𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Gas-phase reactivity of the OP(OCH3)2+ phosphonium ion with aliphatic esters in a quadrupole ion trap. Spontaneous elimination of ketenes

✍ Scribed by Eric Leclerc; Marie-Hélène Taphanel; Jean-Pierre Morizur

Publisher
John Wiley and Sons
Year
2002
Tongue
English
Weight
266 KB
Volume
37
Category
Article
ISSN
1076-5174

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

Ion–molecule reactions between the OP(OCH~3~)~2~^+^ phosphonium ions and five aliphatic esters (methyl acetate, methyl propionate, methyl 2‐methylpropionate, methyl butyrate and ethyl acetate) were performed in a quadrupole ion trap mass spectrometer. The OP(OCH~3~)~2~^+^ phosphonium ions, formed by electron ionization from neutral trimethyl phosphite, were found to react with aliphatic esters to give an adduct ion [RR′CHCOOR″, OP(OCH~3~)~2~]^+^, which loses spontaneously a molecule of ketene CH~2~CO or substituted ketenes RR′CCO. Isotope‐labeled methyl acetate was used to elucidate fragmentation mechanisms. The potential energy surface obtained from B3LYP/6–31G(d,p) calculations for the reaction between OP(OCH~3~)~2~^+^ and methyl acetate is described. Copyright © 2002 John Wiley & Sons, Ltd.

📜 SIMILAR VOLUMES

Gas-phase reactivity of the OP(OCH3)2+ p
Gas-phase reactivity of the OP(OCH3)2+ phosphonium ion towards α,β-unsaturated esters in a quadrupole ion trap
✍ Eric Leclerc; Emmanuelle Leon; Marie-Hélène Taphanel; Jean-Pierre Morizur 📂 Article 📅 2005 🏛 John Wiley and Sons 🌐 English ⚖ 345 KB

## Abstract Ion–molecule reactions between the OP(OCH~3~)~2~^+^ phosphonium ions and eight α,β‐unsaturated esters (methyl acrylate, ethyl acrylate, methyl crotonate, ethyl crotonate, methyl 3,3‐dimethylacrylate, ethyl 3,3‐dimethylacrylate, methyl methacrylate and ethyl methacrylate) were performed

Gas-phase Ion-Molecule Reactions of Trim
Gas-phase Ion-Molecule Reactions of Trimethyl Phosphite with the Phosphonium Ion OP(OCH3)2+ in a Quadrupole Ion Trap
✍ Morizur, J.-P.; Gevrey, S.; Luna, A.; Taphanel, M.-H. 📂 Article 📅 1997 🏛 John Wiley and Sons 🌐 English ⚖ 334 KB 👁 2 views

The gas-phase ion-molecule reactions of the phosphonium ion formed by electron impact with OP(OCH 3 ) 2 ' neutral trimethyl phosphite were studied with the use of a quadrupole ion trap (QIT) mass spectrometer. Observed reactions include competing methoxy transfers between and the neutral species to