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JEE Advanced levelSingle correct optionDifficulty 3 of 3nm093

Which structure corresponds to ethyl 3-hydroxy-2-methylbutanoate?

A $CH X_{3} - CH (OH) - C (CH X_{3}) X_{2} - COO - CH X_{3}$
B $CH X_{3} - CH (OH) - CH (CH X_{3}) - COO - CH X_{2} CH X_{3}$
C $CH X_{3} - CH (OH) - CH (CH X_{3}) - COO - CH X_{3}$
D $CH X_{3} - CH (OH) - CH (CH X_{3}) - CH X_{2} - O - CO - CH X_{3}$

Answer: B

Butanoate is the four-carbon acid part, with C-1 as the ester carbonyl, a methyl on C-2 and an OH on C-3:

CH X_{3} - CH (OH) - CH (CH X_{3}) - CO X^{-}

. The ethyl group is on the ester oxygen. This is

CH X_{3} CH (OH) CH (CH X_{3}) COOCH X_{2} CH X_{3}

; the others have the wrong alcohol part, the acid and alcohol parts swapped, or an extra methyl.

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