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Question

Which polymer has ‘chiral’ monomer(s)?

A
Neoprene
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B
Buna-N
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C
PHBV
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D
Nylon 6,6
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Solution

The correct option is C PHBV
In a chiral molecule, there is a chiral center. Chiral centers are tetrahedral, mostly carbons, that have four different substituents.
In the given options, there are four polymers which are PHBV; Nylon 6,6; Buna-N; Neoprene. The structures of these polymers are as follows,
  • PHBV:
    (OCHCH3CH2COOCHC2H5CH2CO)n
  • Nylon 6,6:
    [CO(CH2)4CONH(CH2)6NH]n
  • Buna-N:
    [CH2CH=CHCH2CH(CN)CH2]n
  • Neoprene:
    (CH2CH=CClCH2)n
The monomers that are the subunits of the above polymers are as follows:
1.
PHBV:
CH3CHOHCH2COOH
which is called 3-hydroxybutanoic acid and CH3CH2CHOHCH2COOH
which is called 3-hydroxypentanoic acid, are the two monomers of PHBV.
2.
Nylon 6,6:
HO2C(CH2)4CO2H
which is called adipic acid and H2N(CH2)6NH2
which is called hexamethylenediamine, are the two monomers of Nylon 6,6.
3.
Buna-N:
CH2=CHCH=CH2
which is called 1,3-butadiene and CH(CN)=CH2
which is called acrylonitrile, are the two monomers of Buna-N.
4.
Neoprene:
CH2=CHCCl=CH2
which is called chloroprene is the monomer of Neoprene.

In both the monomers of PHBV, the chiral center or the chiral carbon has four different substituents. In 3-hydroxybutanoic acid, the third carbon has these four different groups:
OH,CH3,H,CH2COOH.
In 3-hydroxypentanoic acid, the third carbon has these four different groups:
OH,CH2CH3,CH2COOH,H
Hence, both these monomers are chiral.
Therefore, the correct answer is option (a) that is PHBV.

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