Format

Send to

Choose Destination
See comment in PubMed Commons below
Int J Mol Sci. 2013 Apr 2;14(4):7286-301. doi: 10.3390/ijms14047286.

Kinetic studies that evaluate the solvolytic mechanisms of allyl and vinyl chloroformate esters.

Author information

1
Department of Chemistry, Wesley College, 120 N. State Street, Dover, DE 19901-3875, USA. dsouzama@wesley.edu.

Abstract

At 25.0 °C the specific rates of solvolysis for allyl and vinyl chloroformates have been determined in a wide mix of pure and aqueous organic mixtures. In all the solvents studied, vinyl chloroformate was found to react significantly faster than allyl chloroformate. Multiple correlation analyses of these rates are completed using the extended (two-term) Grunwald-Winstein equation with incorporation of literature values for solvent nucleophilicity (NT) and solvent ionizing power (YCl). Both substrates were found to solvolyze by similar dual bimolecular carbonyl-addition and unimolecular ionization channels, each heavily dependent upon the solvents nucleophilicity and ionizing ability.

PMID:
23549265
PMCID:
PMC3645686
DOI:
10.3390/ijms14047286
[Indexed for MEDLINE]
Free PMC Article
PubMed Commons home

PubMed Commons

0 comments
How to join PubMed Commons

    Supplemental Content

    Full text links

    Icon for Multidisciplinary Digital Publishing Institute (MDPI) Icon for PubMed Central
    Loading ...
    Support Center