What is compound Z in the following sequence? (CH3)2CHCH2COH ----- 1.LiAlH4, die

Question

What is compound Z in the following sequence? (CH3)2CHCH2COH ----- 1.LiAlH4, diethyl ether, 2. H2O -----> compound X ----HBr, heat -----> Compound Y ------ 1. NaCN, 2. H3O+, heat ------> compound Z 1. (CH3)2CHCH2CH2COH (the O is double bonded to the C) 2. (CH3)2CHCH2COH2CN (triple bond between C and N) 3. (CH3)2CHCH2COH2COOH 3. (CH3)2CHCH2CH2CH2NH2 5. (CH3)2CHCH2CH2COOH My calculations lead me to answer 5, but I would find comfort in confirmation or an explanation as to why this may be incorrect. Thank you :)

Explanation / Answer

(CH3)2CHCOCH2OH (the middle O is double bonded to the

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