Chemistry 110a - Organic Chemistry

Fall Semester 2017, Professor Muzikar

Course Syllabus

“The eternal mystery of the world is its comprehensibility.” -Albert Einstein

Course Objectives: This introductory course in organic chemistry will focus on fundamental
principles of bonding, structure and reactivity of organic molecules. Subjects include Lewis
structures, acid base chemistry, atomic and hybridized orbitals, stereochemistry, inter- and
intramolecular forces of attraction, functional groups, reaction mechanisms, and real-life
applications of organic chemistry. After the successful completion of this class this solid
foundation of knowledge should enable you to deepen your understanding of organic chemistry
as it relates to your future field of expertise.

Instructor: Prof. Katy Muzikar Office/Lab: Seaver North, 116

Phone: 909-607-6856 E-mail: Katy.Muzikar@pomona.edu
Class: MWF, 11:00am, Seaver Commons 104

Weekly Problem Session (optional): Wed: 7:00 PM, lead by Prof Muzikar, SN 111

Office Hour: Friday 1:30-3:00 PM, additional office hours always available by appointment.

Classroom Learning Communities problem sessions: schedule TBD, lead by class Mentors

Class Mentors: Ana Garcia Castineiras, Edward Gao, Inga Van Buren, Cris Woroch

Required Course Material

1) Solomons and Fryhle, "Organic Chemistry", John Wiley & Sons, 11th Ed.

2) Solomons, Fryhle, and Johnson, "Study Guide and Solutions Manual to Accompany Organic
Chemistry, 11th Ed.", John Wiley & Sons.

3) Darling Molecular Model Kit

4) STRONGLY RECOMMENDED: David Klein, “Organic Chemistry as a Second Language”

(any edition)

Exams: Five 100 pt 50-minute lecture examinations will be given as follows:

1. September 15 (Review session 7:00 PM, 9/17)

2. September 29 (Review session 7:00 PM, 10/1)
3. October 13 (Review session 7:00 PM, 10/15)
4. November 3 (Review session 7:00 PM, 11/5)
5. November 17 (Review session 7:00 PM, 11/219)

Introductory organic chemistry is a cumulative subject, and 110a exams will build on and expect
understanding of concepts from the prior midterms.
Final Exam Information: An open-notes cumulative final exam (3 hr, 200 pts) will be held on
Tuesday, December 12, 2017 at 9:00 AM. Your notes will be limited to 13 pages of 8.5x11 inch
paper (you can use both sides of the paper). Your notes must be hand-written or typed (no
scanned images) and may NOT include book problems/solutions. There will be NO appendices
of any tabular data provided on the final exam. Your exam notes will be turned in at the end of
the exam and will be worth 10 of the 200 points allotted to the final exam.

Grading: All exams must be taken. If this expectation is met, then the lowest non-final exam score will
be dropped and a percentage of 600 total points (400 from the non-final exams, 200 from the final exam)
will determine the lecture letter grade, using a fixed scale. If any of the exams are not taken, then a
percentage of 700 total points (500 from the non-final exams, 200 from the final exam) will determine the
lecture letter grade, using a fixed scale. The lecture grade is then converted to the Pomona College scale
(A=12, B=9, etc.) and combined in a weighted manner with the laboratory grade (similarly converted out
of the total laboratory points) to assign a grade for the course. 75% of the course grade constitutes the
lecture material, while 25% reflects your laboratory grade

Lecture Grading Scale

A 88+ C 52-57
A- 82-87 C- 46-51
B+ 76-81 D+ 40-45
B 70-75 D 34-39
B- 64-69 D- 28-33
C+ 58-63 F <27

Important Policies and Procedures:

1. Exam Grading. Exams are graded based on a grading key and are not curved. In general,
the majority of points will be awarded only for correctly given answers, with very limited
partial credit awarded for incorrect answers (even if they demonstrate “partially correct
thinking”). Exams will be graded and returned to you as quickly as reasonably possible, it is
your responsibility to look over your exam carefully when it is returned to you and contact
Prof Muzikar within three days in order to resolve any issues or ask any questions you have
about the grading.

4. Make-up exams will be arranged only in the case of verifiable extenuating circumstances,
accompanied by a note from the Dean of Students.

6. To request academic accommodations due to a disability, please contact Dr. Jan Collins
Eaglin if you are a Pomona student. She can be contacted via e-mail at Jan.Collins-
Eaglin@pomona.edu. If you attend another one of the Claremont Colleges, please contact
your home college’s disability officer.

7. Recommendation letters If at any time in your academic career you need a reference from
me, I will be happy to write a letter on your behalf, provided you ask me at least three
weeks prior to the letter’s due date. My letter will be an honest reflection of my
understanding of you as both a student and as a member of your community based on my
personal interactions with you. Before you ask me for a letter, reflect carefully on whether I
know you well enough to speak knowledgeably and favorably on these matters.

