An alkyl halide with molecular formula C₆H₁₃Br on dehydro halogenation gave two isomeric alkenes X and Y with molecular formula C₆H₁₂. On reductive Ozonolysis, X and Y gave four compounds CH₃COCH₃,CH₃CHO,CH₃CH₂CHO and (CH₃)₂ CHCHO. The alkyl halide is

Q. A compound (X) reacts with thionyl chloride to give a compound (Y). (Y) reacts with

M g

to form a Grignard reagent, which is treated with acetone and the product is hydrolysed to give 2-methyl-2- butanol. What are structural formulae of (X) and (Y) ?

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An organic compound (X) with molecular formula C3H6O is not readily oxidised. On reduction, it gives C3H8O (Y) which react with HBr to give a bromide (Z) which is converted to Grignard's reagent. Grignard's reagent reacts with (X) to give 2, 3-dimethylbutan-2-ol. (X), (Y) and (Z) respectively are:

The correct option is C CH3COCH3,CH3CH(OH)CH3,CH3CH(Br)CH3Formaldehyde forms primary alcohol while all other aldehydes form secondary alcohols on reaction with Grignard's reagent followed by hydrolysis.

The correct option is C $C H_{3} C O C H_{3}, C H_{3} C H (O H) C H_{3}, C H_{3} C H (B r) C H_{3}$
Formaldehyde forms primary alcohol while all other aldehydes form secondary alcohols on reaction with Grignard's reagent followed by hydrolysis.