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The compound CHCl = CHCHOHCOOH with mole...

The compound `CHCl = CHCHOHCOOH` with molecular formula `C_(4)H_(5)O_(3)Cl` can exhibit

A

geometric, optical, position and functional isomerism

B

geometric, optical and functional isomerism

C

position and functional isomerism only

D

geometric and optical isomerism only

Text Solution

Verified by Experts

The correct Answer is:
A

(i) Geometrical isomers of compound `CHCl = CHCHOHCOOH`

(ii) It also shows optical isomerism as

(iii) It can also show position isomerism. For example two positional isomers are given below :
`underset("4-chloro-2-hydroxy-3-butene-1-oic acid")(underset(4)overset(Cl)overset(|)(C)H = underset(3)(C)H - underset(2)overset(OH)overset(|)(C)H - underset(1)(C)OOH) " "underset("4-chloro-3-hydroxy-3-butene -1-oic acid")(overset(Cl)overset(|)(CH) = overset(OH)overset(|)(C) - CH_(2) - COOH)`
(iv) It can also show functional isomerism as functional isomer of an alcohol is ether.
`underset("alcohol")(overset(Cl)overset(|)(CH) = CH - overset(OH)overset(|)(CH) - COOH)" "underset("ether")(overset(Cl)overset(|)(CH) = CH - O - CH_(2) - COOH)`
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