2
Learning Communities:

One of the most crucial elements of a positive Organic Chemistry experience is developing efficient,
effective study habits and spending dedicated time in problem-solving sessions throughout the
week. An excellent way to develop these habits and also complete critical homework problems is to
join one of the OPTIONAL Classroom-based Learning Communities that are offered for this
course.

Learning Communities (LC) Overview:

• Two study sessions per week (minimum): Sessions will be scheduled by the LC members
and will focus on working on homework problems in a small-group setting. One session will
be led by a Mentor who can help you with the homework problems and with study strategies.

• LC Mentors: Each LC will be assigned to a class Mentor, who will work with the LC explicitly
for one of the two scheduled study sessions, and who will also be available to contact as a
resource throughout the semester. The Mentor’s role is to serve as a guide for the study
session, a tutor for LC members, and also as a liaison to Prof Muzikar for the LC as needed.

• Opt-in commitment: Being a member of a LC is completely optional, but once you become
a member of a community, you are expected to attend all scheduled study sessions and be
an active participant at the sessions. LC will form and have their first meeting during the 2nd
week of class.

• Expectations for working in groups: Form a positive working relationship with your LC
by being inclusive, respectful, and supportive of all members of the group. Encourage
members to participate in discussions and listen to them speak when they do. Maintain
active communication with each other outside of the study sessions.

• Reflective Assessment: Periodically throughout the semester we will conduct

confidential surveys to gauge the success of the LC group dynamic. Honest feedback
during these surveys will help everybody build a more successful LC.

Students interested in joining an LC are asked to fill out a brief survey to help us to form the LC
rosters. Surveys must be completed by Thursday, August 31. Groups will be assigned by Monday
September 4 and the first LC meetings will commence the week of Monday, September 4, as
scheduled by each LC.

The week of September 18, following the first exam, there will be an opportunity to re-assess your
choice to participate/not participate in a LC. (Meaning that you can drop out, or join the LC program
if you find that you have changed your mind).

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 110a Course Calendar- Fall 2017

Date Lec # Topic Reading

(to be completed before
lecture)

8/30 1 Introduction: Lecture and Lab. -

11e:1.1-1.5, 1.8
EXAM 1 MATERIAL

9/1 2 Background/Bonding 10e: 1.1-1.8

11e: 1.6-1.12
9/4 3 Bonding 10e: 1.9-1.12, 1.17
Finish Chapter 1
9/6 4 Bonding
Chapter 2
9/8 5 Molecular Forces/IR
11e:3.1-3.8
9/11 6 IR/Acid-Base Chemistry 10e: 3.1-3.9
Finish Chapter 3
9/13 7 Acid-Base Chemistry

9/15 Exam 1 Chapters 1-3

11e: 4.1-4.10
9/18 8 Alkanes 10e: 4.1-4.10
EXAM 2 MATERIAL

**(lecture ends@12:15)**
Finish chapter 4
9/20 9+10 Alkanes
**(lecture ends@12:15)**
--
9/22 -- **No class today**
11e: 5.1-5.9
9/25 11 Stereochemistry 10e: 5.1-5.9
Finish chapter 5
9/27 12 Stereochemistry

9/29 Exam 2 Chapters 4-5

11e: 6.1-6.8
10/2 13 Ionic Reactions
EXAM 3 MATERIAL

10e: 6.1-6.8
11e: 6.9-6.14
10/4 14 Ionic Reactions 10e: 6.9-6.14
Finish chapter 6
10/6 15 Ionic Reactions
11e: 7.1-7.8
10/9 16 Alkenes and Alkynes I 10e: 7.1-7.8
Finish chapter 7
10/11 17 Alkenes and Alkynes I

10/13 Exam 3 Chapters 6-7

Cont’d on next page…

4
 110a Course Calendar- Fall 2017

10/16 No Lecture-Fall Break -

11e: 8.1-8.4
10/18 18 Alkenes and Alkynes II 10e: 8.1-8.4

10/20 No Lecture-Lab Midterm -

EXAM 4 MATERIAL

11e: 8.5-8.13
10/23 19 Alkenes and Alkynes II 10e: 8.5-8.13
Finish Chapter 8
10/25 20 Alkenes and Alkynes II
11e: 9.1-9.7
10/27 21 NMR 10e: 9.1-9.7
11e: 9.8-9.11C
10/30 22 NMR 11e: 9.8-9.11C
Finish chapter 9
11/1 23 NMR & Mass Spectrometry EXCEPT:
11e: 9.16B-D, 9.17, 9.18, 9.19

10 e: 9.16B-D, 9.17, 9.18, 9.19, 9.20

11/3 Exam 4 Chapters 8-9

11e: 10.1-10.6
11/6 24 Radicals
EXAM 5 MATERIAL

10e: 10.1-10.6
Finish Chapter 10
11/8 25 Radicals
11e: 11.1-11.11
11/10 26 Alcohols I 10e: 11.1-11.11
11e: 11.1-11.16
11/13 27 Alcohols I 10e: 11.1-11.16
Finish Chapter 11
11/15 28 Alcohols I

