Single correct option
The number of stereoisomers (counting enantiomers separately) of the compound (hepta-2,5-dien-4-ol) is
- A. 3
- B. 6
- C. 4
- D. 8
Show answer and solution
Answer: (C) 4
There are two stereogenic double bonds (C2=C3 and C5=C6) and a carbinol carbon C4. Treat the double-bond geometries first. For and the two groups on C4 are identical in constitution and configuration, so C4 is not a stereocentre and each gives one achiral (meso-like) compound. For the two alkenyl arms differ in configuration, so C4 carries four different groups and is a true stereocentre; the and descriptions are the same compound with the numbering reversed, so we get only one constitution-geometry pair but two enantiomers, and . Total . The naive overcounts, and 3 forgets the enantiomeric pair.
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