical knowledge relates to knowledge of effective
oriented curricula such as CLUE: Chemistry, Life, the Universe,
teaching practices, including the general instructional princi-
and Everything curriculum81 and the Chemical Thinking
ples and strategies instructors adopt when teaching a particular
curriculum82 may provide an opportunity to assess the impact
topic.79 Included in pedagogical knowledge is the way in which
of reform-oriented curricula on how instructors understand
instructors use resources to inform their instruction. For
and teach about bonding. For instance, such studies could
example, two of the articles in our sample noted that
examine how instructors are implementing instructional
instructors can rely heavily on textbooks when developing
interventions87 or transformed curricula and how instructors
are working to address students’ difficulties with the concept of lesson plans, which can be a problem because textbooks may
bonding. perpetuate non-normative thinking such as the emphasis of the
octet rule as a driving force in bonding.3,5 Therefore, use of
Assessment Knowledge materials like the reformed textbook40 and curricula17,18
Assessment knowledge encompasses the knowledge related to outlined in this review can serve as a useful tool for developing
the design of formative and summative assessments in a course, lesson material around the concept of bonding while focusing
keeping in mind that effectively assessing students’ ideas on key principles like electrostatic interactions and bonding as
should be topic-specific.79 While the curricular changes noted a continuum.
above can be transformational for the overall content focus of a Moving beyond simply being aware of the difficulties
course, assessments are an integral factor in these changes students may have, pedagogical knowledge about chemical
because they convey strong messages about what is important bonding involves ways to address and guide students through
2460 https://doi.org/10.1021/acs.jchemed.2c00034
J. Chem. Educ. 2022, 99, 2451−2464
Journal of Chemical Education pubs.acs.org/jchemeduc Chemical Education Research

these challenges. Within the chemistry education research conclusions that can be drawn from the data.95−98 Therefore,
community, research aims to provide evidence-based sugges- we suggest alternative theoretical assumptions for examining
tions for instructors and inform the teaching and learning of students’ ideas about bonding (e.g., the knowledge-in-pieces
chemistry. Articles in this review have shown the utility of perspective or resources perspective)92,95,99 may enable us to
implementing cooperative learning and computer-based identify more targeted approaches to supporting students’
activities to improve student learning on the topic of chemical learning of bonding concepts. By reflecting on our theoretical
bonding.2,11,15,22,27,28,35,47 This work aligns with the extensive assumptions, we can adopt new approaches to address modern
research showing the efficacy of active learning pedagogies in challenges, advancing our field to improve the teaching and
increasing student performance and decreasing the achieve- learning of chemistry.
ment gap in STEM between traditional students and students
in underrepresented groups.77,90,91 As this work has shown,
incorporating more collaborative, active pedagogies into the
■ AUTHOR INFORMATION
Corresponding Author
classroom helps to meaningfully engage students in the content
Nicole M. Becker − Department of Chemistry, University of
and improve their learning overall. Therefore, we encourage
Iowa, Iowa City, Iowa 52242, United States; orcid.org/
instructors to implement student-centered learning to trans-
0000-0002-1637-714X; Email: nicole-becker@uiowa.edu
form the way the concept of chemical bonding is taught.
Knowledge of Students Authors
Knowledge of students centers on the ways students approach Kevin H. Hunter − Department of Chemistry, University of
learning and the ways their knowledge develops.79 The Iowa, Iowa City, Iowa 52242, United States; orcid.org/
majority of the research studies included in our review focused 0000-0002-7341-471X
on documenting students’ challenges related to chemical Jon-Marc G. Rodriguez − Department of Chemistry,
bonding, and thus contributes to instructors’ knowledge of University of Iowa, Iowa City, Iowa 52242, United States;
students. These studies typically focused on students’ ideas orcid.org/0000-0001-6949-6823
about specific types of bonding in introductory chemistry (i.e., Complete contact information is available at:
ionic and covalent bonding). A smaller fraction of studies https://pubs.acs.org/10.1021/acs.jchemed.2c00034
investigated the ways that students reason with and about
advanced models of bonding, such as molecular orbital theory Notes
and valence bond theory.32,33 Moreover, we observed that over The authors declare no competing financial interest.


