Question

Which of the following compounds has a stereoisomer that is a meso compound? Check all that...

Which of the following compounds has a stereoisomer that is a meso compound?

Check all that apply.

1,2-dibromocyclobutane
2,4-difluorohexane
2,4-difluoropentane
1,4-dichlorocyclohexane
2,4-dimethylpentane
1,3-dichlorocyclohexane
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Answer #1

Meso compound is a molecule with more than one chiral centre, the meso compound will become achiral and superimposable with its mirror image due to internal plane of symmetry

compounds having meso isomers

all above compound have internal plane of symmetry therefore compounds are achiral

compounds does not have meso isomer

2,4-dimethylpentane: does not have chiral center therefore meso isomer is not possible

2,4-difluorohexane: internal plane of symmetry is not possible

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