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20.2 Outline a procedure for separating a mixture

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HO<br />

NH2 (k) Benzoic acid<br />

(l) Phenol<br />

(m) Benzene<br />

CN<br />

HO<br />

NH2 HO<br />

NH2 N O<br />

0 - 5℃<br />

H 2O<br />

N O<br />

0 - 5℃<br />

N O<br />

0 - 5℃<br />

(n) P- (Phenylazo) phenol<br />

NH 2 NaNO 2<br />

HCl<br />

HO<br />

(o) N, N-Dimethyl-p-(phenylazo)aniline<br />

NH 2 NaNO 2<br />

HCl<br />

O<br />

N 2<br />

CuCN<br />

N 2Cu2O, Cu 2+ ,H 2O<br />

N 2<br />

N N<br />

N N<br />

H 3PO 2, H 2O<br />

OH<br />

N(CH 3) 2<br />

CN<br />

OH<br />

N<br />

N<br />

N<br />

N<br />

OH<br />

N(CH 3) 2<br />

<strong>20.2</strong>7 What products would you expect to be <strong>for</strong>med when each of the following amines reacts<br />

with aqueous sodium nitrite and hydrochloric acid?<br />

(a) Propylamine (c)N-Propylaniline (e)p-Propylaniline<br />

(b)Dipropylamine (d)N,N-Dipropylaniline<br />

Answer:<br />

(a)

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