11/17 Exam 5 Chapters 10-11

11e: 12.1-12.4
11/20 29 Alcohols II 10e: 12.1-12.4

11/22 30 Food Chemistry (optional lecture) --

MATERIAL INCLUDED ON FINAL EXAM

11/24 -- No lecture—Thanksgiving Recess --

11e: 12.5-12.8
11/27 30 Alcohols II 10e: 12.5-12.8

11/29 31 Alcohols II 12

12/1 -- No Lecture—Laboratory Final --

11e: 13.1-13.8
12/4 33 Conjugated Unsaturated 10e: 13.1-13.8
Compounds
12/6 34 Conjugated Unsaturated Finish Chapter 13
Compounds
Final Exam, 12/12 9am-12pm Chapters 1-13

5
Recommended Problems
Chp Ed
10 1.26, 1.27, 1.28, 1.29, 1.30, 1.31, 1.32, 1.35, 1.38, 1.42, 1.45, 1.46
1
11 1.29, 1.30, 1.31, 1.33, 1.34, 1.35, 1.36, 1.41, 1.42, 1.47, 1.50, 1.51
2.29, 2.30, 2.31, 2.33, 2.34, 2.35, 2.37, 2.38, 2.41, 2.42, 2.45, 2.47, 2.49,
10
2.54, 2.55, 2.56, 2.58
2
2.29, 2.30, 2.31, 2.33, 2.34, 2.35, 2.39, 2.40, 2.43, 2.44, 2.36, 2.47, 2.48,
11
2.53, 2.54, 2.55, 2.57,
3.18, 3.19, 3.20, 3.21, 3.22, 3.25, 3.28, 3.29, 3.30, 3.32, 3.35, 3.37, 3.42,
10
3.43
3
3.18, 3.19, 3.20, 3.21, 3.22, 3.25, 3.28, 3.29, 3.30, 3.32, 3.35, 3.37, 3.42,
11
3.43,
10 4.23, 4.24, 4.29, 4.34, 4.35, 4.36, 4.37, 4.39, 4.41, 4.43, 4.46, 4.47
4
11 4.23, 4.24, 4.29, 4.34, 4.35, 4.36, 4.37, 4.39, 4.41, 4.43, 4.46, 4.47
10 5.33, 5.37, 5.39, 5.47, 5.48, 5.50, 5.51, 5.53
5
11 5.33, 5.38, 5.40, 5.49, 5.50, 5.52, 5.53, 5.55
6.20, 6.21, 6.22, 6.23, 6.25, 6.26, 6.28, 6.29, 6.30, 6.32, 6.33, 6.34, 6.44,
10
6.47, 6.51, 6.53
6
6.20, 6.21, 6.22, 6.23, 6.25, 6.26, 6.28, 6.29, 6.30, 6.32, 6.33, 6.34, 6.44,
11
6.47, 6.51, 6.53
10 7.26, 7.27, 7.28, 7.31, 7.32, 7.33, 7.37, 7.42, 7.43, 7.45, 7.46, 7.47, 7.52
7
11 7.26, 7.27, 7.28, 7.31, 7.32, 7.33, 7.37, 7.42, 7.43, 7.46, 7.47, 7.48, 7.53
8.27, 8.30, 8.33, 8.38, 8.39, 8.40, 8.48, 8.51, 8.54, 8.56, 8.58, 8.62, 8.65,
10
8.67
8
8.27, 8.30, 8.33, 8.38, 8.39, 8.40, 8.48, 8.51, 8.54, 8.56, 8.58, 8.62, 8.65,
11
8.67
10 9.26, 9.27, 9.31, 9.38, 9.39, 9.42, 9.51
9
11 9.25, 9.26, 9.30, 9.37, 9.38, 9.41, 9.50
10 10.23, 10.24, 10.25, 10.26, 10.32, 10.37
10
11 10.21, 10.22, 10.23, 10.24, 10.29, 10.37
10 11.25, 11.30, 11.36, 11.37, 11.43, 11.48, 11.54, 11.57, 11.58
11
11 11.25, 11.30, 11.36, 11.37, 11.43, 11.48, 11.54, 11.57, 11.58
12.12, 12.24, 12.27, 12.28, 12.33, 12.34, 12.36, 12.40,
10
12 Learning Group Problem
11 12.13, 12.26, 12.29, 12.30, 12.35, 12.37, 12.41, Learning Group Problem
13.16, 13.17, 13.31, 13.33, 13.39, 13.41, 13.42, 13.46,
10
Learning Group Problem 1
13
13.19, 13.20, 13.34, 13.36, 13.42, 13.44, 13.45, 13.49,
11
Learning Group Problem 1