one-third of the alternative conceptions reported here have
been previously reported in the 2006 review by Ü nal et al.60 ACKNOWLEDGMENTS
This observation suggests that we may be reaching saturation
for the emergence of new themes within alternative The authors would like to thank the Becker Research group
conception-driven work, particularly in the context of students’ and Max Thecat for their continued support and valuable
feedback during the writing of this manuscript.


ideas about covalent and ionic bonding at the high school and
general chemistry level.
Far fewer studies addressed students’ ideas about advanced REFERENCES
bonding models such as molecular orbital theory, and thus (1) Abell, T. N.; Bretz, S. L. Dissolving Salts in Water: Students’
further research in the context of upper division courses such Particulate Explanations of Temperature Changes. J. Chem. Educ.
2018, 95 (4), 504−511.
as inorganic and physical chemistry may support our
(2) Acar, B.; Tarhan, L. Effects of Cooperative Learning on Students’
understanding of how students’ thinking about bonding Understanding of Metallic Bonding. Res. Sci. Educ. 2008, 38 (4), 401−
evolves. We believe this to be a fruitful direction given that 420.
constructing and using models is an important scientific (3) Bergqvist, A.; Drechsler, M.; De Jong, O.; Rundgren, S.-N. C.
practice for chemistry and STEM fields more broadly. We posit Representations of Chemical Bonding Models in School Textbooks -
that chemical bonding is a topic particularly well suited for Help or Hindrance for Understanding? Chem. Educ. Res. Pract. 2013,
investigating how students engage with epistemic ideas about 14 (4), 589−606.
models and modeling, such as the idea that there can be (4) Bergqvist, A.; Drechsler, M.; Rundgren, S.-N. C. Upper
multiple models for explaining the same phenomena. This is Secondary Teachers’ Knowledge for Teaching Chemical Bonding
Models. Int. J. Sci. Educ. 2016, 38 (2), 298−318.
important because research suggests that explicit instruction
(5) Bergqvist, A.; Rundgren, S.-N. C. The Influence of Textbooks on
about the nature and purpose of models may be a route toward Teachers’ Knowledge of Chemical Bonding Representations Relative
supporting students’ use of models to construct explanations to Students’ Difficulties Understanding. Res. Sci. Technol. Educ. 2017,
and predictions for bonding-related phenomena.22 35 (2), 215−237.
In the reviewed studies, alternative conceptions were (6) Burrows, N. L.; Mooring, S. R. Using Concept Mapping to
typically framed as strongly held, stable cognitive structures Uncover Students’ Knowledge Structures of Chemical Bonding
that differ from those of experts. Such framing implies that it is Concepts. Chem. Educ. Res. Pract. 2015, 16 (1), 53−66.
the job of instructors to identify and replace students’ non- (7) Cheng, M. M. W.; Oon, P.-T. Understanding Metallic Bonding:
normative ideas.92 In contrast, there has been a movement Structure, Process and Interaction by Rasch Analysis. Int. J. Sci. Educ.
2016, 38 (12), 1923−1944.
toward recognizing the dynamic and highly contextualized
(8) Cheng, M. M. W.; Gilbert, J. K. Students’ Visualization of
nature of knowledge.93 This perspective suggests focusing on Metallic Bonding and the Malleability of Metals. Int. J. Sci. Educ. 2014,
the way that students’ knowledge is structured and the ways in 36 (8), 1373−1407.
which we can leverage students’ productive ideas to support (9) Cokelez, A.; Dumon, A.; Taber, K. S. Upper Secondary French
learning. It is well established that theoretical commitments Students, Chemical Transformations and the “Register of Models”: A
influence the framing of a study,94 and as a result the Cross-sectional Study. Int. J. Sci. Educ. 2008, 30 (6), 807−836.

