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Basics of Organic Chemistry question

2003 · Shift 0 · Q11
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Basics of Organic Chemistry question

2003 · Shift 0 · Q11

JEE MainChemistryBasics of Organic ChemistryMCQ+4 / −1
The IUPAC name of CH3COCH(CH3)2CH_3COCH(CH_3)_2CH3​COCH(CH3​)2​ is
  1. A
    2-methyl-3-butaone
  2. B
    4-methylisopropyl 1 ketone
  3. C
    3-methyl-2-butaone
  4. D
    Isopropylmethyl ketone
View written solutionFree

Correct answer: C

  1. Identify the functional group

The compound is: CH3COCH(CH3)2CH_3COCH(CH_3)_2CH3​COCH(CH3​)2​

This contains a ketone group, i.e. a carbonyl group (−CO−)(-CO-)(−CO−).

  1. Choose the longest carbon chain containing the carbonyl carbon

Let us expand the structure: CH3−CO−CH(CH3)2CH_3-CO-CH(CH_3)_2CH3​−CO−CH(CH3​)2​

The longest chain containing the carbonyl carbon has 4 carbons: CH3−CO−CH−CH3CH_3-CO-CH-CH_3CH3​−CO−CH−CH3​

So the parent chain is butanone.

  1. Number the chain to give the carbonyl carbon the lowest number

Numbering from the left: CH3−CO−CH(CH3)−CH3CH_3-CO-CH(CH_3)-CH_3CH3​−CO−CH(CH3​)−CH3​

This gives:

  • carbonyl carbon at position 222
  • methyl substituent at position 333

So the name becomes: 3-methylbutan-2-one\boxed{3\text{-methylbutan-2-one}}3-methylbutan-2-one​

In the style of the options, this is written as: 3-methyl-2-butanone\boxed{3\text{-methyl-2-butanone}}3-methyl-2-butanone​

  1. Check the options
  • A: 2-methyl-3-butaone → incorrect numbering and incorrect format
  • B: 4-methylisopropyl 1 ketone → not IUPAC
  • C: 3-methyl-2-butaone → corresponds to 3-methyl-2-butanone, correct option
  • D: Isopropylmethyl ketone → common name, not IUPAC

Therefore, the correct answer is: C\boxed{\text{C}}C​

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