Chapter21pq

Name:

Chapter21pq

Problem

1.

Provide the IUPAC name for the following structure:

chapter21pq_files/i0020000.jpg

2.

What is the order of decreasing reactivity towards nucleophilic acyl substitution for the carboxylic acid derivatives? (most reactive first)

chapter21pq_files/i0030000.jpg

a.	I, II, III, IV
b.	I, III, IV, II
c.	II, IV, III, I
d.	II, I, III, IV

3.

Provide structure(s) for the starting material(s), reagent(s) or the major organic product(s) of the following reaction or sequence of reactions. Show all relevant stereochemistry.

chapter21pq_files/i0040000.jpg

4.

Provide structure(s) for the starting material(s), reagent(s) or the major organic product(s) of the following reaction or sequence of reactions. Show all relevant stereochemistry.

chapter21pq_files/i0050000.jpg

5.

Provide structure(s) for the starting material(s), reagent(s) or the major organic product(s) of the following reaction or sequence of reactions. Show all relevant stereochemistry.

chapter21pq_files/i0060000.jpg

6.

Provide structure(s) for the starting material(s), reagent(s) or the major organic product(s) of the following reaction or sequence of reactions. Show all relevant stereochemistry.

chapter21pq_files/i0070000.jpg

7.

Provide structure(s) for the starting material(s), reagent(s) or the major organic product(s) of the following reaction or sequence of reactions. Show all relevant stereochemistry.

chapter21pq_files/i0080000.jpg

Matching 21-1

Choose the best reagent(s) from the list provided below for carrying out the following transformations. Place the letter corresponding to the best choice in the blank to the left of the transformation.

a.	(Ph)₂CuLi, ether
b.	NaBH₄, ethanol
c.	1. CH₃MgBr, ether
	2. H₃O⁺
d.	1. LiAlH₄, THF
	2. H₃O⁺
e.	(CH₃)₂CuLi, ether
f.	1. DIBAH, toluene
	2. H₃O₊
g.	1. (Ph)₂CHMgBr
	2. H₃O⁺
h.	1. 2 PhMgBr, ether
	2. H₃O⁺

8.

Refer to Matching 21-1. __________

chapter21pq_files/i0100000.jpg

9.

For the pair of compounds, tell which spectroscopic technique you would use to distinguish between the two members of the pair. Tell what differences you would expect to see.

chapter21pq_files/i0110000.jpg

Kodel

Refer to the data below to answer the following questions:

Kodel® is a staple and filament fiber prepared from dimethyl terephthalate and 1,4-cyclohexanedimethanol. Fabric made from Kodel® has good crease resistance.

chapter21pq_files/i0120000.jpg

10.

Refer to Kodel. Draw the structure of the Kodel® polymer.