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Q.Write the bond line structural formula of the following compound: 2-Chloro-6-methylcyclohexanol.

Manipur CohsemCouncil of Higher Secondary Education, Manipur (Higher Secondary 1st Year) 2022Subjective· 1mImportance★★★★★
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Name the parent as cyclohexanol (the -ol suffix fixes -OH at C1); the locants '2-chloro' and '6-methyl' place -Cl and -CH3 on the two ring carbons on either side of the -OH carbon.

Breaking down the IUPAC name 'systematically':

  • Parent chain/ring: 'cyclohexanol' — a six-membered saturated carbocyclic ring bearing an -OH group. By convention, the carbon bearing the principal characteristic group (-OH, expressed by the suffix '-ol') is numbered C1.
  • '2-Chloro': a chlorine substituent on ring carbon C2 (adjacent to C1).
  • '6-Methyl': a methyl (-CH3) substituent on ring carbon C6 (the other ring carbon adjacent to C1, on the opposite side from C2).

Bond-line (skeletal) structure, described by ring position (drawn as a hexagon with each vertex/corner representing a ring CH or C):

  • C1 (top vertex): bears -OH
  • C2 (next vertex, going one way around the ring): bears -Cl
  • C3, C4, C5: plain ring -CH2- carbons (unsubstituted)
  • C6 (the vertex adjacent to C1 on the other side): bears -CH3 …

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