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JEE MainChemistryGeneral Organic Chemistry

An organic compound consists of a cyclohexene ring. A cyano group ( -CN ) and a hydroxyl group ( -OH ) are attached to adjacent saturated carbon atoms of the ring. The double bond is positioned such that one of the double-bonded carbons is directly attached to the carbon bearing the cyano group. What is the correct IUPAC name of this compound?

Options

  1. A2-Hydroxycyclohex-5-ene-1-carbonitrile
  2. B6-Cyanocyclohex-2-en-1-ol
  3. C6-Hydroxycyclohex-2-ene-1-carbonitrile
  4. D1-Cyano-6-hydroxycyclohex-2-ene

Correct answer

C. 6-Hydroxycyclohex-2-ene-1-carbonitrile

Step-by-step solution

Based on the structural description, the compound is a six-membered ring containing one double bond, with a cyano group and a hydroxyl group on adjacent saturated carbons. Furthermore, the double bond is adjacent to the carbon bearing the cyano group. According to IUPAC nomenclature rules, we first identify the principal functional group. The priority order is -CN > -OH > C=C . Since the cyano group has the highest priority, the carbon attached to it is assigned position 1, and the suffix is '-carbonitrile'. The hy

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