Organic Chemistry, Loose-leaf Version
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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Chapter 10, Problem 10.46P
Interpretation Introduction

Interpretation:

Stereo- and region- selectivity of the alcohol formation from the given alkene has to be accounted and alcohol structure has to be proposed.

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. 10.7 - 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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