2461 https://doi.org/10.1021/acs.jchemed.2c00034
J. Chem. Educ. 2022, 99, 2451−2464
Journal of Chemical Education pubs.acs.org/jchemeduc Chemical Education Research

(10) Coll, R. K. Chemistry Learners’ Preferred Mental Models for (29) Papaphotis, G.; Tsaparlis, G. Conceptual versus Algorithmic
Chemical Bonding. J. Turk. Sci. Educ. 2008, 5 (1), 22−47. Learning in High School Chemistry: The Case of Basic Quantum
(11) Doymus, K. Teaching Chemical Bonding through Jigsaw Chemical Concepts. Part 2. Students’ Common Errors, Misconcep-
Cooperative Learning. Res. Sci. Technol. Educ. 2008, 26 (1), 47−57. tions and Difficulties in Understanding. Chem. Educ. Res. Pract. 2008,
(12) Dreyfus, B. W.; Geller, B. D.; Gouvea, J.; Sawtelle, V.; Turpen, 9 (4), 332−340.
C.; Redish, E. F. Ontological Metaphors for Negative Energy in an (30) Pappa, E. T.; Tsaparlis, G. Evaluation of Questions in General
Interdisciplinary Context. Phys. Rev. ST Phys. Educ. Res. 2014, 10 (2), Chemistry Textbooks According to the Form of the Questions and
020108. the Question-Answer Relationship (QAR): The Case of Intra- and
(13) Dreyfus, B. W.; Sawtelle, V.; Turpen, C.; Gouvea, J.; Redish, E. Intermolecular Chemical Bonding. Chem. Educ. Res. Pract. 2011, 12
F. Students’ Reasoning about “High-Energy Bonds” and ATP: A (2), 262−270.
Vision of Interdisciplinary Education. Phys. Rev. ST Phys. Educ. Res. (31) Prodjosantoso, A. K.; Hertina, A. M.; Irwanto, I. The
2014, 10 (1), 010115. Misconception Diagnosis on Ionic and Covalent Bonds Concepts
(14) Erman, E. Factors Contributing to Students’ Misconceptions in with Three Tier Diagnostic Test. Int. J. Instr. 2019, 12 (1), 1477−
Learning Covalent Bonds. J. Res. Sci. Teach. 2017, 54 (4), 520−537. 1488.
(15) Frailich, M.; Kesner, M.; Hofstein, A. Enhancing Students’ (32) Salah, H.; Dumon, A. Conceptual Integration of Hybridization
Understanding of the Concept of Chemical Bonding by Using by Algerian Students Intending to Teach Physical Sciences. Chem.
Activities Provided on an Interactive Website. J. Res. Sci. Teach. 2009, Educ. Res. Pract. 2011, 12 (4), 443−453.
46 (3), 289−310. (33) Salah, H.; Dumon, A. Conceptual Integration of Covalent Bond
(16) Hartley, L. M.; Momsen, J.; Maskiewicz, A.; D’Avanzo, C. Models by Algerian Students. Chem. Educ. Res. Pract. 2014, 15 (4),
Energy and Matter: Differences in Discourse in Physical and 675−688.
Biological Sciences Can Be Confusing for Introductory Biology (34) Sendur, G. Are Creative Comparisons Developed by
Students. BioScience 2012, 62 (5), 488−496. Prospective Chemistry Teachers Evidence of Their Conceptual
(17) Joki, J.; Aksela, M. The Challenges of Learning and Teaching Understanding? The Case of Inter- and Intramolecular Forces.
Chemical Bonding at Different School Levels Using Electrostatic Chem. Educ. Res. Pract. 2014, 15 (4), 689−719.
Interactions Instead of the Octet Rule as a Teaching Model. Chem. (35) Shahani, V. M.; Jenkinson, J. The Efficacy of Interactive
Educ. Res. Pract. 2018, 19 (3), 932−953. Analogical Models in the Instruction of Bond Energy Curves in
(18) Joki, J.; Lavonen, J.; Juuti, K.; Aksela, M. Coulombic Interaction Undergraduate Chemistry. Chem. Educ. Res. Pract. 2016, 17 (2), 417−
in Finnish Middle School Chemistry: A Systemic Perspective on 428.
Students’ Conceptual Structure of Chemical Bonding. Chem. Educ. (36) Smith, K. C.; Nakhleh, M. B. University Students’ Conceptions
Res. Pract. 2015, 16 (4), 901−917.
of Bonding in Melting and Dissolving Phenomena. Chem. Educ. Res.
(19) Kind, V. A Degree Is Not Enough: A Quantitative Study of
Pract. 2011, 12 (4), 398−408.
Aspects of Pre-Service Science Teachers’ Chemistry Content
(37) Taber, K. S.; Tsaparlis, G.; Nakiboğlu, C. Student Conceptions
Knowledge. Int. J. Sci. Educ. 2014, 36 (8), 1313−1345.
of Ionic Bonding: Patterns of Thinking across Three European
(20) Luxford, C. J.; Bretz, S. L. Moving beyond Definitions: What
