Organic Chemistry: Principles And Mechanisms (second Edition)
Organic Chemistry: Principles And Mechanisms (second Edition)
2nd Edition
ISBN: 9780393630749
Author: KARTY, Joel
Publisher: W. W. Norton & Company
Question
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Chapter 10, Problem 10.41P
Interpretation Introduction

(a)

Interpretation:

The product with the detailed mechanism for the given reaction is to be drawn.

Concept introduction:

The aldehyde or ketone can also be halogenated like alkylation by deprotonation of α carbon followed by a nucleophilic substitution reaction with the halogen molecule. In the basic condition, multiple halogenation at α carbon of aldehyde or ketones can be possible. In the first halogenation, the substitution of halogen takes place at α carbon of ketone by the formation of enolate anion due to deprotonation. The α carbon of ketone becomes more acidic after the first halogenation and can form a second enolate anion. The second enolate is more stable compared to the first one and undergoes further halogenation. This is due to the electron withdrawing effect of electronegative halogen atom, which stabilizes the negative charge on α carbon.

Interpretation Introduction

(b)

Interpretation:

The product with detailed mechanism for the given reaction is to be drawn.

Concept introduction:

The aldehyde or ketone can also be halogenated like alkylation by deprotonation of α carbon followed by a nucleophilic substitution reaction with the halogen molecule. In acidic condition, the reaction stops at a single halogenation step and no multiple halogenation occurs. The reaction proceeds via the formation of enol by protonation of carbonyl oxygen.

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Choose the Lewis structure for the compound below: H2CCHOCH2CH(CH3)2 HH H :d H H H C. Η H H HH H H H H. H H H HH H H H H H- H H H C-H H H HHHH
Each of the highlighted carbon atoms is connected to hydrogen atoms.
く Complete the reaction in the drawing area below by adding the major products to the right-hand side. If there won't be any products, because nothing will happen under these reaction conditions, check the box under the drawing area instead. Note: if the products contain one or more pairs of enantiomers, don't worry about drawing each enantiomer with dash and wedge bonds. Just draw one molecule to represent each pair of enantiomers, using line bonds at the chiral center. More... No reaction. Explanation Check O + G 1. Na O Me Click and drag to start drawing a structure. 2. H + 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center | Accessibility 000 Ar P

Chapter 10 Solutions

Organic Chemistry: Principles And Mechanisms (second Edition)

Ch. 10 - Prob. 10.11PCh. 10 - Prob. 10.12PCh. 10 - Prob. 10.13PCh. 10 - Prob. 10.14PCh. 10 - Prob. 10.15PCh. 10 - Prob. 10.16PCh. 10 - Prob. 10.17PCh. 10 - Prob. 10.18PCh. 10 - Prob. 10.19PCh. 10 - Prob. 10.20PCh. 10 - Prob. 10.21PCh. 10 - Prob. 10.22PCh. 10 - Prob. 10.23PCh. 10 - Prob. 10.24PCh. 10 - Prob. 10.25PCh. 10 - Prob. 10.26PCh. 10 - Prob. 10.27PCh. 10 - Prob. 10.28PCh. 10 - Prob. 10.29PCh. 10 - Prob. 10.30PCh. 10 - Prob. 10.31PCh. 10 - Prob. 10.32PCh. 10 - Prob. 10.33PCh. 10 - Prob. 10.34PCh. 10 - Prob. 10.35PCh. 10 - Prob. 10.36PCh. 10 - Prob. 10.37PCh. 10 - Prob. 10.38PCh. 10 - Prob. 10.39PCh. 10 - Prob. 10.40PCh. 10 - Prob. 10.41PCh. 10 - Prob. 10.42PCh. 10 - Prob. 10.43PCh. 10 - Prob. 10.44PCh. 10 - Prob. 10.45PCh. 10 - Prob. 10.46PCh. 10 - Prob. 10.47PCh. 10 - Prob. 10.48PCh. 10 - Prob. 10.49PCh. 10 - Prob. 10.50PCh. 10 - Prob. 10.51PCh. 10 - Prob. 10.52PCh. 10 - Prob. 10.53PCh. 10 - Prob. 10.54PCh. 10 - Prob. 10.55PCh. 10 - Prob. 10.56PCh. 10 - Prob. 10.57PCh. 10 - Prob. 10.58PCh. 10 - Prob. 10.59PCh. 10 - Prob. 10.60PCh. 10 - Prob. 10.61PCh. 10 - Prob. 10.62PCh. 10 - Prob. 10.63PCh. 10 - Prob. 10.64PCh. 10 - Prob. 10.65PCh. 10 - Prob. 10.66PCh. 10 - Prob. 10.67PCh. 10 - Prob. 10.68PCh. 10 - Prob. 10.69PCh. 10 - Prob. 10.70PCh. 10 - Prob. 10.71PCh. 10 - Prob. 10.72PCh. 10 - Prob. 10.73PCh. 10 - Prob. 10.74PCh. 10 - Prob. 10.1YTCh. 10 - Prob. 10.2YTCh. 10 - Prob. 10.3YTCh. 10 - Prob. 10.4YTCh. 10 - Prob. 10.5YTCh. 10 - Prob. 10.6YTCh. 10 - Prob. 10.7YTCh. 10 - Prob. 10.8YTCh. 10 - Prob. 10.9YTCh. 10 - Prob. 10.10YTCh. 10 - Prob. 10.11YTCh. 10 - Prob. 10.12YTCh. 10 - Prob. 10.13YTCh. 10 - Prob. 10.14YTCh. 10 - Prob. 10.15YTCh. 10 - Prob. 10.16YTCh. 10 - Prob. 10.17YTCh. 10 - Prob. 10.18YTCh. 10 - Prob. 10.19YT
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