Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
Related questions
Question
Complete the reaction and provide the detailed mechanism.
Transcribed Image Text:### Reaction Scheme Explanation
**Substrate:**
- The starting material is a ketone with the structure of 1-phenyl-2-methylpropan-1-one. The ketone group (C=O) is attached to a secondary carbon that is part of a carbon chain with a phenyl group (Ph) and a methyl group (CH₃).
**Reagents and Conditions:**
1. **LDA (Lithium Diisopropylamide):**
- LDA is a strong, non-nucleophilic base used to deprotonate the α-carbon adjacent to the carbonyl group of the ketone, generating an enolate ion.
2. **PhCH₂Br (Benzyl Bromide):**
- This is used as an alkylating agent to react with the enolate ion, resulting in the formation of a new carbon-carbon bond.
**Reaction Overview:**
- The substrate undergoes deprotonation at the α-position of the ketone by LDA, forming an enolate ion.
- The enolate ion then undergoes an alkylation reaction with benzyl bromide, adding a benzyl group (PhCH₂) to the α-carbon, resulting in an α-benzylated ketone.
The combination of these steps allows for a transformation where the original ketone gains an additional carbon chain, altering its structure and potential reactivity.
Expert Solution
Step 1
LDA is a strong base which abstract proton
Product of following reaction is
Trending now
This is a popular solution!
Step by step
Solved in 2 steps with 1 images
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Recommended textbooks for you
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY