An unknown alcohol with a molecular formula of C7H14O was oxidized to an aldehyde with HOCl. When an acidic solution of the alcohol was distilled, two alkenes were obtained. The alkene formed in greater yield was determined to be 1-methylcyclohexene. The other alkene formed the original un-known alcohol when treated with BH3/THF followed by H2O2, HO-, and H2O. Identify the unknown alcohol.

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Q: Alcohol A (C10H18O) is converted to a mixture of alkenes B and C on being heated with potassium…

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Q: Alkenes can be hydrated to form alcohols by (1) hydroboration followed by oxidation with alkaline…

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Q: Three constitutional isomers of molecular formula C 5H 8O can be converted to 1-pentanol (CH 3CH 2CH…

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Designing a Synthesis

Organic synthesis is a branch of chemical synthesis that involves the planned construction of organic compounds/molecules from smaller units that possess functional groups. Friedrich Wöhler was the first scientist who designed the synthesis of an organic compound, urea from inorganic starting materials silver cyanate with ammonium chloride via a simple, one-step synthesis.