Chemistry - STEREO ISOMERISM Question with Solution | TestHub

ChemistrySTEREO ISOMERISMCALCULATION OF TOTAL STEREOISOMERSMedium2 minQB
ChemistryMediumsingle choice

Find the number of meso, enantiomer, diastereomer structures in 1,2,3,4,5,6-hexamethylcyclohexane (C6H6(CH3)6).

Options:

Answer:
C
Solution:

Write each stereoisomer as an up/down pattern of the six methyl groups on the ring. Nine configurations are distinct: (1) all-cis; (2) 1-trans; (3) 1,2-trans; (4) 1,3-trans; (5) 1,4-trans; (6) 1,2,3-trans; (7) 1,2,4-trans; (8) 1,3,5-trans; (9) 1,2,4,5-tetra-trans. Seven of the nine have an internal plane of symmetry (achiral); the remaining pattern is chiral and exists as a pair of enantiomers, so the nine configurations make 9 stereoisomers in all. So there are 7 meso (optically inactive) structures, 2 enantiomers (one pair), and 8 diastereomeric relations for any one isomer.

Ans. (C) 7 meso, 2 enantiomer, 8 diastereomers.

Stream:JEESubject:ChemistryTopic:STEREO ISOMERISMSubtopic:CALCULATION OF TOTAL STEREOISOMERS
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