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An ester A(C4 H8 O2), on treatement with...

An ester `A(C_4 H_8 O_2)`, on treatement with excess of methyl magnesium bormide followed by acidification, gives an alcohol `B` as the sole organic product. Alcohol `B` on oxidation with `NaOCl` followed by acidification gives acetice acid. Deduce the structures of `A` and `B`. Show the reactions involved.

Text Solution

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If the ester is of type, a `3^@` alcohol would be obtained with `G.R` , if the ester is of type, a `2^@` alcohol would be obtained with `G.R`. In both the cases, two `R"` groups (i.e., `Me` group) have come from the `G.R`.

Here, `3^@` alcohol `(I)` does not undergo oxidation, because hypohalide reactions (e.g., iodoform type reactions) are shown by the alcohols containing . group. Such group is not present in `3^@` alcohol `(I)`. Moreover, `3^@` alcohol does not undergo hypohalide oxidation. So, the ester is of `(H-overset(O)overset(||)(C )-OR)` type.Structure of ester : Total `C` atoms in ester are four. So `R` group in the ester can be propyl or isoptopyl (three `C` atoms). The ester may be
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An ester 'A' (C_(4)H_(8)O_(2)) on treatment with excess methyl magnesium chloride followed on acidification gives an alcohol 'B' as the sole organic product. Alochol 'B' as the organic product. Alcohol 'B' on oxidation with NaOCl followed by acidification gives acetic acid. Deduce structure of A and B. Show the reactions involved.

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