Chemistry

0310: Course Outline

Unit 1

Topics

No. of Lectures & Exercises

1. Structure and Bonding in Organic Molecules

a. Covalent & ionic bonds
b. Atomic & hybrid orbitals
c. Bonding in organic structures
d. Resonance structures

3 Lectures (Excluding Sections: 1.1, 1.2)

2. Alkanes: Structure & Conformation

a. Introduction to functional groups
b. Alkane structure
c. Conformers and conformations
d. Acid-base chemistry

3 Lectures (Excluding Section 2.7)

3. Alkane Reactivity
a. Bond energies & reactivity
b. Carbon radicals
c. Reactions of alkanes
d. Alkane halogenation

3 Lectures (Excluding Sections: 3.3, 3.10, 3.11)

1, 2, 3 (consider homolytic bond breakage), 4, 7-10,
15, 16 (no names), 20, 21a, 22, 24 (first part), 27

4. Alkanes in Rings: Cycloalkanes

a. Nomenclature & representations
b. Ring strain
c. Conformations
d. Analysis of complex structures

3 Lectures (Excluding Sections: 4.5 4.7)

2-6, 7b, 9, 12-14, 21, 24 (first part), 25, 27, 30, 32,
41a

1-5, 7-10, 13, 14, 16, 17, 19, 27-29, 31, 33, 35, 36,
38, 39

3, 7, 8, 10 (dont calculate Ka), 11-18, 20, 22, 23, 28,

29, 32, 33, 36-38, 40

Exam 1 (Friday, September 30)

Unit II
Topics

Exercises

5. Stereoisomers & Stereochemistry

4 Lectures (Excluding Section 5.8)
a. What is stereoisomerism?
1-39, 43, 56-58
b. Properties of enantiomers
c. Nomenclature & assigning configurations
d. Compounds with more than one stereogenic center
e. Stereochemistry of reactions: Inversion, retention &
racemization
6. Haloalkanes: Properties & Reactions
a. Nomenclature
b. Physical properties
c. Reactions of haloalkanes
d. SN2 reactions

3 Lectures

7. Substitution & Elimination Reactions Mechanisms

a. Substitution reactions: SN1 vs SN2
b. Reaction kinetics & the rate-determining step
c. Carbocation structure & reactivity
d. Elimination reactions: E1 vs E2

4 Lectures

1-48, 49a-c

1-44, 46, 49

Chemistry 0310: Course Outline

8. Alcohol Functional Groups
a. Properties & reactivity of alcohols
b. Synthesis of alcohols
c. Carbonyl structure & reactivity
d. Organometallic reagents & carbon nucleophiles

3 Lectures (Excluding Section 8.4)

1-18, 20, 25, 31, 33-36, 40, 42-48

Exam 2 (Friday, October 28)

Unit III & Final

Topics

Exercises

9. Reactions of Alcohol & Ether Functional Groups

a. Acid-base chemistry of alcohols
b. SN1 & E1 reactions of alcohols
c. Converting alcohols to leaving groups
d. Ether functional groups

3 Lectures

10. Nuclear Magnetic Resonance (NMR) Spectroscopy

a. Physical principles of NMR
b. Using NMR for solving structure
c. Chemical shift
d. Signal splitting
e. Carbon NMR: An Introduction

4 Lectures

11. Alkenes: CC Double Bonds

a. Structure & bonding
b. Stability & reactivity of C=C
c. Synthesis of alkene functional groups

3 Lectures

12. Alkene Reactivity: Addition Reactions

a. Dihydrogenation
b. Hydrohalogenation & dihalogenation
c. Oxymercuration vs hydroboration
d. Alkene oxidation

3-4 Lectures

Exam 3 (Monday, November 21)

13. Alkyne Functional Groups
a. Bonding & reactivity
b. Alkyne synthesis
c. Addition reactions of alkynes

2-3 Lectures

Final Exam (Saturday, December 17)

2 of 2