Which statements about hexane-1,2,3,4,5,6-hexol, HOCH2-CH(OH)-CH(OH)-CH(OH)-CH(OH)-CH2OH, are correct?

It has 10 stereoisomers in total.

There are 4 enantiomeric pairs among its optically active stereoisomers.

It has 10 stereoisomers in total.

The 2^4 rule gives 16, and all 16 are distinct.

There are 4 enantiomeric pairs among its optically active stereoisomers.

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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3st075

Which statements about hexane-1,2,3,4,5,6-hexol, $HOCH X_{2} - CH (OH) - CH (OH) - CH (OH) - CH (OH) - CH X_{2} OH$ , are correct?

AIt has 10 stereoisomers in total.
BExactly 2 of them are meso.
CThe $2^{4}$ rule gives 16, and all 16 are distinct.
DThere are 4 enantiomeric pairs among its optically active stereoisomers.

Answer: A, B, D

The four internal centres C2 to C5 give 16 labelled left/right combinations, and the symmetric constitution identifies combinations that differ by a

18 0^{\circ}

in-plane rotation. The 4 palindromic combinations form 2 meso molecules, and the other 12 combinations give 8 distinct chiral molecules (4 enantiomeric pairs), so the total is

2 + 8 = 10

. The statement that all 16 are distinct is false.

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Which statements about hexane-1,2,3,4,5,6-hexol, HOCHX2​−CH(OH)−CH(OH)−CH(OH)−CH(OH)−CHX2​OH, are correct?

Answer: A, B, D

More questions on Diastereomers, meso compounds and counting stereoisomers

Which statements about hexane-1,2,3,4,5,6-hexol, $HOCH X_{2} - CH (OH) - CH (OH) - CH (OH) - CH (OH) - CH X_{2} OH$ , are correct?