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Jordan University of Science and Technology

Faculty of Science and Arts


Department of Chemistry
Second Semester 2007

Course Information
Course Title Organic Chemistry
Course Number Chem. 217
Prerequisites Chem. 103
Course Website Under-construction
Instructor Dr. Khaled Shawakfeh
Office Location N4L0
Office Phone Tel. # 7201000 Ext. 23646
Office Hours Mon & Wed at 11:15-1:15.
E-mail shawakfa@just.edu.jo
Teaching Assistant None
Course Description
This course deals primarily with the basic principles of organic chemistry in order to
understand the structures and reactivity of organic molecules This course also deals
mainly with the constitution and properties of the different classes of organic
compounds, with considerable attention to stereochemistry, reaction mechanisms,
synthetic organic chemistry and Surveys the chemistry of functionalized organic
compounds emphasizing mechanisms and multi-step syntheses.. Emphasis will be on
substitution and elimination reactions , the chemistry of hydrocarbons, alkyl halides,
alcohols, carbonyl compounds, and amines.

Text Book
Title Organic Chemistry, A Short Course
Author(s) Hart/Craine/Hart/Hadad
Publisher Houghton Mifflin
Year 2007
Edition 12th Ed.
Book Website www.brookscole.com
References Organic Chemistry, John McMurry

Assessment Policy
Assessment Type Expected Due Date Weight
First Exam Mon March 19, 2007. 30%
Second Exam Sat April 28, 2007. 30%
Final Exam May 26- June 4, 2007 40%
Assignments
Course Objectives Weights
1. Name simple organic compounds and draw their structures. 15%
2. Compare the physical and chemical properties for different organic 10%
compounds.
3. Write reaction equations, Mechanisms and possible intermediates, 5%
Transition states with relative energy.
4. Differentiate the orientation of substitution in the electrophonic aromatic 20%
substitution reactions of mono substituted benzene.
5. Synthesis of simple organic compounds from simple organic materials. 5%
6. Study the water derivatives (Alcohol, Ether, Thiols and Sulfides) 10%
7. Prepare derivatives like esters, anhydrides, acid chlorides and amides from 10%
the corresponding carboxylic acids.
8. Understand the relationship between structure and acidity, basicity and 10%
reactivity of organic compounds.
9. Learn some applications of organic molecules and reactions in medicine 10%
biochemistry, pharmacology, and some industrial applications
10. Learn simple multi step synthesis with their stereochemistry 5%

Teaching & Learning Methods

Class periods will be a mixture of theory, analysis, demonstration, and discussion. I believe in the
active-learner approach. You are required to read organic chemistry (I) before registering for this
class.

Learning Outcomes: Upon successful completion of this course, students will be able to
Related Objective(s) Reference(s)
1 Chapter 1-10
2 Chapter 2-10
3 Chapter. 3, 4
4 Chapter 5
5 Chapter 6
6 Chapter 7-10
7 Chapter 9, 10
8 Chapter 7, 9, 10
9 Chapter 5-10
10 Chapter 5, 7, 9, 10

Useful Resources
Organic Chemistry, John McMurry
Course Content
Week Topics Chapter in Text (handouts)

1 The nature of chemical bond, hybridization,


Chapter 1
acids & bases
2 Alkanes , structure & isomers,
conformations, cycloalkanes, cis- ttrans
Chapter 2
isomers, conformations, axial & equatorial
bonds in cyclohexane
3 Reactions of alkanes, alkenes, structure,
naming, cis- trans isomers Chapter 2

4 Kinds of organic reactions, reaction


mechanisms ( free radical & polar ) Chapter 3

5 Reactions of alkenes, addition of HCl,


addition of water, addition of halogens,
oxidation,Hydroboration- oxidation,
Chapter 3
reduction, polymerization, addition
reactions in dienes

6 Alkynes, structure, naming, addition of HX,


hydration (ketone formation ), addition of
X2 , acidity of terminal alkynes, structure of Chapters 3, 4
benzene, naming substituted benzenes

7 Electrophilic aromatic substitution,


Halogenation, nitration, sulfonation,
Chapter 4
Friedel-Crafts alkylation & acylation

8 Activating & deactivating groups, ortho,


para & meta directing groups, chirality &
enantiomers, srereogenic carbon, R &S
Chapters 4, 5
configuration, E&Z convention for cis-trans
isomers.

9 Optical activity, properties of enantiiomers,


Fischer projection formula, diastereomers &
meso compound, stereochemistry &
Chapter 5
chemical reaction, resolution of racemic
mixture

10 Alkyl halides, nucleophilic reactions, the


SN1 & the SN2 mechanims, elimination
Chapter 6
reactions, the E2 & the E1 mechanisms,
substitution & elimination in competition.
11 Naming alcohols, classification of alcohols, Chapter 7
naming phenols, H- bonding in alcohols &
phenols, acidity & basicity of alcohols &
phenols, dehydration of alcohols, reaction of
alcohols with hydrogen halides, other
methods toprepare alkyl halides from
alcohols.

12 Oxidation of alcohols, aromatic substitution


in phenols, oxidation of phenols, thiols,
naming ethers, physical properties of ethers, Chapters 7, 8
the Grignard reagent, preparation of ethers

13 Cleavage of ethers, epoxides, reactions of


epoxides, cyclic ethers, naming aldehydes &
ketones, synthesis of aldehydes & ketones, Chapters 8, 9
nucleophilic addition to the carbonyl group,
addition of alcohols, addition of water,
14 Addition of Grignard reagent , addition of
HCN, addition of amines, reduction of
carbonyl group, oxidation of carbonyl
group, naming carboxylic acids, acidity, Chapter 9
effect of structure on acidity, conversion of
acids to salts, preparation of carboxylic
acids.
15 Nucleophilic acyl substitution, reaction of
esters with base, amines,Grignard reagent
and reducing agents, acyl halides, acid
anhydrides, amides. Chapters 10, 11
Classification & structure of amines,
naming & physical properties of amines

16 Preparation of amines, alkylation of


ammonia & amines, reduction of amides &
nitriles, the basicity of amines,reaction of
Chapter 11
amines with acid derivatives, quaternary
ammonium compounds, aromatic diazonium
compounds, diazo coupling, azo dies.

Additional Notes
Assignments No assignments
Exams During this course, there will be a first worth 30 points and a second worth
30 points and a final examination worth 40.0 points.
There is NO curve in this course.
Please bring only pencils to the exams.
Tentative Exam Schedule:
1. Two Majors (Class Tests): 2 x 30% = 60%
I. First Exam: Mon March 19, 2007.

II. Second Exam: Sat April 28, 2007.


2. Final Exam: May 26-June 4, 2007 40%
TOTAL 100%
Cheating Academic dishonesty of any form will not be tolerated. University policies
on cheating and plagiarism (see Students' Guide) will be strictly enforced.
Attendance Your attendance at all lectures is expected and essential to your success in
this course. As a rule the student can't miss more than 10% of the lectures
with reasonable excuses from the instructor, and another 10% with
reasonable excuses accepted by the dean of science. If the student misses
overall 20% of the lectures, then he or she can't enter the final exam and
will fail the course with 35.

Workload …………….
Graded Exams …………….
Participation No points, but students are highly encouraged to participate in the discussion.
Laboratory None
Projects None
Disclaimer The instructor reserves the right to make changes to this
course and its administration as reasonable and necessary.