Organic Chemistry: Structure and Function
8th Edition
ISBN: 9781319079451
Author: K. Peter C. Vollhardt, Neil E. Schore
Publisher: W. H. Freeman
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Chapter 2, Problem 63P
Interpretation Introduction
Interpretation:The type of reaction represented by the below energy profile diagram should be chosen.
Concept introduction:The reactions that are accompanied by absorption of energy by substrates so as to form product are termed as endothermic reaction.The reaction profiles for such reaction are illustrated below.
The reaction that liberates energy when reactants are converted to products is termed as exothermic reaction. The reaction profiles for such reaction are illustrated below.
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1. The following conversion includes chemistry we have covered very recently, some
chemistry from last term, and chemistry from the first chapter of this unit. Provide curly
arrows and an explanation for this mechanism. Use the reagents in the order given. You
do not need any other reagents.
1. NaOEt
OEt
2.
COOEt
COOEt
Step 1
Step 2
Step 3
COOEt
COOEt
COOH
Step 6
OH
Step 4
Step 7
(racemic)
cyclizes under
conditions (8)
OTS
Step 5
Step 8
ОН
OH
(racemic)
Frontalin
(racemic)
Shown above are the steps in one of the several published syntheses of Frontalin, a pheromone of the western pine beetle. From the choices provided, show
the reagents and conditions by which step 3 of this synthesis might be accomplished.
List the reagent(s) in order that will accomplish this transformation. No more than 4 steps are required. List your answer as a single letter (single-step
transformation) or a series of letters (multi-step transformation) with no commas separating them.
For example, "ab" corresponds to:
1. Eto Na+
2. NaOH, H₂O
NOTE: The order in which you list your letters matters!
Reagents:
a. Eto Na*
g. NaCN
b. NaOH, H₂O
h. SOCI₂
c. H3O+, heat
i. (CH3)2CuLi, ether, -78°C
d. LiAlH4
j. H₂O
e. p-TsCI, pyridine
k. RCO3H
f.
Br
I. H3O+
1,024
K
←
nationa
Login - Paymentivet
MapQue
Draw the major product of this reaction. Ignore inorganic
byproducts and the carboxylic acid side product.
N
1. excess LiAlH4
2. H₂O
✓
W
a
Chapter 2 Solutions
Organic Chemistry: Structure and Function
Ch. 2.1 - Prob. 2.1ECh. 2.1 - Prob. 2.2ECh. 2.1 - Prob. 2.3ECh. 2.1 - Prob. 2.5TIYCh. 2.1 - Prob. 2.6ECh. 2.1 - Prob. 2.7ECh. 2.2 - Prob. 2.8ECh. 2.3 - Prob. 2.9ECh. 2.3 - Prob. 2.10ECh. 2.3 - Prob. 2.11E
Ch. 2.3 - Prob. 2.12ECh. 2.3 - Prob. 2.13ECh. 2.3 - Prob. 2.14ECh. 2.3 - Prob. 2.15ECh. 2.3 - Prob. 2.17TIYCh. 2.3 - Prob. 2.19TIYCh. 2.5 - Prob. 2.20ECh. 2.6 - Prob. 2.21ECh. 2.6 - Prob. 2.22ECh. 2.6 - Prob. 2.23ECh. 2.6 - Prob. 2.25TIYCh. 2.7 - Prob. 2.26ECh. 2.9 - Prob. 2.28TIYCh. 2 - Prob. 31PCh. 2 - Prob. 32PCh. 2 - Prob. 33PCh. 2 - Prob. 34PCh. 2 - Prob. 35PCh. 2 - Prob. 36PCh. 2 - Prob. 37PCh. 2 - Prob. 38PCh. 2 - Prob. 39PCh. 2 - Prob. 40PCh. 2 - Prob. 41PCh. 2 - Prob. 42PCh. 2 - Prob. 43PCh. 2 - Prob. 44PCh. 2 - Prob. 45PCh. 2 - Prob. 46PCh. 2 - Prob. 47PCh. 2 - Prob. 48PCh. 2 - Prob. 49PCh. 2 - Prob. 50PCh. 2 - Prob. 51PCh. 2 - Prob. 52PCh. 2 - Prob. 53PCh. 2 - Prob. 54PCh. 2 - Prob. 55PCh. 2 - Prob. 56PCh. 2 - Prob. 57PCh. 2 - Prob. 58PCh. 2 - Prob. 59PCh. 2 - Prob. 60PCh. 2 - Prob. 61PCh. 2 - Prob. 62PCh. 2 - Prob. 63PCh. 2 - Prob. 64PCh. 2 - Prob. 65PCh. 2 - Prob. 66P
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