
Organic Chemistry, Loose-leaf Version
8th Edition
ISBN: 9781305865549
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Question
Chapter 10, Problem 10.46P
Interpretation Introduction
Interpretation:
Stereo- and region- selectivity of the alcohol formation from the given
Concept Introduction:
Addition of H and OH across alkene: Hydroboration-Oxidation converts alkene into alcohols. The stereochemistry is always syn (H and OH add to same side of the alkene).
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CH3CH2CH=CH2 + H₂O −
H+
Г
C-RSA CHROMATOPAC CH=1
DATA 1: @CHRM1.C00
ATTEN=10 SPEED= 10.0
0.0 b.092
0.797
1.088
1.813
C-RSA CHROMATOPAC CH=1 Report No. =13
** CALCULATION REPORT **
DATA=1: @CHRM1.000 11/03/05 08:09:52
CH PKNO
TIME
1
2
0.797
3
1.088
4
1.813
AREA
1508566
4625442
2180060
HEIGHT
207739
701206 V
287554 V
MK IDNO
CONC
NAME
18.1447
55.6339
26.2213
TOTAL
8314067 1196500
100
C-R8A CHROMATOPAC CH=1
DATA 1: @CHRM1.C00
ATTEN=10 SPEED= 10.0
0. 0
087
337.
0.841
1.150
C-R8A CHROMATOPAC CH=1 Report No. =14
DATA=1: @CHRM1.000 11/03/05 08:12:40
** CALCULATION REPORT **
CH PKNO
TIME
AREA
1
3 0.841
1099933
41.15
4039778
HEIGHT MK IDNO
170372
649997¯¯¯
CONC
NAME
21.4007
78.5993
TOTAL
5139711 820369
100
3
C-R8A CHROMATOPAC
CH=1
DATA 1: @CHRM1.C00
ATTEN=10 SPEED= 10.0
0.100
0:652
5.856
3
1.165
C-RSA CHROMATOPAC CH-1 Report No. =15
DATA=1: @CHRM1.000 11/03/05 08:15:26
** CALCULATION REPORT **
CH PKNO TIME
AREA
HEIGHT MK IDNO CONC
NAME
1 3 3 0.856
4
1.165
TOTAL
1253386
4838738
175481
708024 V
20.5739
79.4261
6092124…
Indicate the product that is obtained if the benzotriazole reacts with the use of a medium basic product.
Chapter 10 Solutions
Organic Chemistry, Loose-leaf Version
Ch. 10.1 - Write IUPAC names for these alcohols and include...Ch. 10.1 - Classify each alcohol as primary, secondary, or...Ch. 10.1 - Write IUPAC names for these unsaturated alcohols.Ch. 10.2 - Arrange these compounds in order of increasing...Ch. 10.2 - Prob. 10.5PCh. 10.4 - Predict the position of equilibrium for this...Ch. 10.5 - Show how to convert (R)-2-pentanol to...Ch. 10.6 - Draw structural formulas for the alkenes formed by...Ch. 10.6 - Propose a mechanism to account for this...Ch. 10.7 - Propose a mechanism to account for the following...
Ch. 10.7 - Prob. AQCh. 10.7 - Prob. BQCh. 10.7 - Prob. CQCh. 10.7 - Prob. DQCh. 10.7 - Which step in the reaction would you expect to be...Ch. 10.7 - Prob. FQCh. 10.7 - Prob. GQCh. 10.8 - Prob. 10.11PCh. 10.8 - Prob. AQCh. 10.8 - Prob. BQCh. 10.8 - Prob. CQCh. 10.8 - Why does nature use a reagent as complex as NAD+...Ch. 10.8 - -Hydroxyketones and -hydroxyaldehydes are also...Ch. 10.9 - Write IUPAC names for these thiols.Ch. 10 - Which are secondary alcohols?Ch. 10 - Name each compound.Ch. 10 - Prob. 10.16PCh. 10 - Name and draw structural formulas for the eight...Ch. 10 - Arrange these compounds in order of increasing...Ch. 10 - Arrange these compounds in order of increasing...Ch. 10 - Prob. 10.20PCh. 10 - Prob. 10.21PCh. 10 - Arrange the compounds in each set in order of...Ch. 10 - Prob. 10.23PCh. 10 - The decalinols A and B can be equilibrated using...Ch. 10 - Prob. 10.25PCh. 10 - Select the stronger acid from each pair and...Ch. 10 - Prob. 10.27PCh. 10 - In each equilibrium, label the stronger acid, the...Ch. 10 - Write equations for the reaction of 1-butanol with...Ch. 10 - Write equations for the reaction of 2-butanol with...Ch. 10 - Prob. 10.31PCh. 10 - When (R)-2-butanol is left standing in aqueous...Ch. 10 - Two diastereomeric sets of enantiomers, A/B and...Ch. 10 - Acid-catalyzed dehydration of 3-methyl-2-butanol...Ch. 10 - Show how you might bring about the following...Ch. 10 - Propose a mechanism for the following pinacol...Ch. 10 - Prob. 10.37PCh. 10 - Show how each alcohol or diol can be prepared from...Ch. 10 - Dihydropyran is synthesized by treating...Ch. 10 - Show how to convert propene to each of these...Ch. 10 - Prob. 10.41PCh. 10 - Prob. 10.42PCh. 10 - The tosylate of a primary alcohol normally...Ch. 10 - Prob. 10.44PCh. 10 - Show how to convert cyclohexene to each compound...Ch. 10 - Prob. 10.46PCh. 10 - Ethanol (CH3CH2OH) and dimethyl ether (CH3OCH3)...Ch. 10 - Prob. 10.48PCh. 10 - Prob. 10.49PCh. 10 - Prob. 10.50PCh. 10 - Write the products of the following sequences of...Ch. 10 - Alcohols are important for organic synthesis,...Ch. 10 - Using your reaction roadmap as a guide, show how...Ch. 10 - Using your reaction roadmap as a guide, show how...Ch. 10 - Using your reaction roadmap as a guide, show how...Ch. 10 - Using your reaction roadmap as a guide, show how...Ch. 10 - Prob. 10.57PCh. 10 - Prob. 10.58PCh. 10 - Prob. 10.59P
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