Chemistry 318          Organic Chemistry Lab II                        Spring 2020

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

REVISED 5/3/2020 (revisions are shown in red, below)

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: David Klein, Organic Chemistry, 3rd edition.

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).

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 http://registrar.gmu.edu.

It is the responsibility of all students to be familiar with and adhere to the GMU Honor Code. Please see https://oai.gmu.edu/.

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.

 

Course Schedule

Date

Experiment Title

Reading Assignment

Report/Assignment Due

 Lab 1

Jan 21-27

Introduction; safety; check-in

Lab Manual pp. 1-20

Mohrig ch. 1



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

 Lab 2

Jan 28-Feb 3

Synthesis of tert-pentyl chloride

Lab Manual pp. 71-73

Mohrig pp. 142-143, 149-155, 161-166; section 3.2

Klein pp. 272-274, 305-306, 308

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

Review of IR spectroscopy - PowerPoint

Safety Quiz on Bb completed
SDS pages printed (see PowerPoint)

 Lab 3

Feb 4-10

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

Review of IR spectroscopy

Lab Manual p. 91

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

Mohrig 22.11, 21.1-21.5, 21.7-21.11

PowerPoint tutorials on Bb

Synthesis of t-pentyl chloride

 Lab 4

Feb 11-17

Identification of an unknown, part 1

Some sections will do Lab 5 first and Lab 4 the next week. Your instructor should inform you if your section is doing Lab 5 first.

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

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

Simple Distillation video (0-8:41 min)

IR sample prep video

Spectroscopy assignment I

 Lab 5

Feb 18-24

Identification of an unknown, part 2

Meet in GMU NMR Center (PH 18)

Mohrig 22.1, 22.2 (pp. 353-355)

NMR document

 Lab 6

Feb 25-Mar 2

Nitration of methyl benzoate

Lab Manual pp. 103-106

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

Klein pp. 791, 797-798, 812-815

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

Spectroscopy assignment II

 Lab 7

Mar 3-7, 16 23

Bromination of toluene

Nitration of methyl benzoate continued

Spring Break March 9-22

Lab Manual pp. 93-100, 49-58

Klein pp. 791-794

M.Pt. video

Identification of an unknown

See Bb for exact due date.

 Lab 8

Mar 17-23
Mar 24-30


Note: Lab Week is Tues.-Mon.
 

Nitration of methyl benzoate

See Bb for exact due date.

 Lab 9

Mar 30-Apr 4

Note: Lab Week is Mon. -Sat.
All LabFlow assignments begin on Monday for all sections.

LabFlow
Chemistry Math, Labware Kit Review

 

All LabFlow work will be due the following Monday.

See LabFlow

Bromination of Toluene
Report Form
- Bromination of Toluene (do not use the one from the Manual)
See Bb for exact due date.

 Lab 10

Apr6-11

LabFlow
Identifying Unknowns using IR

See LabFlow Chemistry Math, Labware Kit Review

 Lab 11

Apr 13-18

LabFlow
Using NMR Spectroscopy
See LabFlow Identifying Unknowns using IR

 Lab 12

Apr 20-25


LabFlow
Grignard Reaction
See LabFlow Using NMR Spectroscopy

 Lab 13

Apr 27-May 2



LabFlow
Synthesis of Banana Oil
See LabFlow Grignard Reaction

 Lab 14

May 5-11

 

Final Exam - see information on Bb
  Synthesis of Banana Oil (Report due by Mon., May 4)