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PIONEER JUNIOR COLLEGE - ASKnLearn

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26 2,4-D and MCPA are two common weed killers.<br />

8<br />

OCH 2 CH 2 OH<br />

O<br />

OCH 2 C<br />

OH<br />

Cl Cl<br />

Cl<br />

CH 3<br />

2,4-D<br />

MCPA<br />

Which of the following reagents can be used to distinguish between them?<br />

A<br />

B<br />

C<br />

D<br />

sodium metal<br />

2,4-dinitrophenylhydrazine<br />

aqueous sodium carbonate<br />

hot acidified potassium manganate(VII)<br />

27 Compound Y forms an orange precipitate with 2,4-dinitrophenylhydrazine. However,<br />

it does not react with Fehling’s solution. The reaction of Y with HCN yields a product<br />

which contains a chiral centre.<br />

Which of the following could be compound Y?<br />

A<br />

B<br />

C<br />

D<br />

diphenylketone<br />

benzaldehyde<br />

phenylmethanol<br />

2-phenylethanal<br />

28 A commercial use of chloroethanoic acid is in the manufacture of the herbicide<br />

2,4,5–T which can be synthesised from 1,2,4,5-tetrachlorobenzene by the following<br />

route.<br />

Cl<br />

Cl<br />

excess NaOH<br />

Cl<br />

Cl<br />

NaOH<br />

Cl<br />

Cl<br />

ClCH 2<br />

CO 2<br />

H<br />

Cl<br />

Cl<br />

Cl<br />

Cl<br />

high temp<br />

I<br />

Cl<br />

OH<br />

Cl<br />

O - Na +<br />

II<br />

Cl<br />

OCH 2 CO 2 H<br />

1,2,4,5-tetrachlorobenzene<br />

2,4,5-T<br />

Which of the following statement about the compounds and their reactions is correct?<br />

A<br />

B<br />

C<br />

D<br />

Reaction I involves electrophilic substitution.<br />

Reaction II involves nucleophilic substitution.<br />

2,4,5–T is readily hydrolysed by aqueous NaOH.<br />

1,2,4,5-tetrachlorobenzene forms a white precipitate with hot aqueous silver<br />

nitrate.

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