Chemistry: The Science in Context (Fourth Edition)
Chemistry: The Science in Context (Fourth Edition)
4th Edition
ISBN: 9780393124187
Author: Thomas R. Gilbert, Rein V. Kirss, Natalie Foster, Geoffrey Davies
Publisher: W. W. Norton & Company
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Chapter 13, Problem 13.71QP
Interpretation Introduction

Interpretation: The validation of the fact that methylamine is more soluble in water than butylamine is to be stated.

Concept introduction: Amines are organic compounds which are derived from ammonia by the replacement of one or more hydrogen atoms by organic groups. The solubility of amines decreases in water on increasing the size of hydrocarbon chain.

To determine: The reason for the more solubility of methylamine in water than butylamine.

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R₂ R₁ R₁ a R Rg Nu R₂ Rg R₁ R R₁₂ R3 R R Nu enolate forming R₁ R B-Alkylated carbonyl species or amines Cyclic B-Ketoester R₁₁ HOB R R₁B R R₁₂ B-Hydroxy carbonyl R diester R2 R3 R₁ RB OR R₂ 0 aB-Unsaturated carbonyl NaOR Aldol HOR reaction 1) LDA 2) R-X 3) H₂O/H₂O ketone, aldehyde 1) 2°-amine 2) acid chloride 3) H₂O'/H₂O 0 O R₁ R₁ R R₁ R₁₂ Alkylated a-carbon R₁ H.C R₁ H.C Alkylated methyl ketone acetoacetic ester B-Ketoester ester R₁ HO R₂ R B-Dicarbonyl HO Alkylated carboxylic acid malonic ester Write the reagents required to bring about each reaction next to the arrows shown. Next, record any regiochemistry or stereochemistry considerations relevant to the reaction. You should also record any key aspects of the mechanism, such as forma- tion of an important intermediate, as a helpful reminder. You may want to keep track of all reactions that make carbon-carbon bonds, because these help you build large molecules from smaller fragments. This especially applies to the reactions in…
Provide the reasonable steps to achieve the following synthesis.
Identify which compound is more acidic. Justify your choice.

Chapter 13 Solutions

Chemistry: The Science in Context (Fourth Edition)

