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Which of the following cyclic hydrocarbon structures would be NOT categorized as an achiral compound?
  • a)
  • b)
  • c)
  • d)
Correct answer is option 'D'. Can you explain this answer?
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Which of the following cyclic hydrocarbon structures would be NOT cate...
  • There are two possibilities here for achirality. The first case is that there are no stereocenters on a particular molecule, and the second case is when a compound has a stereocenter, it can be achiral only when it is a meso compound.
  • A meso compound is the non-optically active member of a set of stereoisomers, which necessarily have at least 2 stereocenters. It can be identified by an internal plane of symmetry, but sometimes a point or axis of symmetry, like in axial symmetry.
  • For c,c,t-1, 3, 5-trimethylcyclohexane, this achiral compound has a plane of symmetry through C2 and C5:
  • For 4-methyl-1-cyclohexanol, this achiral compound has a plane of symmetry through C1 and C4:
  • For cyclohex-4-ene-1,2-diyldimethanol, there is a plane of symmetry bisecting the double bond between C-4 and C-5:
  • The remaining compound, 3,5-dimethyl-cyclo-1-hexene, is not an achiral compound and will rotate plane-polarized light as a chiral compound due to a lack of a plane or axis of symmetry.
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Which of the following cyclic hydrocarbon structures would be NOT cate...
  • There are two possibilities here for achirality. The first case is that there are no stereocenters on a particular molecule, and the second case is when a compound has a stereocenter, it can be achiral only when it is a meso compound.
  • A meso compound is the non-optically active member of a set of stereoisomers, which necessarily have at least 2 stereocenters. It can be identified by an internal plane of symmetry, but sometimes a point or axis of symmetry, like in axial symmetry.
  • For c,c,t-1, 3, 5-trimethylcyclohexane, this achiral compound has a plane of symmetry through C2 and C5:
  • For 4-methyl-1-cyclohexanol, this achiral compound has a plane of symmetry through C1 and C4:
  • For cyclohex-4-ene-1,2-diyldimethanol, there is a plane of symmetry bisecting the double bond between C-4 and C-5:
  • The remaining compound, 3,5-dimethyl-cyclo-1-hexene, is not an achiral compound and will rotate plane-polarized light as a chiral compound due to a lack of a plane or axis of symmetry.
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