Chemistry - STEREO ISOMERISM Question with Solution | TestHub
Find the number of meso, enantiomer, diastereomer structures in gamexene (C6H6Cl6).
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Solution:
Ans. (A) 7 meso, 2 enantiomer, 8 diastereomers.
Sol. Write each stereoisomer of 1,2,3,4,5,6-hexachlorocyclohexane as an up/down pattern of the six Cl atoms. Nine configurations are distinct: (1) all-cis; (2) 1-trans; (3) 1,4-trans; (4) 1,3-trans; (5) 1,2-trans; (6) 1,2,3-trans; (7) and (8) the two 1,2,4-trans forms; (9) 1,3,5-trans. Of these, (1)-(6) and (9) each have a plane or centre of symmetry and are superimposable on their mirror images: 7 meso structures. The two 1,2,4-trans structures (7) and (8) are non-superimposable mirror images of each other: one enantiomeric pair (2 enantiomer structures). Each structure is diastereomeric with the remaining eight, giving 8 diastereomers.
