EBK ORGANIC CHEMISTRY
12th Edition
ISBN: 9781119233664
Author: Snyder
Publisher: VST
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Textbook Question
Chapter 10, Problem 20P
Which of the following compounds can be prepared by radical halogenations which little complication by formation of isomeric by-products?
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Leucine is an essential amino acid with the systematic name 2-amino-3-methylpentanoic acid. It has pai
2.36 and pKa2 = 9.60.
H2N-C(R)H-COOH and R is -CH2-CH(CH3)2
A. Draw the condensed structure for leucine, and label all chirality centers with an asterisk.
B. How many possible stereoisomers of leucine are there?
C. Draw a Fischer projection of L-leucine and label the chirality center(s) as R or S.
D. What is the p/ of leucine?
E. Draw the structure of the predominant form of leucine at 10.00.
F.
Draw the structure of the predominant form of leucine at pH = 1.50.
G. Leucine is described as an essential amino acid. What does this mean?
H. Show the alkyl halide you would use to prepare leucine by the amidomalonate method.
=
a) Write out 6 completely different reactions of acetophenone (reagent, product).
b) Write out 3 preparations of 1-methylcyclohexanol, using a different starting material
for each one. You may use preps where you just change the functional group, and/or
preps where you construct the carbon chain.
c) Write out 3 preparations of 2-ethoxybenzoic acid, a different starting material for
each one. You may use preps where you just change the functional group, and/or
preps where you construct the carbon chain.
12.
CH3
OH
OH
H&C
CH3
H₂C
N
OH H₂C
CH3
H&C
CH3 H₂C'
CH3
H.C
CH3OH
H.C
CH2CH3OH
CH3CEN
Which one of these 17 compounds is represented by this IR and this 'H NMR
spectrum?
IR Spectrum
3000
4000
3000
NMR Spectrum
2000
£500
RAVENUMBER
2000
1500
9
8
6
5
10
HP-00-290
ppm
m
1000
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1000
4
°
Chapter 10 Solutions
EBK ORGANIC CHEMISTRY
Ch. 10 - Prob. 1PPCh. 10 - Prob. 2PPCh. 10 - Practice Problem 10.3 How would the molecular ion...Ch. 10 - Prob. 4PPCh. 10 - Prob. 5PPCh. 10 - Prob. 6PPCh. 10 - Practice Problem 10.7 Chlorination reactions of...Ch. 10 - Prob. 8PPCh. 10 - Prob. 9PPCh. 10 - Prob. 10PP
Ch. 10 - Prob. 11PPCh. 10 - Practice Problem 10.12 Benzylic radicals, due to...Ch. 10 - Prob. 13PPCh. 10 - Practice Problem 10.14 Show how the following...Ch. 10 - Prob. 15PPCh. 10 - Prob. 16PPCh. 10 - Prob. 17PPCh. 10 - Prob. 18PCh. 10 - Explain the relative distribution of produces...Ch. 10 - 10.20 Which of the following compounds can be...Ch. 10 - Prob. 21PCh. 10 - Prob. 22PCh. 10 - Prob. 23PCh. 10 - Prob. 24PCh. 10 - 10.25 List in order of decreasing stability all of...Ch. 10 - Prob. 26PCh. 10 - Prob. 27PCh. 10 - Prob. 28PCh. 10 - Starting with the compound or compounds indicated...Ch. 10 - Prob. 30PCh. 10 - 10.31 Synthesize each of the following compounds...Ch. 10 - Synthesize each of die following compounds by...Ch. 10 - Prob. 33PCh. 10 - Prob. 34PCh. 10 - Prob. 36PCh. 10 - The halogen atom of an alkyl halide can be...Ch. 10 - Prob. 38PCh. 10 - Prob. 39PCh. 10 - Write a mechanism for the following reaction.Ch. 10 - 10.41 Hydrogen peroxide and ferrous sulfate react...Ch. 10 - Prob. 42PCh. 10 - If one were to try to draw the simplest Lewis...Ch. 10 - Prob. 1LGPCh. 10 - 2. (a) Propose a synthesis of 2-methoxypropene...
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