MolSynapsequestion bank
MolSynapse / Question bank / Stereoisomerism / Cyclic stereoisomers (cyclopropane, cyclobutane, cyclohexane) from structures
NEET levelSingle correct optionDifficulty 1 of 3st307

The compound shown is trans-1,3-dibromocyclohexane. Its mirror image is

  1. Aa different compound, its enantiomer
  2. Bthe same compound, because the molecule has a plane of symmetry
  3. Cthe cis isomer, a diastereomer
  4. Da constitutional isomer

Answer: A

In the trans isomer the two bromines are on opposite faces of the ring, so a mirror plane through C2 and C5 (which would exchange C1 and C3) does not exist; it exists only in the cis isomer. The two stereocentres have the same descriptor, (1R,3R) or (1S,3S), and the molecule is chiral. Reflection changes both descriptors and gives the non-superimposable enantiomer; it cannot change a trans relationship into cis.
Practice Stereoisomerism More on Cyclic stereoisomers (cyclopropane, cyclobutane, cyclohexane) from structures

More questions on Cyclic stereoisomers (cyclopropane, cyclobutane, cyclohexane) from structures