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Reductions Involving Aldehydes or Ketones

A compound ‘A...

Question

A compound $‘ A^{'}$ with the empirical formula $C_{3} H_{6} O_{2}$ has a fruity smell. It reacts with $DIBAL - H / H_{2} O$ at ultra low temperatures. After work-up, we get $‘ X^{'}$ and $‘ Y^{'}$ . $‘ X^{'}$ on treating with dilute $N a O H$ forms $‘ Z^{'}$ . $^{'} Z^{'}$ doesn’t have a hydroxyl group and it reacts with ${(C H_{3})}_{2} C u L i$ to give $M$ . $‘ Z^{'}$ also reacts with $C H_{3} M g B r$ to give $‘ N^{'}$ . Based on this passage, answer the following questions:
Which of the following is/are true?

A

‘ M^{'}

has a carbon-carbon double bond

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B

‘ M^{'}

is a carbonyl compound

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C

‘ N^{'}

has a carbon carbon double bond

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D

‘ N^{'}

is an alochol

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Solution

The correct option is D $‘ N^{'}$ is an alochol

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Similar questions

‘ A^{'}

with the empirical formula

C_{3} H_{6} O_{2}

has a fruity smell. It reacts with

DIBAL - H / H_{2} O

at ultra low temperatures. After work-up, we get

‘ X^{'}

‘ Y^{'}

‘ X^{'}

on treating with dilute

N a O H

‘ Z^{'}

^{'} Z^{'}

doesn’t have a hydroxyl group and it reacts with

{(C H_{3})}_{2} C u L i

M

‘ Z^{'}

also reacts with

C H_{3} M g B r

‘ N^{'}

. Based on this passage, answer the following questions:
Which of the following is/are true?

‘ A^{'}

with the empirical formula

C_{3} H_{6} O_{2}

has a fruity smell. It reacts with

DIBAL - H / H_{2} O

at ultra low temperatures. After work-up, we get

‘ X^{'}

‘ Y^{'}

‘ X^{'}

on treating with dilute

N a O H

‘ Z^{'}

^{'} Z^{'}

doesn’t have a hydroxyl group and it reacts with

{(C H_{3})}_{2} C u L i

M

‘ Z^{'}

also reacts with

C H_{3} M g B r

‘ N^{'}

. Based on this passage, answer the following questions:
Which of the following is/are true?

Q. A compound X decolourises

B r_{2}

water and reacts slowly with conc.

H_{2} S O_{4}

to give an addition product. X reacts with HBr to form Y.Y reacts with NaOH to form, Z, On oxidation Z gives hexan-3-one. X,Y and Z in the reactions are :

Q. A neutral compound 'X' of molecular formula C₂H₆O on oxidation with acidified potassium dichromate gives a compound 'Y'. Compound 'X' reacts with 'Y' on warming in presence of conc. H₂SO₄to give a sweet smelling substance 'Z'. What are 'X', 'Y' and 'Z'? Give equations of the reactions involved.

Q. A hydrocarbon (X) having formula

C_{5} H_{10}

reacts with HI to give (Y) which on reacting with alc. KOH forms (Z). The hydrocarbon is

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