Schedule

Date	Class	Topics	Reading*	Notes
07/06	1	Q and A session	1.10-1.17	Review of acid-base chemistry The pKa scale Structure-acidity relationships
	2	The Sn1 Mechanism	4.8-4.11, 8.6-8.10	Sn1 Mechanism Solvents
	3	Carbocation rearrangements	5.12-5.13, 8.13	Carbocations and molecular rearrangements
07/08	4	Conjugated systems: allylic and benzylic; reactions of 1,3-dienes	10.1-10.14, 11.12, 11.14, 11.15	Delocalized bonding I Delocalized bonding II Conjugated dienes
	5	Introduction to aromaticity- The 4n+2 rule	11.1-11.9, 11.19-11.24	MO theory and aromaticity
	6	Electrophilic aromatic substitution reactions: mechanism	12.1-12.8	EAS reactions I EAS reactions II EAS reactions III Exercises
07/13	7	Electrophilic aromatic substitution reactions: orientation	12.9-12.18
	8	Electrophilic aromatic substitution reactions: problems	12.1-12.18
	9	Aldehydes and ketones: addition of alcohols	17.1-17.9, 25.6-25.7	Oxidation of alcohols Nucleophilic addition I
07/15	10	1st Hour Exam	Review	-----
07/15	11	Special Topic	Cholesterol, HDL, and LDL	-----
07/20	9	Aldehydes and ketones: addition of organometallic reagents	14.1-14.10	Nucleophilic carbon Grignard and organolithium reagents
	12	Aldehydes and ketones: the Wittig reaction	17.12-17.13	The Wittig reaction
	13	The aldol condensation	18.1-18.3	The a-hydrogen Aldol condensations
07/22	14	Alkylation of enolate ions	18.4-18.6	Alkylation of enolate ions
	15	a,b-unsaturated systems	18.11-18.14	---
	16	Carboxylic acids	19.1-19.11	Carboxylic acids I
07/27	17	2nd exam	Review	-----
07/27	18	Special Topic	---	-----
07/29	19	Esterification of carboxylic acids	19.13-19.15	Carboxylic acids II
	20	Preparation of alcohols	15.1-15.4	Markovnikov addition Anti-Markovnikov addition Oxidation-reduction
	21	Reactions of alcohols	15.6-15.11	Oxidation of alcohols
08/03	22	Nucleophilic Acyl Substitution	20.1-20.5	Acid chlorides, amides, anhydrides
	23	Nucleophilic Acyl Substitution	20.6-20.14	Esterification/saponification
	24	The Claisen condensation	21.1-21.4	Claisen condensation
08/05	25	3rd Exam	Review	-----
08/05	26	Special Topic	---	-----
08/10	27	b-keto esters	21.5-21.8	Carbon acids
	28	Michael additions	21.9-21.11	Michael additions
	29	Carbohydrates	25.1-25.9	Carbohydrates I Carbohydrates II
08/12	30	Carbohydrates	25.10-25.15	Carbohydrates III Polysaccharides
	31	Lipids	26.1-26.6	Polyisoprenoids and polyphenols
	32	Lipids	26.7-26.12	Fats and fatty acids
08/17	33	Amino acids	27.1-27.13	Amino acids, amides, and peptides
	34	Protein structure	27.14-27.22	Polypeptide structure
	35	Nucleic acids	28.1-28.8	RNA and DNA
08/19	36	4th exam	-----	-----
08/19	37	Final exam	-----	-----

* The numbers refer to the sections in each chapter of the text Organic Chemistry, 7th ed. by Francis A. Carey. You should have completed the reading before the class in which we will be discussing each topic.

Chemistry 253

Schedule

Summer 2009

Date

Class

Topics

Reading*

Notes