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Standard XII

Chemistry

Hinsberg Test

An organic co...

Question

An organic compound $(C_{3} H_{9} N) (A)$ , when treated with nitrous acid, gave an alcohol and $N_{2}$ gas was evolved. $(A)$ on warming with $C H C l_{3}$ and caustic potash gave $(C)$ which on reduction gave isopropylmethyl amine. Predict the structure of $(A)$ .

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

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C H_{3} C H_{2} - N H - C H_{3}

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C H_{3} - N | C H_{3} - C H_{3}

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C H_{3} C H_{2} C H_{2} - N H_{2}

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Solution

The correct option is A $C H_{3} - C H | C H_{3} - N H_{2}$
As (A) gives alcohol on treatment with nitrous acid thus, it should be primary amine. $C_{3} H_{9} N$ has two possible stuctures with $- N H_{2}$ group.
$C H_{3} - C H_{2} - C H_{2} - N H_{2} o r C H_{3} - C H | C H_{3} - N H_{2}$
As it gives isopropylmethyl amine thus it should be isopropyl amine not n-propyl amine.

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Similar questions

Q. An organic compound

(C_{3} H_{9} N) (A)

, when treated with nitrous acid, gave an alcohol and

N_{2}

gas was evolved.

(A)

on warming with

C H {C l}_{3}

and caustic potash gave

(C)

which on reduction gave isopropylmethylamine. Predict the structure of

(A)

Q. In the given compound A,C and A,D are exbhits which of the following isomerism :

(a)

C H_{3} - C H_{2} - C H_{2} - C H_{2} N H_{2}

Butanamine

(1^{o})

(b)

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

Butan-2-amine

(1^{o})

(c)

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

2-Methylpropanamine

(1^{o})

(d)

C H_{3} - C H_{3} | C | - C H_{3} N H_{2}

2-methylpropan-2-amine

(1^{o})

(e)

C H_{3} - C H_{2} - C H_{2} - N H - C H_{3}

N-methylpropanamine

(2^{o})

Q. In the given example B,C and B,D are :

(a)

C H_{3} - C H_{2} - C H_{2} - C H_{2} N H_{2}

Butanamine

(1^{o})

(b)

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

Butan-2-amine

(1^{o})

(c)

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

2-Methylpropanamine

(1^{o})

(d)

C H_{3} - C H_{3} | C | - C H_{3} N H_{2}

2-methylpropan-2-amine

(1^{o})

(e)

C H_{3} - C H_{2} - C H_{2} - N H - C H_{3}

N-methylpropanamine

(2^{o})

C H_{3} - N H_{2}

C H_{3} - N H - C H_{3}

C H_{3} - N | C H_{3} - C H_{3}

I II III

Compare boiling points of the given compounds:

Q. The order of reactivity of following alcohols with halogen acids is:

(A)

C H_{3} C H_{2} - C H_{2} - O H

(B)

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

(C)

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

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An organic compound (C3H9N)(A), when treated with nitrous acid, gave an alcohol and N2 gas was evolved. (A) on warming with CHCl3 and caustic potash gave (C) which on reduction gave isopropylmethyl amine. Predict the structure of (A).

An organic compound $(C_{3} H_{9} N) (A)$ , when treated with nitrous acid, gave an alcohol and $N_{2}$ gas was evolved. $(A)$ on warming with $C H C l_{3}$ and caustic potash gave $(C)$ which on reduction gave isopropylmethyl amine. Predict the structure of $(A)$ .