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Which of the following reactions would work well to produce its intended product

ID: 510882 • Letter: W

Question

Which of the following reactions would work well to produce its intended product?

The reaction of acetic benzoic anhydride with isopentyl alcohol in the presence of pyridine to produce isopentyl acetate.

The reaction of hexanoic acid with dimethyl amine in the presence of acid to produce N,N-dimethyl hexanamide.

The reaction of 4-methoxy-1-bromobenzene with magnesium and then carbon dioxide (with subsequent acidification) to produce 4-methoxy benzoic acid.

The reaction of 5-hydroxy pentanoic acid with methanol in the presence of acid to produce 5-hydroxy methyl pentanoate.

Explanation / Answer

Of the given reactions the ones which would work efficiently are,

The reaction of 4-methoxy-1-bromobenzene with magnesium and then carbon dioxide (with subsequent acidification) to produce 4-methoxy benzoic acid.

The reaction of 5-hydroxy pentanoic acid with methanol in the presence of acid to produce 5-hydroxy methyl pentanoate.

Reactions which do not work,

The reaction of acetic benzoic anhydride with isopentyl alcohol in the presence of pyridine to produce isopentyl acetate as we would get benzoate ester insetad of acetate ester as product.

The reaction of hexanoic acid with dimethyl amine in the presence of acid to produce N,N-dimethyl hexanamide as we would get protonation of amine instead of product amide.

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