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Hydrogen‐deuterium exchange reactions of cis ‐ and trans ‐cyclopropane derivatives with D 2 O and CD 3 OD in the gas phase
Author(s) -
Li Zhili,
Liu Shuying
Publication year - 2000
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/(sici)1097-0231(20000215)14:3<180::aid-rcm855>3.0.co;2-k
Subject(s) - chemistry , deuterium , mass spectrum , dissociation (chemistry) , reagent , hydrogen , cyclopropane , ion , hydrogen–deuterium exchange , analytical chemistry (journal) , mass spectrometry , polyatomic ion , atomic physics , organic chemistry , chromatography , ring (chemistry) , physics
Abstract Gas‐phase hydrogen‐deuterium (H/D) exchange reactions involving four isomeric cyclopropane derivatives were investigated under chemical ionization (CI) conditions, using D 2 O and CD 3 OD as reagent gases. There are abundant ions at [M + 1] + , [M + 2] + and [M + 3] + in the D 2 O and CD 3 OD positive‐ion CI mass spectra of the two isomer pairs 1, 2 and 3, 4. Their CI mass spectra are identical with each pair, and so are the collision‐induced dissociation (CID) spectra of ions [M + 1] + , [M + 2] + and [M + 3] + of each of the two isomer pairs. The CID spectra of [M + 1] + ions indicate that they have common D/H exchange reactions within each pair, which take place between molecular ions and deuterium‐labeling reagents to form the [M − H + D] + ions. Those of their [M + 2] + ions show that they have common D/H exchange reactions within each pair, which form the [M d1 + H] + ions. Those of their [M + 3] + ions show that they have common D/H exchange reactions within each pair, which take place between the [M d1 ] and deuterium‐labeling reagents to produce [M d2 + H] + for the isomer pair 1, 2 and [M d1 + D] + for the isomer pair 3, 4. The number and position, and active order of the active hydrogen atoms of the isomer pairs 1, 2 and 3, 4 were determined. Copyright © 2000 John Wiley & Sons, Ltd.