View written solutionFree
Correct answer: 171
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Identify the reaction sequence
This is the standard conversion:
This is the Hofmann bromamide degradation reaction.
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General result of Hofmann bromamide reaction
If the starting compound is:
then the major product is:
That is, the carbonyl carbon is lost, and a primary amine containing one carbon less is formed.
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Determine product (A)
From the given reaction scheme, the amide corresponds to benzamide:
On Hofmann bromamide degradation:
So product is aniline.
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Calculate molar mass of aniline
Molecular formula of aniline:
Molar mass:
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Final answer
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Comparison with stored correct answer
Stored correct answer is 171, but the Hofmann bromamide product from benzamide is aniline, whose molar mass is 93 g mol.
Hence, I do not agree with the stored answer.
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