Chemistry 318     Organic Chemistry Lab II     Spring 2019

This syllabus can be found at http://mason.gmu.edu/~sslayden/Lab/index.html

 

Lab Text: J. R. Mohrig, D. G. Alberg, G. E. Hofmeister, P. F. Schatz, and C. N. Hammond, Laboratory Techniques in Organic Chemistry, 4th edition (2014).

Lab Manual: S. W. Slayden, R. J. Roth, and W. M. Stalick, Laboratory Manual: Organic Chemistry 315, 318 (2017).

Lecture Text: T. W. G. Solomons, C. B. Fryhle, and S. A. Snyder, Organic Chemistry, 12th edition (2016).

Videos: Most viewing assignments can be found at
https://ocw.mit.edu/resources/res-5-0001-digital-lab-techniques-manual-spring-2007/videos
(MIT OpenCourseWare Creative Commons license).

CHEM 314 lecture is a pre- or co-requisite for CHEM 318 lab. If you previously took CHEM 314, you must have earned at least a C to use it as a pre-requisite for Chem 318. If you drop or withdraw from CHEM 314, you must also drop/withdraw from CHEM 318.

Add, drop, and selective withdrawal deadlines can be found at http://registrar.gmu.edu.

Policies for Chem 315 (grading, safety, notebook format, etc.) appear in the Lab Manual on pages 1-20 and on the CHEM 315 BlackBoard site.

It is the responsibility of all students to be familiar with and adhere to the GMU Honor Code.


Date

Experiment Title

Reading Assignment

Jan 22-28

Introduction and safety; check-in; NMR video

Lab Manual pp 1-20

Mohrig ch 1 (omit 1.6, 1.7)


Jan 29-Feb 4

Nuclear magnetic resonance spectroscopy (1H- and 13C-NMR)

Lab Manual 91

Mohrig ch 22 (except 22.1-22.3, 22.8, 22.10, pp. 382-391); 23.1-23.2

Feb 5-11

Bromination of toluene; review IR; NMR continued.

Bromination of Toluene Report Form

Lab Manual 93-100, 49-58

Mohrig 22.11, 21.1-21.5, 21.7-21.11

Solomons Sec. 15.1-15.3

IR sample prep video

Feb 12-18

Nitration of methyl benzoate

Lab Manual 103-106

Mohrig 3.2, 15.2, 15.3, 15.5, 15.8, 9.4, 9.6

Solomons Sec. 15.8-15.9


Recrystallization video (9:51-14:33 min)

Feb 19-25

Synthesis of 4,4'-di-tert-butylbiphenyl; nitration of methyl benzoate continued

Lab Manual 107-111

Mohrig 7.1, 10.3-10.5, 10.7, 11.1-11.3
Solomons 15.6A, C


M.Pt. video; Reflux video (0-4:30 min)

Feb 26-Mar 4

Identification of an unknown, part 1

(Spring Break Mar 1115: no classes)

Lab Manual 113-114; 45-47; 49-51

Mohrig [12.3-12.3a, 12.8], [13.3-13.4]

Distillation video (0-8:41 min)

Mar 5-18

Identification of an unknown, part 2; GMU NMR Center (PH 18)

Mohrig 22.1, 22.2 (pp. 353-355)

NMR document

Mar 19-25

Grignard reaction -Synthesis of benzoic acid, part 1

Experimental Procedure (not in Manual)

Solomons 12.6B, 12.7B, 12.8B, 17.3(6.)

Mar 26-Apr 1

Isolation and recrystallization of benzoic acid, part 2

Experimental Procedure (not in Manual)

Mohrig 10.2

Extraction video (0-11:25, 14:30-16:40 min)

Apr 2-8

Qualitative & spectroscopic analysis of aldehydes and ketones

Lab Manual 119-125

Solomons 16.11, 16.13, 16.14

Apr 9-15

Synthesis of banana oil

Lab Manual 127-130

Mohrig 7.1, 10.3-10.5, 10.7, 11.1-11.3
Solomons 17.7A

Apr 16-22

Synthesis of dibenzalacetone

Lab Manual 131-132

TLC of dibenzalacetone (not in Manual)

Mohrig 18.6, 18.8, 18.9, 15.2, 15.3, 15.5, 15.8, 9.4, 9.6

Apr 23-29

Synthesis of biodiesel

Lab Manual 133-137

Mohrig pp. 74-75

Apr 30-May 6

Final exam (Location TBD)

If you are a student with a disability and you need academic accommodations, please contact Disability Services at 993-2474, http://ds.gmu.edu. All academic accommodations must be arranged through Disability Services.