Question:

Compound(s) that show(s) an intense peak at \( m/z = 120 \) in the EI mass spectrum is/are:

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The \( m/z = 120 \) peak in EI mass spectra typically arises from the tropylium ion, commonly observed in compounds with benzyl or substituted aryl alkyl chains. Look for benzylic cleavage pathways.
Updated On: Apr 19, 2025
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The Correct Option is A, B, D

Solution and Explanation

The intense peak at m/z = 120 in EI (Electron Impact) mass spectrometry often corresponds to the tropylium ion (C7H7+), a very stable aromatic cation. This ion is formed by the fragmentation of alkyl-substituted benzyl systems.

  • (A) The compound is phenylbutanone. On EI ionization, it can lose the carbonyl side chain and rearrange to form the stable tropylium ion (m/z = 120). CORRECT
  • (B) The structure is similar, with an isopropyl substitution. Fragmentation also allows formation of the tropylium ion. CORRECT
  • (C) This is a salicylic acid derivative. No alkyl chain or benzylic system is available to form the tropylium ion. WRONG
  • (D) This is methyl salicylate. On fragmentation, the ester moiety can allow tropylium ion formation via rearrangement. CORRECT

✅ Final Answer: Compounds (A), (B), and (D) show a peak at m/z = 120.

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