Author:
Bouchoux G.,Hoppilliard Y.,Flammang R.,Maquestiau A.,Meyrant P.
Abstract
The [C4H7O]+ ions arising from 2-pentanone (1), 3-methylbutanone (2), 2-methylbut-3-en-2-ol (3), pent-3-en-2-ol (4), and 3-methylbut-3-en-2-ol (5) by methyl loss were studied by collisional activation. A triple sector (E/B/E) mass spectrometer was used to distinguish between fragment ion structures produced in the source and in the first field free region. The collision induced dissociations confirm or demonstrate that: (i) in the source, the methyl originally on the position 1 in compounds 1–5 is lost to give, respectively, [n-C3H7CO]+ (a), [i-C3H7CO] + (b), [CH3COHCHCH2] + (c), [CH3CHCHCHOH]+ (d), and [CH2C(CH3)CHOH]+ (e), while the methyl loss from the side chain gives, competitively, ion c for the five precursors; (ii) in the first field free region molecular ions 1,3,4, and 5 produce an identical mixture of structures a, b, and c; the molecular ion 2 leads essentially to acylium ion b. The mechanisms and the thermochemistry of the isomerization path of 1–5 are discussed.
Publisher
Canadian Science Publishing
Subject
Organic Chemistry,General Chemistry,Catalysis
Cited by
13 articles.
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