List of Experiments
Chemistry 318
Spring, 2012
Lab Text: D.L. Pavia, et al., Introduction to Organic Laboratory Techniques: A Small Scale Approach
(GMU edition).
Lab Manual: S. W. Slayden, R. J. Roth and W. M. Stalick, Organic Chemistry Laboratory Manual,
2011.
Lecture Text: Solomons & Fryle, Organic Chemistry, 10th Edition.
The Pavia, Lampman, Kriz & Engel lab text reading assignment for each lab meeting appears below in
boldface. The procedures for most experiments are in the Lab Manual. If a procedure appears in both
the text and the manual, the procedure in the manual will be used.
Chem 313 lecture and Chem 315 lab are pre- requisites and Chem 314 lecture is a pre- or co-requisite
for Chem 318 lab. The last day to add is Jan 31. If you drop or withdraw from Chem 314, you must
also drop/withdraw from Chem 318. The last day to drop is Feb. 24.
Week
Experiment Title
Beginning
Reading Assignment
Jan 23
Introduction, Safety, Check-in
NMR Video
Technique 1; 2; 3
Manual pp. 1-20
30
Nuclear Magnetic Resonance Spectroscopy
(13C and 1HNMR)
Spectroscopy Problem Set
Solomons & Fryle pp. 385-396, 399-410,
412-414, 417-422; and/or
Techniques 26 (26.4-26.9, 26.11-26.14); 27
(27.2-27.7)
Manual pp. 73-74
Feb 6
Bromination of toluene; review IR; NMR
continued
Manual pp. 35-44, 75-86;
Solomons & Fryle pp. 677-681, 691-694,
705-706;
pp. 852-854, 830-831
13
Nitration of methyl benzoate
Manual pp. 87-90;
Solomons & Fryle pp. 695-696, 700-701;
pp. 338-340, 671, 643
20
Synthesis of 4,4’-di-tert-Butylbiphenyl
Nitration, continued
Manual pp. 91-92
27
Identification of an unknown;
GMU NMR Center;
Manual pp. 73-74;
NMR instructions
(http://nmr.gmu.edu/318_1h.pdf)
pp. 723-725, 846-849
March 5
Unknown, cont'd, GMU NMR Center;
NMR instructions
12
Spring Break
No Classes
19
Grignard synthesis of benzoic acid
Manual pp. 93-96;
Solomons & Fryle pp. 563-564, 566;
pp. 278-281; 286-288
26
Isolation and recrystallization of benzoic
acid
Manual pp. 93-96;
pp. 686-688, 693-694, 700-702
April 2
Qualitative & spectroscopic analysis of
aldehydes and ketones
Manual pp. 97-99;
Solomons & Fryle pp. 761-764;
pp. 446-458, 468-474
9
Synthesis of banana oil
pp. 84-91, 686-688, 693-697
16
Synthesis of Dibenzalacetone
Manual pp. 103-104
23
Synthesis of Biodiesel from vegetable oil
Manual pp. 101-102
pp. 207-216
30
Lab Check-out and Final Exam
The URL of the lab website is
http://classweb.gmu.edu/chemlab/