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Question

Trans3,6dimethyloct4ene (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:

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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).
Total stereoisomers when (A) is cis = 3.

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