Contexts. Int. J. Sci. Educ. 2012, 34 (18), 2843−2873.
Student-Generated Models Reveal about Their Understanding of
(38) Toplis, R. Probing Student Teachers’ Subject Content
Covalent Bonding and Ionic Bonding. Chem. Educ. Res. Pract. 2013,
Knowledge in Chemistry: Case Studies Using Dynamic Computer
14 (2), 214−222.
(21) Luxford, C. J.; Bretz, S. L. Development of the Bonding Models. Chem. Educ. Res. Pract. 2008, 9 (1), 11−17.
(39) Tsaparlis, G.; Papaphotis, G. High-school Students’ Conceptual
Representations Inventory to Identify Student Misconceptions about
Covalent and Ionic Bonding Representations. J. Chem. Educ. 2014, 91 Difficulties and Attempts at Conceptual Change: The Case of Basic
(3), 312−320. Quantum Chemical Concepts. Int. J. Sci. Educ. 2009, 31 (7), 895−
(22) Mendonça, P. C. C.; Justi, R. Contributions of the Model of 930.
Modelling Diagram to the Learning of Ionic Bonding: Analysis of a (40) Tsaparlis, G.; Pappa, E. T.; Byers, B. Teaching and Learning
Case Study. Res. Sci. Educ. 2011, 41 (4), 479−503. Chemical Bonding: Research-Based Evidence for Misconceptions and
(23) Nahum, T. L.; Mamlok-Naaman, R.; Hofstein, A.; Krajcik, J. Conceptual Difficulties Experienced by Students in Upper Secondary
Developing a New Teaching Approach for the Chemical Bonding Schools and the Effect of an Enriched Text. Chem. Educ. Res. Pract.
Concept Aligned with Current Scientific and Pedagogical Knowledge. 2018, 19 (4), 1253−1269.
Sci. Educ. 2007, 91 (4), 579−603. (41) Ü nal, S.; Co, B.; Ayas, A. Secondary School Students’
(24) Nimmermark, A.; Ö hrström, L.; Mårtensson, J.; Davidowitz, B. Misconceptions of Covalent Bonding. J. Turk. Sci. Educ. 2010, 7
Teaching of Chemical Bonding: A Study of Swedish and South (2), 3−29.
African Students’ Conceptions of Bonding. Chem. Educ. Res. Pract. (42) Vladušić, R.; Bucat, R. B.; Ožić, M. Understanding Ionic
2016, 17 (4), 985−1005. Bonding - A Scan across the Croatian Education System. Chem. Educ.
(25) Nyachwaya, J. M.; Mohamed, A.-R.; Roehrig, G. H.; Wood, N. Res. Pract. 2016, 17 (4), 685−699.
B.; Kern, A. L.; Schneider, J. L. The Development of an Open-Ended (43) Vrabec, M.; Prokša, M. Identifying Misconceptions Related to
Drawing Tool: An Alternative Diagnostic Tool for Assessing Students’ Chemical Bonding Concepts in the Slovak School System Using the
Understanding of the Particulate Nature of Matter. Chem. Educ. Res. Bonding Representations Inventory as a Diagnostic Tool. J. Chem.
Pract. 2011, 12 (2), 121−132. Educ. 2016, 93 (8), 1364−1370.
(26) Othman, J.; Treagust, D. F.; Chandrasegaran, A. L. An (44) Wang, C.-Y.; Barrow, L. H. Exploring Conceptual Frameworks
Investigation into the Relationship between Students’ Conceptions of of Models of Atomic Structures and Periodic Variations, Chemical
the Particulate Nature of Matter and Their Understanding of Bonding, and Molecular Shape and Polarity: A Comparison of
Chemical Bonding. Int. J. Sci. Educ. 2008, 30 (11), 1531−1550. Undergraduate General Chemistry Students with High and Low
(27) Ö zmen, H. The Influence of Computer-Assisted Instruction on Levels of Content Knowledge. Chem. Educ. Res. Pract. 2013, 14 (1),
Students’ Conceptual Understanding of Chemical Bonding and 130−146.
Attitude toward Chemistry: A Case for Turkey. Comput. Educ. (45) Wright, L. C.; Oliver-Hoyo, M. T. Student Assumptions and
2008, 51 (1), 423−438. Mental Models Encountered in IR Spectroscopy Instruction. Chem.
(28) Ö zmen, H.; Demircioğlu, H.; Demircioğlu, G. The Effects of Educ. Res. Pract. 2020, 21 (1), 426−437.
Conceptual Change Texts Accompanied with Animations on (46) Yayon, M.; Mamlok-Naaman, R.; Fortus, D. Characterizing and
Overcoming 11th Grade Students’ Alternative Conceptions of Representing Student’s Conceptual Knowledge of Chemical Bonding.
Chemical Bonding. Comput. Educ. 2009, 52 (3), 681−695. Chem. Educ. Res. Pract. 2012, 13 (3), 248−267.

