ORGANIC CHEMISTRY (LOOSELEAF)-PACKAGE
10th Edition
ISBN: 9781260008562
Author: Carey
Publisher: MCG
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Chapter 22.10, Problem 13P
Interpretation Introduction
Interpretation:
The way in which each of the given compounds can be prepared from benzaldehyde by reductive amination is to be explained.
Concept Introduction:
Aldehyde compounds can be reduced to
The conversion of
The first step is the formation of imines using aldehydes or ketones and amines.
The second step involves the reduction of imine to form amines.
The best reagent for this reaction is sodiumborohydride.
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Draw the corresponding structures in each of the boxes below:
Ester Name
Methyl butyrate
(Example)
Alcohol Structure
H3C-OH
Acid Structure
Ester Structure
Isoamyl acetate
Ethyl butyrate
Propyl acetate
Methyl salicylate
Octyl acetate
Isobutyl
propionate
Benzyl butyrate
Benzyl acetate
Ethyl acetate
H₂C
OH
HC
2) For each of the following reactions:
(i)
(ii)
Fill in the missing reactant, reagent, or product (s), indicating stereochemistry where
appropriate using dashed and wedged bonds.
If the reaction forms a racemic mixture, draw both structures in the box and write the
word "racemic".
(a)
(b)
1) R₂BH
2) H₂O2,
NaOH (aq)
HBr
Br
racemic
Br
+
Br Br
racemic
For each of the following reactions: Fill in the missing reactant, reagent, or product (s), indicating stereochemistry where appropriate using dashed and wedged bonds. If the reaction forms a racemic mixture, draw both structures in the box and write the word “racemic”.
Chapter 22 Solutions
ORGANIC CHEMISTRY (LOOSELEAF)-PACKAGE
Ch. 22.1 - Prob. 1PCh. 22.1 - Prob. 2PCh. 22.1 - Prob. 3PCh. 22.2 - Prob. 4PCh. 22.4 - Prob. 5PCh. 22.4 - Prob. 6PCh. 22.4 - Prob. 7PCh. 22.4 - Prob. 8PCh. 22.4 - Prob. 9PCh. 22.7 - Prob. 10P
Ch. 22.8 - Problem 22.11 Three of the following amines can be...Ch. 22.9 - Prob. 12PCh. 22.10 - Prob. 13PCh. 22.13 - Prob. 14PCh. 22.14 - Prob. 15PCh. 22.15 - Prob. 16PCh. 22.15 - Prob. 17PCh. 22.17 - Prob. 18PCh. 22.17 - Prob. 19PCh. 22.17 - Prob. 20PCh. 22.17 - Prob. 21PCh. 22.18 - Prob. 22PCh. 22 - Prob. 23PCh. 22 - Prob. 24PCh. 22 - Prob. 25PCh. 22 - Prob. 26PCh. 22 - Prob. 27PCh. 22 - Arrange the following compounds or anions in each...Ch. 22 - Prob. 29PCh. 22 - Prob. 30PCh. 22 - The compound shown is a somewhat stronger base...Ch. 22 - Prob. 32PCh. 22 - Prob. 33PCh. 22 - Prob. 34PCh. 22 - Prob. 35PCh. 22 - Prob. 36PCh. 22 - Write the structure of the product formed on...Ch. 22 - Prob. 38PCh. 22 - Prob. 39PCh. 22 - Prob. 40PCh. 22 - Prob. 41PCh. 22 - Prob. 42PCh. 22 - Prob. 43PCh. 22 - Prob. 44PCh. 22 - Devise efficient syntheses of each of the...Ch. 22 - Prob. 46PCh. 22 - Prob. 47PCh. 22 - Prob. 48PCh. 22 - Prob. 49PCh. 22 - Prob. 50PCh. 22 - Prob. 51PCh. 22 - Prob. 52PCh. 22 - Prob. 53PCh. 22 - Prob. 54PCh. 22 - Prob. 55PCh. 22 - Prob. 56DSPCh. 22 - Prob. 57DSPCh. 22 - Prob. 58DSPCh. 22 - Prob. 59DSPCh. 22 - Synthetic Applications of Enamines The formation...Ch. 22 - Prob. 61DSP
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