What compound provides (S)-2-bromopentane upon exposure to TsCl then NaBr?Select answer from the options below(S)-2-pentanol2-pentene(R)-2-pentanol1-pentene
Question
What compound provides (S)-2-bromopentane upon exposure to TsCl then NaBr?Select answer from the options below(S)-2-pentanol2-pentene(R)-2-pentanol1-pentene
Solution
The compound that provides (S)-2-bromopentane upon exposure to TsCl then NaBr is (S)-2-pentanol.
Here's the step-by-step process:
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(S)-2-pentanol is the starting material. The (S) indicates the stereochemistry of the alcohol.
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The alcohol is first treated with TsCl (tosyl chloride) in the presence of a base. This converts the alcohol into a tosylate, a good leaving group. The stereochemistry is preserved in this step.
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The tosylate is then treated with NaBr (sodium bromide). The bromide ion acts as a nucleophile and substitutes the tosylate, again preserving the stereochemistry.
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The final product is (S)-2-bromopentane.
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