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J Phys Chem A. 2005 Mar 17;109(10):2120-6. doi: 10.1021/jp044862o.

Breaking of ketene bonds during HCl addition to trimethylsilylketene.

The journal of physical chemistry. A

Nathalie Piétri, Anouk Gaudel-Siri, Isabelle Couturier-Tamburelli, Jean-Marc Pons, Jean-Pierre Aycard

Affiliations

  1. Laboratoire PIIM-UMR 6633, Université de Provence, Centre Scientifique de St-Jérôme, Case 252, av. Esc. Normandie-Niemen, 13397 Marseille Cedex 20, France.

PMID: 16838983 DOI: 10.1021/jp044862o

Abstract

IR spectroscopy is coupled with the matrix isolation technique to study the reaction of trimethylsilylketene with HCl. From 50 K trimethylsilylketene reacts with hydrogen chloride, leading to the cleavage of the Si-C bond and the formation of trimethylsilyl chloride and acetyl chloride, through intermediate trimethylsilylacetyl chloride which was identified. A reaction profile for this result is proposed based on a theoretical study carried out at the DFT level.

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