PMDC Verified Question 60 of 83
Have a critical look at the given structure:

$$ \text{H}_3\text{C--CH}(\text{CH}_3)\text{--CH}(\text{CH}_3)\text{--CH}_2\text{--CH}(\text{CH}_3)\text{--CH}_3 $$

The IUPAC name of this compound is:
A
2-Methyl-4-isopropylpentane
B
2,3,5-Trimethylhexane
C
2,4,5-Trimethylhexane
D
2-Isobutyl-3-methylbutane
Tap any option to test your recall and reveal the step-by-step Propolis autopsy.

Propolis Cognitive Error Autopsy

Official Correct Choice:
Option B: 2,3,5-Trimethylhexane
Concept:

To name a branched alkane: 1) Identify the longest continuous chain. 2) Number from the end closest to the first branch. 3) Group identical substituents using multipliers (di, tri, etc.).

Solution:

  • Longest chain: The straight horizontal chain contains 6 carbons (hexane).


  • Numbering:
    • Numbering left-to-right gives branches at 2, 3, and 5 (Sum = 10).
    • Numbering right-to-left gives branches at 2, 4, and 5 (Sum = 11).
    • The lowest locant set is 2,3,5.


  • Substituents: There are three methyl groups at positions 2, 3, and 5. This makes it "trimethyl".


  • Putting it together gives 2,3,5-trimethylhexane.


Why other options are incorrect:

Option A fails to identify the longest chain (6 instead of 5). Option C uses incorrect numbering (from the wrong side). Option D uses non-IUPAC branching rules.

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