An Investigation of Gaseous α-Halogenated Carbocations and Isomeric Halonium, Halenium, and Allylhalonium Ions

2003 ◽  
Vol 56 (5) ◽  
pp. 437 ◽  
Author(s):  
Robert W. Holman ◽  
Jennifer Davis ◽  
Amy Walstrom ◽  
Michelle McCombs ◽  
Gina Jackson ◽  
...  

We investigated with tandem mass spectrometric methods (MS/MS) the nature and extent of stabilization of gas-phase alkyl, vinyl and 2-allyl carbenium ions caused by halogen participation of neighboring chlorine and bromine atoms. The extent of halogen atom stabilization is greatest for alkyl ions, followed closely by that for vinyl ions, and is significantly less for the 2-halosubstituted allyl ions. The data is consistent with bridged halonium ion formation in alkyl systems and bridged halenium ion formation in vinyl systems. Our results for the 2-chloro allyl system are in accord with an earlier NMR interpretation rather than with recent theory, indicating that a bridged allyl halonium ion species is involved.

1993 ◽  
Vol 76 (6) ◽  
pp. 1344-1347 ◽  
Author(s):  
Jean E Matusik ◽  
Paul P Eilers ◽  
Ellen M Waldron ◽  
Steve M Conrad ◽  
James A Sphon

Abstract A gas chromatographic/tandem mass spectrometric (GC/MS/MS) method has been developed for confirming the identity of propylene and ethylene glycols added to bait fish for preservation. Bait fish are occasionally illegally diverted to human food use. The bait fish were extracted with methanol, the extract was centrifuged and filtered, and the filtrate was concentrated 10-fold and then analyzed by GC/MS/MS. The glycols were separated chromatographically without derivatization or preliminary cleanup. Isobutane positive ion chemical ionization was used to generate the protonated molecular ion species of each glycol. Product-ion MS/MS experiments were performed to obtain spectra to confirm the identities of propylene and ethylene glycols. The identities of these 2 compounds in anchovy extracts were successfully confirmed by this approach.


2013 ◽  
Vol 24 (7) ◽  
pp. 1082-1089 ◽  
Author(s):  
Andreina Ricci ◽  
Simona Piccolella ◽  
Federico Pepi ◽  
Stefania Garzoli ◽  
Pierluigi Giacomello

1990 ◽  
Vol 62 (2) ◽  
pp. 125-129 ◽  
Author(s):  
Ron. Orlando ◽  
Constance. Murphy ◽  
Catherine. Fenselau ◽  
Gordon. Hansen ◽  
Robert J. Cotter

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