Ch. 13.7 - Prob. 11PECh. 13.8 - Prob. 12PECh. 13.8 - Prob. 13PECh. 13 - Prob. 13.1VPCh. 13 - Prob. 13.2VPCh. 13 - Prob. 13.3VPCh. 13 - Prob. 13.4VPCh. 13 - Prob. 13.5VPCh. 13 - Prob. 13.6VPCh. 13 - Prob. 13.7VPCh. 13 - Prob. 13.8VPCh. 13 - Prob. 13.9VPCh. 13 - Prob. 13.10VPCh. 13 - Prob. 13.11VPCh. 13 - Prob. 13.12VPCh. 13 - Prob. 13.13VPCh. 13 - Prob. 13.14VPCh. 13 - Prob. 13.15VPCh. 13 - Prob. 13.16VPCh. 13 - Prob. 13.17QPCh. 13 - Prob. 13.18QPCh. 13 - Prob. 13.19QPCh. 13 - Prob. 13.20QPCh. 13 - Prob. 13.21QPCh. 13 - Prob. 13.22QPCh. 13 - Prob. 13.23QPCh. 13 - Prob. 13.24QPCh. 13 - Prob. 13.25QPCh. 13 - Prob. 13.26QPCh. 13 - Prob. 13.27QPCh. 13 - Prob. 13.28QPCh. 13 - Prob. 13.29QPCh. 13 - Prob. 13.30QPCh. 13 - Prob. 13.31QPCh. 13 - Prob. 13.32QPCh. 13 - Prob. 13.33QPCh. 13 - Prob. 13.34QPCh. 13 - Prob. 13.35QPCh. 13 - Prob. 13.36QPCh. 13 - Prob. 13.37QPCh. 13 - Prob. 13.38QPCh. 13 - Prob. 13.39QPCh. 13 - Prob. 13.40QPCh. 13 - Prob. 13.41QPCh. 13 - Prob. 13.42QPCh. 13 - Prob. 13.43QPCh. 13 - Prob. 13.44QPCh. 13 - Prob. 13.45QPCh. 13 - Prob. 13.46QPCh. 13 - Prob. 13.47QPCh. 13 - Prob. 13.48QPCh. 13 - Prob. 13.49QPCh. 13 - Prob. 13.50QPCh. 13 - Prob. 13.51QPCh. 13 - Prob. 13.52QPCh. 13 - Prob. 13.53QPCh. 13 - Prob. 13.54QPCh. 13 - Prob. 13.55QPCh. 13 - Prob. 13.56QPCh. 13 - Prob. 13.57QPCh. 13 - Prob. 13.58QPCh. 13 - Prob. 13.59QPCh. 13 - Prob. 13.60QPCh. 13 - Prob. 13.61QPCh. 13 - Prob. 13.62QPCh. 13 - Prob. 13.63QPCh. 13 - Prob. 13.64QPCh. 13 - Prob. 13.65QPCh. 13 - Prob. 13.66QPCh. 13 - Prob. 13.67QPCh. 13 - Prob. 13.68QPCh. 13 - Prob. 13.69QPCh. 13 - Prob. 13.70QPCh. 13 - Prob. 13.71QPCh. 13 - Prob. 13.72QPCh. 13 - Prob. 13.73QPCh. 13 - Prob. 13.74QPCh. 13 - Prob. 13.75QPCh. 13 - Prob. 13.76QPCh. 13 - Prob. 13.77QPCh. 13 - Prob. 13.78QPCh. 13 - Prob. 13.79QPCh. 13 - Prob. 13.80QPCh. 13 - Prob. 13.81QPCh. 13 - Prob. 13.82QPCh. 13 - Prob. 13.83QPCh. 13 - Prob. 13.84QPCh. 13 - Prob. 13.85QPCh. 13 - Prob. 13.86QPCh. 13 - Prob. 13.87QPCh. 13 - Prob. 13.88QPCh. 13 - Prob. 13.89QPCh. 13 - Prob. 13.90QPCh. 13 - Prob. 13.91QPCh. 13 - Prob. 13.92QPCh. 13 - Prob. 13.93QPCh. 13 - Prob. 13.94QPCh. 13 - Prob. 13.95QPCh. 13 - Prob. 13.96QPCh. 13 - Prob. 13.97QPCh. 13 - Prob. 13.98QPCh. 13 - Prob. 13.99QPCh. 13 - Prob. 13.100QPCh. 13 - Prob. 13.101QPCh. 13 - Prob. 13.102QPCh. 13 - Prob. 13.103QPCh. 13 - Prob. 13.104QPCh. 13 - Prob. 13.105QPCh. 13 - Prob. 13.106QPCh. 13 - Prob. 13.107QPCh. 13 - Prob. 13.108QPCh. 13 - Prob. 13.109QPCh. 13 - Prob. 13.110QPCh. 13 - Prob. 13.111QPCh. 13 - Prob. 13.112QPCh. 13 - Prob. 13.113QPCh. 13 - Prob. 13.114QPCh. 13 - Prob. 13.115QPCh. 13 - Prob. 13.116QPCh. 13 - Prob. 13.117QPCh. 13 - Prob. 13.118QPCh. 13 - Prob. 13.119QPCh. 13 - Prob. 13.120QPCh. 13 - Prob. 13.121QPCh. 13 - Prob. 13.122QPCh. 13 - Prob. 13.123QPCh. 13 - Prob. 13.124QPCh. 13 - Prob. 13.125QPCh. 13 - Prob. 13.126QPCh. 13 - Prob. 13.127QPCh. 13 - Prob. 13.128QPCh. 13 - Prob. 13.129QPCh. 13 - Prob. 13.130QPCh. 13 - Prob. 13.131QPCh. 13 - Prob. 13.132QPCh. 13 - Prob. 13.133QPCh. 13 - Prob. 13.134QPCh. 13 - Prob. 13.135APCh. 13 - Prob. 13.136APCh. 13 - Prob. 13.137APCh. 13 - Prob. 13.138APCh. 13 - Prob. 13.139APCh. 13 - Prob. 13.140APCh. 13 - Prob. 13.141APCh. 13 - Prob. 13.142APCh. 13 - Prob. 13.143APCh. 13 - Prob. 13.144APCh. 13 - Prob. 13.145APCh. 13 - Prob. 13.146APCh. 13 - Prob. 13.147APCh. 13 - Prob. 13.148APCh. 13 - Prob. 13.149APCh. 13 - Prob. 13.150APCh. 13 - Prob. 13.151AP
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