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SECTION 13<br />

<strong>Section</strong> 13.9<br />

1 a H R<br />

O<br />

H C C O –<br />

N +<br />

H<br />

H<br />

b<br />

i<br />

CH 3 CH 3<br />

+ HCl Cl – H 3 N + CH COOH<br />

H 2 N<br />

CH<br />

COOH<br />

ii<br />

CH 2 OH<br />

CH 2 OH<br />

H 2 N<br />

CH<br />

COOH<br />

+ NaOH H 2 N CH COO – Na +<br />

+ H 2 O<br />

iii<br />

+<br />

(CH 2 ) 4 NH 3 Cl –<br />

(CH 2 ) 4 NH 2<br />

+ 2HCl Cl – H 3 N + CH COOH<br />

H 2 N<br />

CH<br />

COOH<br />

iv<br />

CH 2 COOH<br />

H 2 N<br />

CH<br />

COOH<br />

CH 2 COO – Na +<br />

+ 2NaOH H 2 N CH COO – Na + + 2H 2 O<br />

2<br />

O<br />

H 2 N CH C OH<br />

CH<br />

CH 3<br />

O<br />

CH 3<br />

H 2 N CH C OH<br />

3 a<br />

O<br />

O<br />

O<br />

O<br />

CH 3<br />

H 2 N CH C N CH 2 C OH<br />

CH 3<br />

H 2 N CH C OH<br />

+ H 2 O<br />

C<br />

OH<br />

CH 3<br />

CH 2<br />

+ H 2 N<br />

H<br />

<strong>The</strong> salts will be formed in the presence of HCl(aq), for example<br />

O<br />

O<br />

+<br />

Cl – H 3 N CH 2 C OH<br />

b<br />

OH<br />

CH 2<br />

O<br />

O<br />

H2N CH C N<br />

C OH<br />

H<br />

CH 2<br />

H 2 N CH C<br />

+ 2OH –<br />

OH<br />

CH 2<br />

CH 2<br />

O<br />

O<br />

C O – + H 2 N O – + H 2 O<br />

c Key points which should be included are: correct choice of solvent; the container used for<br />

the separation should have a lid; authentic samples of the amino acids used alongside the<br />

reaction mixture; R f<br />

values carefully measured.<br />

203

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