2462 https://doi.org/10.1021/acs.jchemed.2c00034
J. Chem. Educ. 2022, 99, 2451−2464
Journal of Chemical Education pubs.acs.org/jchemeduc Chemical Education Research

(47) Zohar, A. R.; Levy, S. T. Attraction vs. Repulsion - Learning to 2016: A Closer Look at the Impact Factor. J. Chem. Educ. 2017, 94
about Forces and Energy in Chemical Bonding with the ELI-Chem (5), 558−562.
Simulation. Chem. Educ. Res. Pract. 2019, 20 (4), 667−684. (68) Bain, K.; Moon, A.; Mack, M. R.; Towns, M. H. A Review of
(48) Zohar, A. R.; Levy, S. T. Students’ Reasoning about Chemical Research on the Teaching and Learning of Thermodynamics at the
Bonding: The Lacuna of Repulsion. J. Res. Sci. Teach. 2019, 56 (7), University Level. Chem. Educ. Res. Pract. 2014, 15 (3), 320−335.
881−904. (69) Bain, K.; Towns, M. H. A Review of Research on the Teaching
(49) Holme, T. A.; Murphy, K. The ACS Exams Institute and Learning of Chemical Kinetics. Chem. Educ. Res. Pract. 2016, 17
Undergraduate Chemistry Anchoring Concepts Content Map I: (2), 246−262.
General Chemistry. J. Chem. Educ. 2012, 89 (6), 721−723. (70) Moher, D.; Liberati, A.; Tetzlaff, J.; Altman, D. G. Reprint
(50) College Board. AP Chemistry. https://apcentral.collegeboard. Preferred Reporting Items for Systematic Reviews and Meta-Analyses:
org/courses/ap-chemistry. The PRISMA Statement. Phys. Ther 2009, 89 (9), 873−880.
(51) National Research Council (U.S.). A Framework for K-12 (71) Mack, M. R.; Hensen, C.; Barbera, J. Metrics and Methods
Science Education Practices, Crosscutting Concepts, and Core Ideas/ Used to Compare Student Performance Data in Chemistry Education
Committee on a Conceptual Framework for New K-12 Science Education Research Articles. J. Chem. Educ. 2019, 96 (3), 401−413.
Standards, Board on Science Education, Division of Behavioral and Social (72) Rodriguez, J.-M. G.; Hunter, K. H.; Scharlott, L. J.; Becker, N.
Sciences and Education, National Research Council of the National M. A Review of Research on Process Oriented Guided Inquiry
Academies; The National Academies Press: Washington, D.C., 2012. Learning: Implications for Research and Practice. J. Chem. Educ. 2020,
(52) Cooper, M. M.; Klymkowsky, M. W. Chemistry, Life, the 97 (10), 3506−3520.
Universe & Everything; Michigan State University, 2017. (73) Teo, T. W.; Goh, M. T.; Yeo, L. W. Chemistry Education
(53) Holme, T. A.; Luxford, C.; Murphy, K. Updating the General Research Trends: 2004−2013. Chem. Educ. Res. Pract. 2014, 15 (4),
Chemistry Anchoring Concepts Content Map. J. Chem. Educ. 2015, 470−487.
92 (6), 1115−1116. (74) Taber, K. S. Chemical MisconceptionsPrevention, Diagnosis and
