Chemistry Alkyl Halides BUMHS 2024
PMDC Verified Question 11 of 13
Alkyl halides IUPAC name of the following compound is:

\( CH_3-CH_2-C(Cl)(CH_3)-CH_2-CH_3 \)
A
Hexylchloride
B
3-Chloromethylhexane
C
3-Chloro-3-ethylbutane
D
3-Chloro-3-methylpentane
Tap any option to test your recall and reveal the step-by-step Propolis autopsy.

Propolis Cognitive Error Autopsy

Official Correct Choice:
Option D: 3-Chloro-3-methylpentane
Concept:

IUPAC naming requires identifying the longest continuous carbon chain, numbering it to give the lowest locants to substituents, and listing substituents alphabetically.

Solution:

  • Step 1: Identify the longest chain.
    The longest continuous horizontal chain consists of 5 carbon atoms: \( CH_3-CH_2-C-CH_2-CH_3 \). A 5-carbon chain is a pentane.
  • Step 2: Number the chain.
    Numbering from either the left or the right places the central carbon at position 3.
  • Step 3: Identify substituents.
    On Carbon 3, there is a chlorine atom (chloro) and a methyl group (methyl).
  • Step 4: Assemble alphabetically.
    "Chloro" comes before "methyl". Both are at position 3.
  • Therefore, the full IUPAC name is 3-Chloro-3-methylpentane.


Why other options are incorrect:

  • Option C: Identifying the chain as "butane" means a 4-carbon chain was incorrectly selected instead of the longest 5-carbon chain.
  • Option B: Hexane implies a 6-carbon continuous chain, which does not exist in this molecule.

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