Problem Set #4
Examine each molecule and determine if it is chiral or achiral.
Propose reasonable mechanisms for the following reactions.
Answers to Problem Set #2
In the following answers, 3 is most downfield, 1 is most upfield, and 2 is in between.
1 = d, 3H; 2 = s, 3H; 3 = q, 1H
Three signals in a ratio of 1:3:3.
1 = s, 9H; 2
Answers to Problem Set #3
The mechanism is shown below. The CH3S radical adds to the alkene at the terminal
position to form a stable 3 radical (in box) that leads to A. The formation of B would
require the CH3S radical to add to the more
Answers to Problem Set #1
The point of this question is to make sure you understand the stereochemistry of the
reactions involved. As bromine additions typically occur in a trans fashion, you will need to
use trans-2-butene to get the corr
CH 242 Sections A and B (Spring, 2014): Organic Chemistry
Syllabus and Course Information
Instructor: Dasan M. Thamattoor
Office: Keyes 302; Phone: 5765
Course Web Page: http:/www.colby.edu/chemistry/ch242s14
CH 242 EXPERIMENT #1
WEEK OF FEBRUARY 10, 2014
EXTRACTION OF A NATURAL PRODUCT: THE ISOLATION AND
CHARACTERIZATION OF EUGENOL FROM CLOVES
Many plants contain essential oils which are typically
CH 242 EXPERIMENT #2
Weeks of February 17, 24, and March 3, 2014
SEPARATION AND IDENTIFICATION OF THE UNKNOWN COMPONENTS IN A
BINARY ORGANIC MIXTURE
In this lab you will be given a binary mixture containing one acidic and one neutral
CH 242 EXPERIMENT #3
Weeks of March 10 and 17, 2014
Radicals and Polymers
(This experiment is based on Sanford, E.M; Hermann, H. L. J. Chem. Educ. 2000, 77, 1343.)
As you learned in class, free radical reactions are important processes that h
CH242 (Spring, 2009)
Hour Exam #1
Friday, February 27, 2009
Duration: 50 minutes (2:00 to 2:50 pm)
Instructions: (a) Check to make sure that this exam has 6 pages including this page.
(b) Write your name on the top of every page.
(c) Write your answ
Problem Set #1
Starting with 2-butyne, and using reagents of your choice, show how you would synthesize
meso-2,3-dibromobutane. You need not show mechanisms.
(a) The mass spectrum of dibromomethane has three peaks at m/z 172, 174, and
Problem Set #2
Examine each of the following compounds and,
predict the number of signals in its proton NMR spectrum
rank the signals according to chemical shift (1 being the most upfield)
provide a ratio of the integrals w
Problem Set #3
Alkenes react with CH3SH, in the presence of peroxides by a radical mechanism. Clearly
show the steps leading to the formation of the thioether A. Explain, also, why the isomer B
is not produced in this reaction.
Chemistry 242 Laboratory Spring 2014
Ed Klinkerch, Keyes 308, x5762, email@example.com
Meeting Times: Section A