(54) Raker, J.; Holme, T. A.; Murphy, K. The ACS Exams Institute Cure: Classroom Resources; Royal Society of Chemistry, 2002; Vol. II.
Undergraduate Chemistry Anchoring Concepts Content Map II: (75) Murphy, K.; Holme, T. A.; Zenisky, A.; Caruthers, H.; Knaus,
Organic Chemistry. J. Chem. Educ. 2013, 90 (11), 1443−1445. K. Building the ACS Exams Anchoring Concept Content Map for
(55) Marek, K. A.; Raker, J. R.; Holme, T. A.; Murphy, K. L. The Undergraduate Chemistry. J. Chem. Educ. 2012, 89 (6), 715−720.
ACS Exams Institute Undergraduate Chemistry Anchoring Concepts (76) Kind, V. A Degree Is Not Enough: A Quantitative Study of
Content Map III: Inorganic Chemistry. J. Chem. Educ. 2018, 95 (2), Aspects of Pre-Service Science Teachers’ Chemistry Content
233−237. Knowledge. Int. J. Sci. Educ. 2014, 36 (8), 1313−1345.
(56) Holme, T. A.; Reed, J. J.; Raker, J. R.; Murphy, K. L. The ACS (77) Freeman, S.; Eddy, S. L.; McDonough, M.; Smith, M. K.;
Exams Institute Undergraduate Chemistry Anchoring Concepts Okoroafor, N.; Jordt, H.; Wenderoth, M. P. Active Learning Increases
Content Map IV: Physical Chemistry. J. Chem. Educ. 2018, 95 (2), Student Performance in Science, Engineering, and Mathematics. Proc.
238−241. Nat. Acad. Sci. 2014, 111 (23), 8410−8415.
(57) Holme, T. A.; Bauer, C.; Trate, J. M.; Reed, J. J.; Raker, J. R.; (78) Shulman, L. S. Those Who Understand: Knowledge Growth in
Murphy, K. L. The American Chemical Society Exams Institute Teaching. Educ. Res. 1986, 15 (2), 4−14.
Undergraduate Chemistry Anchoring Concepts Content Map V: (79) Repositioning Pedagogical Content Knowledge in Teachers’
Analytical Chemistry. J. Chem. Educ. 2020, 97 (6), 1530−1535. Knowledge for Teaching Science; Hume, A., Cooper, R., Borowski, A.,
(58) Loertscher, J.; Green, D.; Lewis, J. E.; Lin, S.; Minderhout, V. Eds.; Springer Singapore: Singapore, 2019. DOI: 10.1007/978-981-
Identification of Threshold Concepts for Biochemistry. LSE 2014, 13 13-5898-2.
(3), 516−528. (80) Rodriguez, J.-M. G.; Towns, M. H. Alternative Use for the
(59) Ö zmen, H. Some Student Misconceptions in Chemistry: A Refined Consensus Model of Pedagogical Content Knowledge:
Literature Review of Chemical Bonding. Journal of Science Education Suggestions for Contextualizing Chemistry Education Research. J.
and Technology 2004, 13 (2), 147−159. Chem. Educ. 2019, 96 (9), 1797−1803.
(60) Ü nal, S.; Ç alık, M.; Ayas, A.; Coll, R. K. A Review of Chemical (81) Cooper, M. M.; Klymkowsky, M. Chemistry, Life, the Universe,
Bonding Studies: Needs, Aims, Methods of Exploring Students’ and Everything: A New Approach to General Chemistry, and a Model
