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Which of the following Grignard reagents cannot be used to synthesize the following compound?

Select one:
A. MeMgBr
B. All of these Grignard reagents can be used in this synthesis.
C. MgBr

What is the product of the following reaction with [tex] \text{LiAlH}_4 [/tex]?

Select one:
A.
B. None of the provided answers.
C.
D.
E.
F.
G.

Answer :

Final Answer:

a. MeMgBr

Explanation:

Grignard reagents are versatile compounds used in organic synthesis to form carbon-carbon bonds. In this case, the compound given is synthesized using a Grignard reaction. The compound contains a carbonyl group, so a suitable Grignard reagent would be one that reacts with the carbonyl to form an alcohol.

Out of the provided options, MeMgBr (methylmagnesium bromide) cannot be used to synthesize the given compound. This is because MeMgBr is a mild nucleophile and reacts preferentially with more reactive carbonyl compounds like esters and ketones. However, in this case, the given compound has a sterically hindered ketone group, which makes it less reactive toward MeMgBr. Thus, MeMgBr is not an effective choice for this synthesis.

The other options, MgBr and "All of these Grignard reagents can be used in this synthesis," are not suitable either. MgBr itself is not a Grignard reagent, and the statement about all Grignard reagents being suitable is incorrect due to the steric hindrance mentioned earlier.

In summary, the correct choice is a. MeMgBr because of the steric hindrance of the ketone group in the compound, which makes it less reactive with MeMgBr.

When selecting a Grignard reagent for a synthesis, it's crucial to consider the reactivity of both the carbonyl compound and the Grignard reagent to ensure a successful reaction. This involves assessing steric hindrance and electronic factors that affect the nucleophilicity of the Grignard reagent. Understanding these principles is essential for planning effective organic syntheses.

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