A Study of Solvent Effects in the Solvolysis of Propargyl Chloroformate

Joint Authors

D'Souza, Malcolm J.
Darrington, Anthony M.
Kevill, Dennis N.

Source

ISRN Organic Chemistry

Issue

Vol. 2011, Issue 2011 (31 Dec. 2011), pp.1-6, 6 p.

Publisher

Hindawi Publishing Corporation

Publication Date

2011-04-11

Country of Publication

Egypt

No. of Pages

6

Main Subjects

Chemistry

Abstract EN

The specific rates of solvolysis of propargyl chloroformate (1) are analyzed in 22 solvents of widely varying nucleophilicity and ionizing power values at 25.0°C using the extended Grunwald-Winstein equation.

Sensitivities to solvent nucleophilicity (l) of 1.37 and to solvent ionizing power (m) of 0.47 suggest a bimolecular process with the formation of a tetrahedral intermediate.

A plot of the rates of solvolysis of 1 against those previously reported for phenyl chloroformate (2) results in a correlation coefficient (R) of 0.996, a slope of 0.86, and an F-test value of 2161.

The unequivocal correlation between these two substrates attests that the stepwise association-dissociation (AN + DN) mechanism previously proposed for 2 is also operative in 1.

American Psychological Association (APA)

D'Souza, Malcolm J.& Darrington, Anthony M.& Kevill, Dennis N.. 2011. A Study of Solvent Effects in the Solvolysis of Propargyl Chloroformate. ISRN Organic Chemistry،Vol. 2011, no. 2011, pp.1-6.
https://search.emarefa.net/detail/BIM-497133

Modern Language Association (MLA)

D'Souza, Malcolm J.…[et al.]. A Study of Solvent Effects in the Solvolysis of Propargyl Chloroformate. ISRN Organic Chemistry No. 2011 (2011), pp.1-6.
https://search.emarefa.net/detail/BIM-497133

American Medical Association (AMA)

D'Souza, Malcolm J.& Darrington, Anthony M.& Kevill, Dennis N.. A Study of Solvent Effects in the Solvolysis of Propargyl Chloroformate. ISRN Organic Chemistry. 2011. Vol. 2011, no. 2011, pp.1-6.
https://search.emarefa.net/detail/BIM-497133

Data Type

Journal Articles

Language

English

Notes

Includes bibliographical references

Record ID

BIM-497133