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Standard XII

Chemistry

Formation of Imines

Compound X ...

Question

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 $N H_{2} C O N H N H_{2}$ , $H C l$ and sodium acetate, gives a product $(Z)$ . The structure of $(Z)$ is:

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

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

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

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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 $(C H_{3})_{2} C = N N H C O N H_{2}$
Higher the basicity, lower is the $p K_{b}$ value. Since $N H_{3}$ is the weakest base, hence it has highest $p K_{b}$ value.

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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

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' (molecular formula

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is treated with acidified potassium dichromate to form a product '

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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'

Compound (X) ,C₃H₈O on treatment with acidified potassium dichromate gives compound (Y), C₃H₆O which forms silver mirror with tollen's reagent and gives compound (Z) on reaction with semicarbazide. The compound (Z) is

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The correct option is A (CH3)2C=NNHCONH2Higher the basicity, lower is the pKb value. Since NH3 is the weakest base, hence it has highest pKb value.

The correct option is A $(C H_{3})_{2} C = N N H C O N H_{2}$
Higher the basicity, lower is the $p K_{b}$ value. Since $N H_{3}$ is the weakest base, hence it has highest $p K_{b}$ value.