Subjective Type

How many stereoisomers are possible for 3,4-dimethylheptane? which are pairs of enantiomers and which are meso compounds?

Solution

Answer:
There are four possible stereoisomers for 3,4-dimethylheptane. There are two pairs of enantiomers and no meso compounds.
Explanation:
The formula of 3,4-dimethylheptane is
C-3 and C-4 are chiral centres, so the maximum number of stereoisomers is $$2^2 = 4$$
The easiest way to see these isomers is to draw their Fischer projections.
Start by drawing four templates. C-1 is at the top, and C-3 and C-4 are the two atoms with the horizontal bonds.
Now add the H atoms in all possible positions on the horizontal lines:
two to the left;
two to the right;
one to the left and one to the right;
one to the right and one to the left.
There are no internal mirror planes of symmetry, so there are no meso compounds.
The two isomers on the left are a pair of enantiomers, and the two isomers on the right are a pair of enantiomers.

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