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Standard XII

Chemistry

Preparation of Alcohols from Grignard Reagents

An organic co...

Question

An organic compound $(X)$ with molecular formula $C_{3} H_{6} O$ is not readily oxidised. On reduction, it gives $C_{3} H_{8} O$ $(Y)$ which react with $H B r$ 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:

C H_{3} C O C H_{3}, C H_{3} C H_{2} C H_{2} O H, C H_{3} C H (B r) C H_{3}

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C H_{3} C H_{2} C H O, C H_{3} C H = C H_{2}, C H_{3} C H (B r) C H_{3}

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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}

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C H_{3} C H_{2} C H O, C H_{3} C H_{2} C H_{2} O H, C H_{3} C H_{2} C H_{2} B r

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Solution

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.

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Similar questions

Q. An organic compound

A

with molecular formula

C_{3} H_{6} O

is resistant to oxidation but forms compound

B

C_{3} H_{8} O

on reduction, compound

B

reacts with

H B r

from

C

and

C

reacts with

M g

from Grignard reagent.

D

reacts with

A

to form a product which on hydrolysis gives

E

. Identify

A, B, C, D, E

Q. Aldehydes other than formaldehyde react with Grignard's reagent to give addition products which on hydrolysis give:

Q.
Primary alkyl halide

C_{4} H_{9} B r

(X) reacts with alc.

K O H

to give compound (Y). Compound (Y) reacts with

H B r

to give compound (Z) which is an isomer of (X). When (X) react with Na metal it gives compound (P).

Hence compound (X), (Y), (Z) and (P) respectively are :

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) ?

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.