Download Jordan University of Science and Technology

Jordan University of Science and Technology
Faculty of Science and Arts
Department of Chemistry
Second Semester 2007
Course Title
Course Information
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
[email protected]
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.
www.brookscole.com
Organic Chemistry, John McMurry
Book Website
References
Assessment Policy
Assessment Type
First Exam
Expected Due Date
Mon March 19, 2007.
Second Exam
Sat
Final Exam
May 26- June 4, 2007
Assignments
April 28, 2007.
Weight
30%
30%
40%
Course Objectives
1. Name simple organic compounds and draw their structures.
Weights
15%
2. Compare the physical and chemical properties for different organic
compounds.
3. Write reaction equations, Mechanisms and possible intermediates,
Transition states with relative energy.
4. Differentiate the orientation of substitution in the electrophonic aromatic
substitution reactions of mono substituted benzene.
5. Synthesis of simple organic compounds from simple organic materials.
10%
6. Study the water derivatives (Alcohol, Ether, Thiols and Sulfides)
10%
7. Prepare derivatives like esters, anhydrides, acid chlorides and amides from
the corresponding carboxylic acids.
8. Understand the relationship between structure and acidity, basicity and
reactivity of organic compounds.
9. Learn some applications of organic molecules and reactions in medicine
biochemistry, pharmacology, and some industrial applications
10. Learn simple multi step synthesis with their stereochemistry
10%
5%
20%
5%
10%
10%
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
Reference(s)
Related Objective(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
1
The nature of chemical bond, hybridization,
acids & bases
Alkanes , structure & isomers,
conformations, cycloalkanes, cis- ttrans
isomers, conformations, axial & equatorial
bonds in cyclohexane
Reactions of alkanes, alkenes, structure,
naming, cis- trans isomers
Chapter 2
Kinds of organic reactions, reaction
mechanisms ( free radical & polar )
Chapter 3
2
3
4
5
6
7
8
9
10
Reactions of alkenes, addition of HCl,
addition of water, addition of halogens,
oxidation,Hydroboration- oxidation,
reduction, polymerization, addition
reactions in dienes
Alkynes, structure, naming, addition of HX,
hydration (ketone formation ), addition of
X2 , acidity of terminal alkynes, structure of
benzene, naming substituted benzenes
Electrophilic aromatic substitution,
Halogenation, nitration, sulfonation,
Friedel-Crafts alkylation & acylation
Activating & deactivating groups, ortho,
para & meta directing groups, chirality &
enantiomers, srereogenic carbon, R &S
configuration, E&Z convention for cis-trans
isomers.
Optical activity, properties of enantiiomers,
Fischer projection formula, diastereomers &
meso compound, stereochemistry &
chemical reaction, resolution of racemic
mixture
Alkyl halides, nucleophilic reactions, the
SN1 & the SN2 mechanims, elimination
reactions, the E2 & the E1 mechanisms,
substitution & elimination in competition.
Chapter in Text (handouts)
Chapter 1
Chapter 2
Chapter 3
Chapters 3, 4
Chapter 4
Chapters 4, 5
Chapter 5
Chapter 6
11
12
13
14
15
16
Naming alcohols, classification of alcohols,
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.
Oxidation of alcohols, aromatic substitution
in phenols, oxidation of phenols, thiols,
naming ethers, physical properties of ethers,
the Grignard reagent, preparation of ethers
Cleavage of ethers, epoxides, reactions of
epoxides, cyclic ethers, naming aldehydes &
ketones, synthesis of aldehydes & ketones,
nucleophilic addition to the carbonyl group,
addition of alcohols, addition of water,
Addition of Grignard reagent , addition of
HCN, addition of amines, reduction of
carbonyl group, oxidation of carbonyl
group, naming carboxylic acids, acidity,
effect of structure on acidity, conversion of
acids to salts, preparation of carboxylic
acids.
Nucleophilic acyl substitution, reaction of
esters with base, amines,Grignard reagent
and reducing agents, acyl halides, acid
anhydrides, amides.
Classification & structure of amines,
naming & physical properties of amines
Preparation of amines, alkylation of
ammonia & amines, reduction of amides &
nitriles, the basicity of amines,reaction of
amines with acid derivatives, quaternary
ammonium compounds, aromatic diazonium
compounds, diazo coupling, azo dies.
Chapter 7
Chapters 7, 8
Chapters 8, 9
Chapter 9
Chapters 10, 11
Chapter 11
Additional Notes
Assignments
Exams
No assignments
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
Cheating
Attendance
100%
Academic dishonesty of any form will not be tolerated. University policies
on cheating and plagiarism (see Students' Guide) will be strictly enforced.
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.
…………….