JEE Main · 2024 · Shift-IeasyGOC-012

Given below are two statements: Statement-I: IUPAC name of HO-CH2-(CH2)3-CH2-COCH3 is 7-hydroxyheptan-2-one.…

General Organic Chemistry (GOC) · Class 11 · JEE Main Previous Year Question

Question

Given below are two statements:

Statement-I: IUPAC name of \ceHOCH2(CH2)3CH2COCH3\ce{HO-CH2-(CH2)_3-CH2-COCH3} is 7-hydroxyheptan-2-one.

Statement-II: 2-oxoheptan-7-ol is the correct IUPAC name for above compound.

In the light of the above statements, choose the most appropriate answer from the options given below.

Options
  1. a

    Statement-I is correct but Statement-II is incorrect

  2. b

    Both Statement-I and Statement-II are incorrect

  3. c

    Both Statement-I and Statement-II are correct

  4. d

    Statement-I is incorrect but Statement-II is correct

Correct Answera

Statement-I is correct but Statement-II is incorrect

Detailed Solution

IUPAC Nomenclature Priority Rules:

When a compound has multiple functional groups, the principal functional group gets the lowest number.

Priority order (decreasing): \ceCOOH>SO3H>COOR>COCl>CONH2>CHO>>C=O>OH>NH2\ce{-COOH > -SO3H > -COOR > -COCl > -CONH2 > -CHO > >C=O > -OH > -NH2} image Correct name: 7-hydroxyheptan-2-one

Statement-I: 7-hydroxyheptan-2-one ✓ Correct

Statement-II: 2-oxoheptan-7-ol ✗ Incorrect

  • This name treats alcohol as principal group, which is wrong
  • "Oxo" is used for ketone as prefix, but ketone should be the suffix

Answer: (a) Statement-I is correct but Statement-II is incorrect\boxed{\text{Answer: (a) Statement-I is correct but Statement-II is incorrect}}

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