Experimental Organic Chemistry: A Miniscale and Microscale Approach
Section 15.3
ACYLATION OF m-XYLENE WITH PHTHALIC ANHYDRIDE
NAME (print):
DATE:
INSTRUCTOR:
LABORATORY SECTION:
1.
Write a stepwise mechanism for the reaction between m-xylene (13) and the acylium ion 16 to the salt 14;
specify the rate-determining step in your mechanism. Use curved arrows to symbolize the flow of electrons.
2.
Why does ion 16 attack at C-4 rather than C-2 of m-xylene?
3.
Why is a gas trap a necessary part of the apparatus for this procedure?
4.
Why may an ice-water bath be needed after the reaction begins?
6.
List the possible effects of inhaling excessive amounts of m-xylene.
PL. 91
©2006 Thomson Brooks/Cole
Experimental Organic Chemistry: A Miniscale and Microscale Approach
5.
Why should solvent-grade rather than anhydrous diethyl ether be used for extracting the solution obtained by
hydrolysis of the reaction mixture?
7.
What action should you take if AlCl3 gets on your skin?
8.
Write the chemical equation for the reaction of AlCl3 with excess water.
PL. 92
©2006 Thomson Brooks/Cole