What is the major product of the following reaction? H3C HBr (excess) CH3COOH

Chemistry
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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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**Question 16**

What is the major product of the following reaction?

Reagents: HBr (excess), CH₃COOH

The image presents a multiple-choice question with four structural options labeled a, b, c, and d. Each option represents a different organic compound structure. The original compound appears to be an alkyne, which upon reaction with excess HBr and CH₃COOH will undergo hydrohalogenation to form various alkyl bromides.

### Options:
- **a)** A straight-chain alkane with two bromine atoms added to the triple bond.
- **b)** A branched alkane also with two bromine atoms but in different positions.
- **c)** A further branched compound with bromine atoms, showing possible rearrangement.
- **d)** An alternative branched structure with unique bromine placements, potentially indicating another position for addition.

In this scenario, the major product will typically be the most stable alkane with bromine atoms due to Markovnikov's rule, which predicts the regioselectivity of the addition. The specific choice will depend on the stabilization of intermediates during reaction.
Transcribed Image Text:**Question 16** What is the major product of the following reaction? Reagents: HBr (excess), CH₃COOH The image presents a multiple-choice question with four structural options labeled a, b, c, and d. Each option represents a different organic compound structure. The original compound appears to be an alkyne, which upon reaction with excess HBr and CH₃COOH will undergo hydrohalogenation to form various alkyl bromides. ### Options: - **a)** A straight-chain alkane with two bromine atoms added to the triple bond. - **b)** A branched alkane also with two bromine atoms but in different positions. - **c)** A further branched compound with bromine atoms, showing possible rearrangement. - **d)** An alternative branched structure with unique bromine placements, potentially indicating another position for addition. In this scenario, the major product will typically be the most stable alkane with bromine atoms due to Markovnikov's rule, which predicts the regioselectivity of the addition. The specific choice will depend on the stabilization of intermediates during reaction.
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