Chapter 5: Q.27 (page 197)
State how each pair of compounds is related. Are they enantiomers, diastereomers, constitutional isomers, or identical?

a.

b.

c.

d.
Short Answer
- Identical.
- Enantiomers.
- Constitutional isomers.
- Diastereomers.
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Chapter 5: Q.27 (page 197)
State how each pair of compounds is related. Are they enantiomers, diastereomers, constitutional isomers, or identical?

a.

b.

c.

d.
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Draw the structures for each compound.
Like carvone, the two enantiomers of celery ketone smell differently. The R enantiomer smells like celery leaves, whereas the S enantiomer smells like licorice. Draw each enantiomer and assign its odor.

A limited number of chiral compounds having no stereogenic centers exist. For example, although A is achiral, constitutional isomer B is chiral. Make models and explain this observation. Compounds containing two double bonds that share a single carbon atom are called allenes. Locate the allene in the antibiotic mycomycin and decide whether mycomycin is chiral or achiral.


Draw all possible stereoisomers for each compound. Label pairs of enantiomers and diastereomers.

a.

b.

c.
Label each compound as R or S.

a.

b.

c.

d.
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