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Which of the following reagents, when treated with phenylmagnesiuim bromide followed by acid workup, will yield 2-phenylethanol?

  • a)
    Ethanol

  • b)
    Diethyl ether

  • c)
    Ethanal

  • d)
    Oxirane

Correct answer is option 'D'. Can you explain this answer?
Most Upvoted Answer
Which of the following reagents, when treated with phenylmagnesiuim br...
Answer:

When phenylmagnesium bromide (C6H5MgBr) reacts with a reagent followed by acid workup, it results in the formation of an alcohol. In this case, the reagent that will yield 2-phenylethanol is Oxirane (also known as ethylene oxide or epoxyethane).

Explanation:

When phenylmagnesium bromide reacts with oxirane, the phenyl group (C6H5) from the Grignard reagent adds to one of the carbon atoms of the oxirane ring. This leads to the formation of a cyclic intermediate known as a magnesium alkoxide.

The magnesium alkoxide intermediate then undergoes acid workup, which involves the addition of an acid such as dilute hydrochloric acid (HCl). This step protonates the alkoxide group, leading to the formation of an alcohol.

In the case of oxirane, the addition of phenylmagnesium bromide followed by acid workup results in the formation of 2-phenylethanol. The phenyl group adds to one of the carbon atoms of the oxirane ring, and the resulting product is a secondary alcohol with the phenyl group attached to the second carbon.

Summary:

- When phenylmagnesium bromide reacts with oxirane, it forms a cyclic intermediate called a magnesium alkoxide.
- Acid workup of the magnesium alkoxide leads to the formation of an alcohol.
- In this case, the reaction of phenylmagnesium bromide with oxirane yields 2-phenylethanol.
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Community Answer
Which of the following reagents, when treated with phenylmagnesiuim br...
When is treated Diethylether with phenylmagnesiuim bromide followed by acid workup, will yield 2-phenylethanol.
Grignard reagents are made by adding the halogenoalkane to small bits of magnesium in a flask containing ethoxyethane (commonly called diethyl ether or just “ether”). The flask is fitted with a reflux condenser, and the mixture is warmed over a water bath for 20 – 30 minutes.
CH3CH2Br + Mg + Diethyl ether → CH3CH2MgBr
Everything must be perfectly dry because Grignard reagents react with water.
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Which of the following reagents, when treated with phenylmagnesiuim bromide followed by acid workup, will yield 2-phenylethanol?a)Ethanolb)Diethyl etherc)Ethanald)OxiraneCorrect answer is option 'D'. Can you explain this answer?
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