RBF

Welcome to the UMass Department of Chemistry

Organic Chemistry Laboratories - CHEM-267 - Organic Lab for Chemistry Majors

Laboratory Director - Dr. Christopher McDaniel (mcdaniel[at]chem.umass.edu)

Laboratory Coordinator - Mrs. Manju Sharma

Fall 2020

RBF

Schedule of Experiments

If you submit a report late, you are required to email your TA to let them know. If you do not, it may go ungraded.

Lab Experiment
Date(s)
Special Notes
What is due, in addition to the pre-lab?

ChemDraw Activity

-

Detailed Software Download Instructions

Due to Gradescope by 11:59 PM on Wednesday of week 2 (not Wednesday of week 1 as stated in the handout).

None

Submit ChemDraw Lab pdf to Gradescope on Wednesday of week 2 by 11:59 PM (not Wednesday of week 1 as stated in the handout).

Day 1: Check-in and Melting Point

September 3

Review and read chapters 1 and 2 of our Lab Text.
Read chpt. 3, pp. 41-45, 48-53.

Course Policy, Safety, and MP OWLs

Thin-Layer Chromatography

September 10

Read chpt. 8, pp. 164-177, 182-183.

MP Post-Lab due to Gradescope by 11:59 PM
Column Chromatography: The Separation of Two Organic Compounds
September 17
Read Chpt 9, pp. 185-190. For the experiment, it will be a combination of the handout and the text. Provide answers to questions 1, 2, 4 and 5 on page 204 of the manual.
TLC Postlab due to Gradescope by 11:59 PM
Recrystallization
September 24, October 1
Read pp. 45-48, Chapt 4, pp. 61-79, 83, 84. Include the prelab exercise on p. 61 (blue box at top1/3 of this page) as part of your prelab outline. Ref: Wade (lecture text), Section 2-11. (Wade also includes a discussion of physical properties, including solubilities, in chapters covering specific functional groups, e.g., alkanes, alcohols, etc.)
Column Chromatography postlab due to Gradescope by 11:59 PM

Acid-Base Extraction
and
Acid-Base Extraction - Continued

October 1 and
October 8
October 8, 15

Read Chapt 7, pp. 131-147. Review MP, Recrystallization. As part of your prelab outline, include a flow diagram for your extraction (example on p. 142). Ref: Wade, Section 20-5.
Inked Pre-Lab Talk

Recrystallization - due 10/1 to Gradescope by 11:59 PM
Distillation and Gas Chromatography
October 15 October 22
Review GC. Read Chpt 5, pp. 86-95, Chpt 3, pp. 55-57. Include prelab
exercise (a) on p. 86
as part of your prelab outline.
Acid-base extraction due to Gradescope by 11:59 PM
Synthesis of Cyclohexene, Gas Chromatography and Infrared Spectroscopy
October 22 October 29

Read Chpt 19, pp. 334-337 (see “Percent Yield Calculations” on experiment page of website) and Chpt 11, pp. 220-230. Review distillation and GC. Include the prelab exercise on p. 334 as part of your prelab outline. In your prelab outline, prepare a table of reagents and products as shown on the website link to “Sample Notebook and Report”. Ref. Wade, Section 7-10, 11-10A, 12-1 through 12-7.

Your first formal report. See the handout "The Formal Report" on the general handouts page.

Distillation and GC due to Gradescope by 11:59 PM

Radical Chlorination of 1-chlorobutane
October 29 November 5
Read Chpt 18 (Experiment 1 is what we will use) and review Gas Chromatography (GC)
in Chpt 10. Ref: Wade, Sect 4-13, A, B.
Cyclohexene due to Gradescope by 11:59 PM

Alkenes from Alcohols and Gas Chromatography

November 5
Read Chpt. 10, pp. 205-211, 217-218.Ref: Wade, Sect 7- 7 through 7-7C, 7-10, 11-10A.
Radical Chlorination of Butane due to Gradescope by 11:59 PM
Isolation of Trimyristin from Nutmeg
November 12
Read Wade, Section 25-1 through 25-4.
Alkenes from Alcohols due to Gradescope by 11:59 PM.
Searching the Chemical Literature and check-out
November 19
Read Chapter 68. You will do a literature search using online methods and check out of drawer. NOTE: If you do not check out properly, you will lose the credit equivalent to one technique experiment (50 pts).
Trimyristin due to Gradescope by 11:59 PM on 11/19. Chemical lit search due to Gradescope by 11:59 PM Sunday, November 29.