OK Br tBuOH

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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Draw the outcome of the following 

### Tertiary Butyl Bromide Reaction with Potassium tert-Butoxide

The diagram represents a reaction between tertiary butyl bromide and potassium tert-butoxide in the presence of tert-butanol (tBuOH).

**Chemical Structures:**
- The structure on the left is **tertiary butyl bromide**. It features a central carbon atom bonded to three methyl groups (CH₃) and one bromine atom (Br).
- The structure on the right represents **potassium tert-butoxide**. It consists of a tert-butyl group attached to an oxygen atom bearing a negative charge, which is balanced by a potassium ion (K⁺).

**Reaction Overview:**
- The arrow indicates the direction of the reaction under the conditions shown.
- The reaction takes place in a **tert-butanol** (tBuOH) solvent.

**General Equation:**
\[ \text{(CH₃)₃C-Br} + \text{KO-tBu} \xrightarrow{\text{tBuOH}} \text{Product(s)} \]

This type of reaction is typically an elimination reaction where the base (KO-tBu) removes a proton, leading to the formation of an alkene as the product.

**Key Concepts:**
- **Elimination Reaction:** This is likely an E2 mechanism due to the strong base and hindered substrate, resulting in the elimination of HBr and formation of isobutylene.
- **Solvent Role:** tBuOH acts as a solvent, stabilizing the intermediate species.

Understanding this reaction illustrates key concepts in nucleophilic substitution and elimination mechanisms, often explored in organic chemistry courses.
Transcribed Image Text:### Tertiary Butyl Bromide Reaction with Potassium tert-Butoxide The diagram represents a reaction between tertiary butyl bromide and potassium tert-butoxide in the presence of tert-butanol (tBuOH). **Chemical Structures:** - The structure on the left is **tertiary butyl bromide**. It features a central carbon atom bonded to three methyl groups (CH₃) and one bromine atom (Br). - The structure on the right represents **potassium tert-butoxide**. It consists of a tert-butyl group attached to an oxygen atom bearing a negative charge, which is balanced by a potassium ion (K⁺). **Reaction Overview:** - The arrow indicates the direction of the reaction under the conditions shown. - The reaction takes place in a **tert-butanol** (tBuOH) solvent. **General Equation:** \[ \text{(CH₃)₃C-Br} + \text{KO-tBu} \xrightarrow{\text{tBuOH}} \text{Product(s)} \] This type of reaction is typically an elimination reaction where the base (KO-tBu) removes a proton, leading to the formation of an alkene as the product. **Key Concepts:** - **Elimination Reaction:** This is likely an E2 mechanism due to the strong base and hindered substrate, resulting in the elimination of HBr and formation of isobutylene. - **Solvent Role:** tBuOH acts as a solvent, stabilizing the intermediate species. Understanding this reaction illustrates key concepts in nucleophilic substitution and elimination mechanisms, often explored in organic chemistry courses.
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