An unknown alcohol with a molecular formula of C 7 H 14 O

Chapter 11, Problem 58

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An unknown alcohol with a molecular formula of C 7 H 14 O was oxidized to an aldehyde with HOCl. When an acidic solution of the alcohol was distilled, two alkenes were formed. The alkene formed in greater yield was determined to be 1-methylcyclohexene. The other alkene formed the original unknown alcohol when treated with BH 3 /THF followed by H 2 O 2 , HO , H 2 O. Identify the unknown alcohol

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