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Basics of Organic Chemistry question

2017 · 8 Apr · Shift 1 · Q3
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Basics of Organic Chemistry question

2017 · 8 Apr · Shift 1 · Q3

JEE MainChemistryBasics of Organic ChemistryMCQ+4 / −1
The IUPAC name of the following compound is : JEE Main 2017 (Online) 8th April Morning Slot Chemistry - Basics of Organic Chemistry Question 218 English
  1. A
    1, 1-Dimethyl-2-ethylcylohexane
  2. B
    2-Ethyl-1, 1-dimethylcyclohexane
  3. C
    1-Ethyl-2,2-dimethylcyclohexane
  4. D
    2, 2-Dimethyl-1-ethylcycohexane
View written solutionFree

Correct answer: B

  1. Identify the parent ring

    The compound is a substituted cyclohexane, so the parent name is: cyclohexane\text{cyclohexane}cyclohexane

  2. Identify the substituents

    From the structure/options, the ring has:

    • one ethyl group
    • two methyl groups on the same carbon, i.e. gem-dimethyl
  3. Choose numbering to get the lowest set of locants

    There are two possible ways to number the ring:

    • Ethyl at carbon 1 and dimethyl at carbon 2 ⇒\Rightarrow⇒ locants: 1,2,21,2,21,2,2
    • Dimethyl at carbon 1 and ethyl at carbon 2 ⇒\Rightarrow⇒ locants: 1,1,21,1,21,1,2

    By the lowest set of locants rule, we choose: 1,1,21,1,21,1,2 since this is lower than 1,2,21,2,21,2,2.

    So the numbering is:

    • two methyl groups at carbon 1
    • one ethyl group at carbon 2
  4. Arrange substituents alphabetically

    In IUPAC naming, substituents are written in alphabetical order, ignoring multiplicative prefixes like di-, tri-, etc.

    So:

    • ethyl comes before methyl

    Therefore the name is: 2-ethyl-1,1-dimethylcyclohexane\text{2-ethyl-1,1-dimethylcyclohexane}2-ethyl-1,1-dimethylcyclohexane

  5. Check options

    • A: 1,1-Dimethyl-2-ethylcyclohexane
      Locants are fine, but substituents are not written in alphabetical order.

    • B: 2-Ethyl-1,1-dimethylcyclohexane
      Correct locants and correct alphabetical order.

    • C: 1-Ethyl-2,2-dimethylcyclohexane
      Gives locants 1,2,21,2,21,2,2, which is not the lowest set.

    • D: 2,2-Dimethyl-1-ethylcyclohexane
      Gives locants 1,2,21,2,21,2,2, not lowest; also order not preferred.

  6. Final answer

    The correct IUPAC name is: 2-Ethyl-1,1-dimethylcyclohexane\boxed{\text{2-Ethyl-1,1-dimethylcyclohexane}}2-Ethyl-1,1-dimethylcyclohexane​

    Hence, the correct option is B.

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