Question #ff228

2 Answers
Sep 25, 2015

There are seven diastereomers for this compound.

Explanation:

L-lyxonic acid

Your molecule has three chiral centres: #"C-2"#, #"C-3"#, and #"C-4"#.

The maximum number of stereoisomers is #2^n#, where #n# is the number of chiral centres.

#n=3#, and #2^3=8#

No internal mirror image is possible, so there are no meso compounds to reduce the number of stereoisomers.

There are eight stereoisomers in all.

But the mirror image of your compound is an enantiomer, not a diastereomer.

So there are seven diastereomers.

Sep 25, 2015

6 pairs of diastereomers or 7 diastereomers

Explanation:

By looking at the structure of this molecule, you can identify three stereogenic centres.

enter image source here

The general rule for number of stereoisomers is: For #n# number of stereogenic centres, the maximum number or stereoisomers is #2^n# .

This rule applies to all molecules that do not possess plane of symmetry which is the case of this molecule.

Therefore, for the molecule in question, there will be #2^3=8# stereoisomers.

Stereoisomers (#8#):
#R, R, R#
#R, R, S#
#R, S, S#
#R, S, R#
#S, R, R#
#S, S, R#
#S, R, S#
#S, S, S#

Pairs of enantiomers (#4#):
#R, R, R# and #S, S, S#
#R, R, S# and #S, S, R#
#R, S, S# and #S, R, R#
#R, S, R# and #S, R, S#

Pairs of diastereomers (#24#):
#R, R, R# and #R, R, S#
#R, R, R# and #R, S, S#
#R, R, R# and #R, S, R#
#R, R, R# and #S, R, R#
#R, R, R# and #S, S, R#
#R, R, R# and #S, R, S#

#R, R, S# and #R, S, S#
#R, R, S# and #R, S, R#
#R, R, S# and #S, R, R#
#R, R, S# and #S, R, S#
#R, R, S# and #S, S, S#

#R, S, S# and #R, S, R#
#R, S, S# and #S, S, R#
#R, S, S# and #S, R, S#
#R, S, S# and #S, S, S#

#R, S, R# and #S, R, R#
#R, S, R# and #S, S, R#
#R, S, R# and #S, S, S#

#S, R, R# and #S, S, R#
#S, R, R# and #S, R, S#
#S, R, R# and #S, S, S#

#S, R, S# and #S, S, R#
#S, R, S# and #S, S, S#

#S, S, R# and #S, S, S#

So for a given molecule, you will have one pair of enatiomers and 6 pairs of diastereomers (or 7 diastereomers).