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This is a sample syllabus; those for a specific semester may be modified slightly

CHEM 3222 - Organic I Laboratory

For the laboratory course you will need the following items:

1) The textbook: “Organic Chemistry Laboratory, Standard and Microscale Experiments, third ed.” by C. E. Bell, Jr., Allen Clark, And Douglas Taber; Harcourt College Publishing, 2001.

2) A laboratory notebook which is permanently bound, has serially numbered pages, and which allows you to make a removable carbon copy which can be turned in for grading.

3) A laboratory coat - knee-length and long-sleeved.

4) Safety goggles (NOT SAFETY GLASSES). The laboratory coat and goggles must be worn at all times anyone in the laboratory is doing experimental work. They may be purchased in the chemistry department. (Note: No open-toed shoes are allowed in the laboratory at any time!)

5) A STRONG, RELIABLE lock for your laboratory drawer. Lock your drawer whenever you leave your bench, even if you are only walking across the room! Lock your drawer at the end of every lab period. You are responsible for any broken, missing, or stolen glassware and equipment.

NOTE: The following may be subject to revision. It is the responsibility of the student to make note of any such revision when given by the TA.

Jan 13-18Orientation, check-in. Wash glassware and watch film on safety.
Jan 20Martin Luther King Day - No Lab.
Jan 21-27Remember to bring your lab coat, goggles, lab manual, lab notebook, and lock.

Read Ch. 21, Oxidation and Reduction, pp 211-217.
Experiments: Part A – Preparation of Cyclohexanone, p. 213
Part E – Reduction of Benzophenone, p. 216
Prelab: 1, 3 – 5, p. 217
Postlab: 3, 5, 6, p. 217
(Helpful sections of Wade: 457 – 460, 444 – 446)

Jan 28-
Feb 3
Read Ch. 31, Photodimerization of Benzophenone, pp. 265 – 267.
Experiment: Part A – Photochemical Preparation of Benzopinacol, p. 266
Prelab: 1 – 3, p. 267
Postlab: 1, p. 266

Read Ch. 33, Phase Transfer Catalysis, pp. 275-277.
Experiment: Preparation of Nerolin (a Williamson Ether Synthesis), p. 276
Prelab: 1-5, p. 277
Postlab: 1-4, p. 277
(Helpful sections of Wade: pp. 428 – 430, 488, 620 – 621)

Feb 4-10Spectroscopy Handout (Wade: Ch. 12 and 13)
Feb 11-17Read Ch. 32, The Diels – Alder Reaction, pp. 269 – 273.
Experiments: Part A – Endo- 5,6-cis-dicarboxylic anhydride, p. 271
Handout – Hydrolysis of the adduct prepared in A
Prelab: 1 – 4, pp. 272-273
Postlab: 1 – 3, p. 272
(Helpful sections of Wade: pp. 664 – 670)

Experiment: Preparation of Benzopinacolone, p. 266
Postlab: 2, p. 266 (Helpful sections of Wade: pp. 479 – 480)

Feb 18-24Read Ch. 26, Friedel – Crafts Alkylation and Acylation, pp. 237-242.
Experiment: Part A – Preparation of BHT, pp. 238 – 240.
Prelab: 1 – 4, p. 242
Postlab: 1 – 4, p. 242
(Helpful sections of Wade: pp. 752 – 757)
Feb 25-
Mar 10
Read Ch. 27, Aromatic Nitration, pp. 243 – 247.
Experiment: Part A – Preparation and Separation of o– and p – Nitroaniline (The minor products will not be examined.), pp. 244-245
Prelab: 1 – 3, 5, p. 247
Postlab: 1, 2, p. 247
(Helpful sections of Wade: pp. 735 – 736, 740 – 749)
Mar 3-8SPRING BREAK
Mar 11-17MIDTERM EXAM

Read Ch. 22, Aldehydes and Ketones, pp. 219 – 223.
Experiments: Parts A – C, pp. 220 – 222
Prelab: 1 – 5, p. 223
Postlab: 1, 4 – 6, p. 223
(Helpful sections of Wade: pp. 820-821, 828-829, 1014-1015.)

Mar. 18-24Read Ch. 38, Heterocyclic Synthesis: Synthesis of Phenytoin, pp. 301 – 303.
Experiment: Preparation of Phenytoin, pp. 302-303
Prelab: 1 – 4, p. 303
Postlab: 1 – 3, p. 303
(Helpful sections of Wade: pp. 818 – 821)

Experiment: Ch. 22, Part E, Crossed Aldol Consensation, pp.222 – 223
Postlab: 3, p. 223 (Helpful sections of Wade: pp. 1021 – 1029)

Mar 25-31Read Ch. 34, Derivatives of Carboxylic Acids: Synthesis of a Plant Hormone, pp. 279 – 282.
Experiments: Part A – Acid Chloride Method, p. 281
Part B – Nitrile Method, pp. 281 – 282
Prelab: 1 – 4, p. 282
Postlab: 1 – 4, p. 282
(Helpful sections of Wade: pp. 932 – 934, 976 – 977)
Apr. 1-7Read Ch. 35, Synthesis of Coumarin, pp. 283 – 287.
Experiments: Parts A, B, and C, pp. 284 – 286
Prelab: 1 – 4, p. 287
Postlab: 1 – 3, p. 286
(Helpful sections of Wade: pp. 1038 – 1042, 970 – 972)
Apr. 8-14Read Ch. 29, Properties of Amines, pp. 255 – 258.
Experiments: Part D – Reactions of Diazonium Salts, 1,2 and 3; pp. 256 – 258
Prelab: 1 – 5, p. 258
Postlab: 1 – 4, p. 258
(Helpful sections of Wade: pp. 877 – 883)
Apr. 21-26Final Exam and check out.

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