
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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Transcribed Image Text:**Question**: The following chemical transformations involve multistep mechanisms. Please write a reasonable mechanism for each transformation and label each elementary step.

Transcribed Image Text:**Transcription of Reaction Mechanism**
**Chemical Reaction:**
Starting Material:
- 2-butanone (C<sub>4</sub>H<sub>8</sub>O)
Reagents:
- 1. Strong base "B"
- 2. Bromoethane (C<sub>2</sub>H<sub>5</sub>Br)
Product:
- 4-heptanone (C<sub>7</sub>H<sub>14</sub>O)
Byproducts:
- HB
- Br<sup>-</sup>
**Mechanism Explanation:**
1. **Deprotonation Step:**
- The strong base "B" abstracts a hydrogen ion from the methyl group at position 2 of butanone, generating an enolate ion.
2. **Alkylation Step:**
- The enolate ion acts as a nucleophile and attacks the electrophilic carbon in bromoethane, leading to the substitution and formation of a new C-C bond. This produces 4-heptanone as the main product while generating hydrogen bromide (HB) and bromide ion (Br<sup>-</sup>) as byproducts.
This reaction illustrates a typical alkylation of enolates using a strong base to form ketones from smaller ketones and alkyl halides.
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