Conceptions, General Knowledge Claims and Students’ Alternative for Curriculum Reform. J. Chem. Educ. 2013, 90 (9), 1116−1122.
Conceptions. Research in Science & Technological Education 2006, 24 (82) Talanquer, V.; Pollard, J. Let’s Teach How We Think Instead of
(2), 141−172. What We Know. Chem. Educ. Res. Pract. 2010, 11 (2), 74−83.
(61) Baltieri, R. S.; Bego, A. M.; Cebim, M. A. Why the Covalent (83) Williams, L. C.; Underwood, S. M.; Klymkowsky, M. W.;
Bond Is Such a Complex Concept: A Conceptual Profile Proposal. Cooper, M. M. Are Noncovalent Interactions an Achilles Heel in
International Journal of Science Education 2021, 43 (12), 2007−2024. Chemistry Education? A Comparison of Instructional Approaches. J.
(62) Graulich, N.; Lewis, S. E.; Kahveci, A.; Nyachwaya, J. M.; Chem. Educ. 2015, 92 (12), 1979−1987.
Lawrie, G. A. Writing a Review Article: What to Do with My (84) Underwood, S. M.; Reyes-Gastelum, D.; Cooper, M. M. When
Literature Review. Chem. Educ. Res. Pract. 2021, 22 (3), 561−564. Do Students Recognize Relationships between Molecular Structure
(63) Moher, D.; Liberati, A.; Tetzlaff, J.; Altaman, D. G. Preferred and Properties? A Longitudinal Comparison of the Impact of
Reporting Items for Systematic Reviews and Meta-Analyses: The Traditional and Transformed Curricula. Chemistry Education Research
PRISMA Statement. PLoS One 2009, 6 (7), 1−6. and Practice 2016, 17 (2), 365−380.
(64) Cameron, B. D. Trends in the Usage of ISI Bibliometric Data: (85) Talanquer, V.; Pollard, J. Reforming a Large Foundational
Uses, Abuses, and Implications. portal: Libraries and the Academy Course: Successes and Challenges. J. Chem. Educ. 2017, 94 (12),
2005, 5 (1), 105−125. 1844−1851.
(65) Royal Society of Chemistry. Chemistry Education Research and (86) Bergqvist, A.; Drechsler, M.; Rundgren, S.-N. C. Upper
Practice. https://www.rsc.org/journals-books-databases/about- Secondary Teachers’ Knowledge for Teaching Chemical Bonding
journals/chemistry-education-research-practice/. Models. Int. J. Sci. Educ. 2016, 38 (2), 298−318.
(66) Journal of Chemical Education. https://pubs.acs.org/journal/ (87) Matz, R. L.; Fata-Hartley, C. L.; Posey, L. A.; Laverty, J. T.;
jceda8. Underwood, S. M.; Carmel, J. H.; Herrington, D. G.; Stowe, R. L.;
(67) Rodriguez, J.-M. G.; Bain, K.; Moon, A.; Mack, M. R.; Caballero, M. D.; Ebert-May, D.; Cooper, M. M. Evaluating the
DeKorver, B. K.; Towns, M. H. The Citation Index of Chemistry Extent of a Large-Scale Transformation in Gateway Science Courses.
Education Research in the Journal of Chemical Education from 2008 Science Advances 2018, 4 (10), No. eaau0554.

2463 https://doi.org/10.1021/acs.jchemed.2c00034
J. Chem. Educ. 2022, 99, 2451−2464
Journal of Chemical Education pubs.acs.org/jchemeduc Chemical Education Research

(88) Cooper, M. M.; Posey, L. A.; Underwood, S. M. Core Ideas and


Topics: Building up or Drilling Down? J. Chem. Educ. 2017, 94 (5),
541−548.
(89) Stowe, R. L.; Scharlott, L. J.; Ralph, V. R.; Becker, N. M.;
Cooper, M. M. You Are What You Assess: The Case for Emphasizing
Chemistry on Chemistry Assessments. J. Chem. Educ. 2021, 98,
2490−2495.
(90) Haak, D. C.; HilleRisLambers, J.; Pitre, E.; Freeman, S.
Increased Structure and Active Learning Reduce the Achievement
Gap in Introductory Biology. Science 2011, 332 (6034), 1213.
(91) Theobald, E. J.; Hill, M. J.; Tran, E.; Agrawal, S.; Arroyo, E. N.;
Behling, S.; Chambwe, N.; Cintrón, D. L.; Cooper, J. D.; Dunster, G.;
Grummer, J. A.; Hennessey, K.; Hsiao, J.; Iranon, N.; Ii, L. J.; Jordt,
H.; Keller, M.; Lacey, M. E.; Littlefield, C. E.; Lowe, A.; Newman, S.;
Okolo, V.; Olroyd, S.; Peecook, B. R.; Pickett, S. B.; Slager, D. L.;
Caviedes-Solis, I. W.; Stanchak, K. E.; Sundaravardan, V.;
Valdebenito, C.; Williams, C. R.; Zinsli, K.; Freeman, S. Active
Learning Narrows Achievement Gaps for Underrepresented Students
in Undergraduate Science, Technology, Engineering, and Math. Proc.
Natl. Acad. Sci. U. S. A. 2020, 117 (12), 6476−6483.
(92) Hammer, D. Misconceptions or P-Prims: How May Alternative
Perspectives of Cognitive Structure Influence Instructional Percep-
tions and Intentions. Journal of the Learning Sciences 1996, 5 (2), 97−
127.
(93) diSessa, A. A. A Friendly Introduction to “Knowledge in
Pieces”: Modeling Types of Knowledge and Their Roles in Learning.
In Invited Lectures from the 13th International Congress on
Mathematical Education; Kaiser, G., Forgasz, H., Graven, M.,
Kuzniak, A., Simmt, E., Xu, B., Eds.; ICME-13 Monographs; Springer
International Publishing: Cham, 2018; pp 65−84. DOI: 10.1007/
978-3-319-72170-5_5.
(94) Abraham, M. R. Importance of a Theoretical Framework for
Research. In Nuts and Bolts of Chemical Education Research; Bunce, D.
M., Cole, R. S., Eds.; American Chemical Society: Washington, D.C.,
2008; Vol. 976, pp 47−66. DOI: 10.1021/bk-2008-0976.ch005.
(95) Elby, A. What Students’ Learning of Representations Tells Us
about Constructivism. Journal of Mathematical Behavior 2000, 19 (4), Recommended by ACS
481−502.
(96) Southerland, S. A.; Abrams, E.; Cummins, C. L.; Anzelmo, J.
Understanding Students’ Explanations of Biological Phenomena: The Picture Is Not the Point: Toward Using Representations
Conceptual Frameworks or p-Prims? Sci. Ed. 2001, 85 (4), 328−348. as Models for Making Sense of Phenomena
(97) Gouvea, J. S.; Simon, M. R. Challenging Cognitive Construals: Ryan L. Stowe and Brian J. Esselman
A Dynamic Alternative to Stable Misconceptions. LSE 2018, 17 (2), DECEMBER 01, 2022
ar34. JOURNAL OF CHEMICAL EDUCATION READ
(98) Lira, M.; Gardner, S. M. Leveraging Multiple Analytic
Frameworks to Assess the Stability of Students’ Knowledge in Conceptual Challenges Exhibited by Naı̈ve Undergraduate
Physiology. CBE Life Sci. Educ. 2020, 18 (3), 1−19. Students in the Context of Atomic Orbital Energy Diagrams
(99) diSessa, A. A.; Sherin, B.; Levin, M. Knowledge Analysis: An
Matthew R. Dorris and Martina A. Rau
Introduction. In Knowledge and Interaction: A Synthetic Agenda for the
JULY 26, 2022
Learning Sciences; diSessa, A. A., Levin, M., Brown, N., Eds.; JOURNAL OF CHEMICAL EDUCATION
Routledge: New York, NY, 2016; pp 30−71. READ

How Participation in a Research Experiences for


Undergraduate Program Transforms Chemistry and
Biochemistry Majors’ Understanding of Research and Sci...
Helena Kolon and Patricia Ann Mabrouk
JUNE 09, 2022
JOURNAL OF CHEMICAL EDUCATION READ

Improving the Understanding of Chemistry by Using the


Right Words: A Clear-Cut Strategy to Avoid Misconceptions
When Talking about Elements, Atoms, and Molecules
Miguel Reina, Antonio Reina, et al.
JULY 08, 2022
JOURNAL OF CHEMICAL EDUCATION READ

Get More Suggestions >

2464 https://doi.org/10.1021/acs.jchemed.2c00034
J. Chem. Educ. 2022, 99, 2451−2464

You might also like