MolSynapsequestion bank
MolSynapse / Question bank / Stereoisomerism / Cyclic stereoisomers (cyclopropane, cyclobutane, cyclohexane) from structures
JEE Advanced levelOne or more correct optionsDifficulty 3 of 3st317

The compound shown is 1-ethyl-2-methylcyclobutane with no configuration specified. Treating the ring as planar and considering configurational stereoisomers only, which statements are correct?

  1. AThe compound has four stereoisomers
  2. BThe cis isomer is a meso compound
  3. CThe stereoisomers form two pairs of enantiomers
  4. DThe cis and trans isomers are diastereomers of each other

Answer: A, C, D

C1 (bearing ethyl) and C2 (bearing methyl) are stereocentres with different substituents, so the mirror plane that makes cis-1,2-dimethylcyclobutane meso does not exist here. Both the cis and the trans isomers are chiral, giving two pairs of enantiomers and stereoisomers in total. cis and trans differ at only one centre and are not mirror images, so they are diastereomers.
Practice Stereoisomerism More on Cyclic stereoisomers (cyclopropane, cyclobutane, cyclohexane) from structures

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