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Standard XII

Chemistry

Dehydrohalogenation of Dihalides

Compound Am...

Question

Compound $A$ (molecular formula $C_{3} H_{8} O$ ) is treated with acidified potassium dichromate to form a product $B$ (molecular formula $C_{3} H_{6} O$ ). $B$ forms a shining silver mirror on warming with ammoniacal silver nitrate. $B$ when treated with an aqueous solution of $H_{2} N C O N H {N H}_{2} . H C l$ and sodium acetate gives a product $C$ .

Identify the structure of $C$ :

{C H}_{3} {C H}_{2} C H = N N H C O {N H}_{2}

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C H_{3} - C | C H_{3} = N C O N H N H_{2}

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C H_{3} - C | C H_{3} = N C O N H N H_{3}

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{C H}_{3} {C H}_{2} C H = N C O N H N H_{2}

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Solution

The correct option is A ${C H}_{3} {C H}_{2} C H = N N H C O {N H}_{2}$
Reaction of 'B' indicates that B is an aldehyde thus B should be
$C_{2} H_{3} C H O$ or $C H_{3} C H_{2} C H O$ and therefore C should be
$C H_{3} C H_{2} C H = N N H C O N H_{2}$ .

$C H_{3} C H_{2} C H_{2} O H O \to C H_{3} C H_{2} [B] C H O$

$↓ S i l v e r m i r r o r t e s t$

$C H_{3} C H_{2} C O O H + 2 A g ↓$

$C H_{3} C H_{2} C H O + H_{2} N C O N H N H_{2} s e m i c a r b a z i d e$

$\to C H_{3} C H_{2} C H = s e m i c a r b o z o n e [C] N N H C O N H_{2}$

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Similar questions

Q. Compound '

A

' (molecular formula

C_{3} H_{8} O

is treated with acidified potassium dichromate to form a product '

B

' (molecular formula

C_{3} H_{6} O

). '

B

' forms a shining silver mirror on warming with ammoniacal silver nitrate. '

B

' when treated with an aqueous solution of

H_{2} N C O N H N H_{2}

and sodium acetate gives a product '

C

'. Identify the structure of '

C

Q. An excess of compound 'A' (molecular formula C₃H₈O) is treated with acidified potassium dichromate to form a product 'B' (molecular formula C₃H₆O). 'B' forms a shining silver mirror on warming with ammoniacal silver nitrate. 'B' when treated with an aqueous solution of H₂NCONHNH_2,HCl and sodium acetate, it gives a product 'C'. Identify the structure of 'C'

Q. Compound

(A)

(molecular formula

C_{3} H_{8} O

) is treated with acidified potassium dichromate to form a product B (molecular formula

C_{3} H_{6} O

). 'B' forms a shining silver mirror on warming with ammoniacal silver nirate. 'B' when treated with an aqueous solution of

H_{2} N C O N H N H_{2} \cdot H C l

and sodium acetate gives a product 'C'. Identify the structure of 'C':

Q. Compound

^{'} A^{'}

(molecular formula

C_{3} H_{8} O

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^{'} B^{'}

(molecular formula

C_{3} H_{6} O

^{'} B^{'}

forms a shining silver mirror on warming with ammoniacal silver nitrate.

^{'} B^{'}

when treated with an aqueous solution of

N H_{2} C O N H N H_{2}, H C l

and sodium acetate gives a product

^{'} C^{'}

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^{'} C^{'}

Q. Compound

(X)

with molecular formula

C_{3} H_{8} O

is treated with acidified potassium dichromate to form a product

(Y)

with molecular formula

C_{3} H_{6} O

(Y)

does not form a shining silver mirror on warming with ammoniacal

A g N O_{3}

(Y)

when treated with an aqueous solution of

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and sodium acetate, gives a product

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