Draw the product formed by the reaction of t-butoxide with (1R,2S)-1-bromo-2-methyl-1-phenylbutane. Draw the correct stereoisomer of the product. H H Br (CH3)3CO-K+ (CH3)3COH
Draw the product formed by the reaction of t-butoxide with (1R,2S)-1-bromo-2-methyl-1-phenylbutane. Draw the correct stereoisomer of the product. H H Br (CH3)3CO-K+ (CH3)3COH
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
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
Transcribed Image Text:**Synthesis Reaction of (1R,2S)-1-bromo-2-methyl-1-phenylbutane with t-butoxide**
In this example, we explore the synthesis of an organic compound through the reaction of an alkyl halide with t-butoxide. The reaction involves:
1. **Reactants**:
- (1R,2S)-1-bromo-2-methyl-1-phenylbutane, an alkyl halide with specific stereochemistry.
- Potassium t-butoxide ((CH₃)₃CO⁻K⁺) as a base.
- t-Butanol ((CH₃)₃COH) as a solvent.
2. **Reaction Mechanism**:
- This involves an elimination reaction where the base (t-butoxide) abstracts a proton, leading to the formation of a double bond in the product.
3. **Product**:
- The reaction yields an alkene as the product, specifically with the formation of a double bond between the second and third carbons. The resulting product is a phenyl-substituted alkene.
4. **Stereochemistry**:
- The reaction results in the formation of the more stable alkenic product based on Zaitsev's rule, which states that the more substituted alkene is generally favored.
The diagram illustrates the transformation from starting material to product, highlighting the chemical structural changes. Note the conversion of the bromine-containing reactant into the alkene product, with the base-facilitated removal of the hydrogen atom and loss of the bromine atom.
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