Chemistry 318                 Organic Chemistry Lab II                  Fall 2019

This syllabus can be found at

Important additional course information is found on the CHEM 318 section of BlackBoard.

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
(MIT OpenCourseWare Creative Commons license).

PowerPoint files: Additional notes are posted on BlackBoard for each laboratory.

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

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

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

Course Schedule


Experiment Title

Reading Assignment

Report Due

 Lab 1

Aug 26-30

Introduction and safety; check-in; NMR video

Lab Manual 1-20

Mohrig ch 1 (omit 1.6, 1.7)

  Regardless of what the weekly PowerPoint file may say, Reports are due on the dates shown below.

 Lab 2

Sep 3-9

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

PowerPoint tutorial on Bb


 Lab 3

Sep 10-16

Bromination of toluene; review IR; NMR continued.

Lab Manual 93-100, 49-58

Mohrig 22.11, 21.1-21.5, 21.7-21.11

Solomons Sec. 15.1-15.3

PowerPoint tutorial on Bb

IR sample prep video


 Lab 4

Sep 17-23

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)

Bromination of Toluene
Report Form
- Bromination of Toluene (do not use the one from the Manual)

 Lab 5

Sep 24-30

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)

Nitration of methyl benzoate: Separation Scheme

 Lab 6

Oct 1-7

Identification of an unknown

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

Mohrig [12.3-12.3a, 12.8], [13.3-13.4] 22.1, 22.2 (pp. 353-355)

Distillation video (0-8:41 min)

Nitration of methyl benzoate: remainder of report

 Lab 7

Oct 8-15

Grignard reaction - Synthesis of benzoic acid, part 1

Monday classes do not meet on Mon. Oct. 14.

Monday classes MEET on Tues. Oct. 15

Experimental Procedure (not in Manual

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

Synthesis of 4,4'-di-tert-butylbiphenyl

 Lab 8

Oct 16-22

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)

Identification of Unknown

 Lab 9

Oct 23-29

Qualitative & spectroscopic analysis of aldehydes and ketones

Lab Manual 119-125

Solomons 16.11, 16.13, 16.14

 Grignard Reaction

 Lab 10

Oct 30-Nov 5

Synthesis of banana oil

Lab Manual 127-130

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

Qualitative Analysis of Aldehydes/Ketones

 Lab 11

Nov 6-12

Synthesis of dibenzalacetone

Lab Manual 131-132

Procedure: 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

Synthesis of banana oil

 Lab 12

Nov 13-19

Synthesis of biodiesel

Lab Manual 133-137

Mohrig pp. 74-75

Synthesis of dibenzalacetone

 Lab 13

Nov 20-26

Class will meet.

No experiment.

Submit Biodiesel Report.

Course Evaluations.


Synthesis of biodiesel

 Lab 14

Dec 2-6

Final exam (Location TBA)