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The mechanism of the reaction between an aziridine and carbon dioxide with no added catalyst.

Authors :
Phung, Chau
Tantillo, Dean J.
Hein, Jason E.
Pinhas, Allan R.
Source :
Journal of Physical Organic Chemistry. Jan2018, Vol. 31 Issue 1, pn/a-1. 7p.
Publication Year :
2018

Abstract

The mechanism of the reaction at room temperature between an unactivated 2-alkyl aziridine and carbon dioxide to generate the corresponding oxazolidinone in glass has been studied. Theoretical calculations suggest that this reaction should not proceed at room temperature in the absence of a catalyst. In cases where a reaction was observed, kinetic studies show that the reaction displays a zero-order dependence with respect to aziridine, indicating that free aziridine is not involved in the rate-determining step. An ammonium salt generated in situ acts as a catalyst. The amount of this catalyst is diminutive, which prevented spectroscopic identification, and it is not readily removed from the starting material using chromatography. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
08943230
Volume :
31
Issue :
1
Database :
Academic Search Index
Journal :
Journal of Physical Organic Chemistry
Publication Type :
Academic Journal
Accession number :
126723605
Full Text :
https://doi.org/10.1002/poc.3735