Trans−3,6−dimethyloct−4−ene (A) exists in two diastereomers (I) and (II). Which statement is true about (I) and (II)? If the stereochemistry about the double bond in (A) is cis-, the total number of stereoisomers for (A) is:
A
2, pair of enatiomers
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B
3, one pair of enantiomers and one meso form (optically inactive due to the presence of centre of symmetry)
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C
3, one pair of enantiomers and one meso form (Optically inactive due to the presence of plane of symmetry)
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D
2, both optically inactive due to the presence of both centre and plane of symmetry.
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Solution
The correct option is C 3, one pair of enantiomers and one meso form (Optically inactive due to the presence of plane of symmetry) Trans-3, 6-Dimethyl oct-4-ene (A) exists in two diastereomers (I) and (II). (I) is optically active and (II) is not as it contains a center of symmetry.
If compound (a) is cis, we get two diastereomers, (III) and (IV). (III) is meso (optically inactive) due to plane of symmetry. (IV) is O.A. (two enantiomers).