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20.2 Outline a procedure for separating a mixture

20.2 Outline a procedure for separating a mixture

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(a)<br />

(b)<br />

(c)<br />

O<br />

HNO 3<br />

Br NaNH2<br />

C NH 2<br />

NH 3<br />

+ Br 2 + NaOH<br />

NO 2<br />

NH 2<br />

Fe HCl<br />

NH2<br />

NH 2<br />

+ CO 3 2-<br />

<strong>20.2</strong>5 Show how you might synthesize each of the following compounds from butyl alcohol:<br />

(a) Butylamine (free of 2 。 and 3 。<br />

(b) Pentylamine<br />

(c) Propylamine<br />

OH<br />

OH<br />

HBr<br />

amines)<br />

HBr<br />

OH Br<br />

K 2Cr 2O 7<br />

(d) Butylmethylamine<br />

NH2<br />

CH 3I<br />

O<br />

OH<br />

NH 3<br />

Br<br />

1.<br />

O<br />

O<br />

NK<br />

2. NH 2NH 2<br />

1. NaCN<br />

2. LiAlH 4<br />

O<br />

NH 2<br />

Br 2 / OH -<br />

<strong>20.2</strong>6 Show how you might convert aniline into each of the following compounds. (You need not<br />

repeat steps carried out in earlier parts of this problem.)<br />

(a) Acetanilide<br />

NH 2 NH C<br />

(CH 3CO) 2O<br />

(b) N-Phenylphthalimide<br />

O<br />

NH<br />

NH 2<br />

NH2<br />

NH 2

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