Journal
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
Volume 14, Issue 4, Pages 7286-7301Publisher
MDPI
DOI: 10.3390/ijms14047286
Keywords
allyl chloroformate; vinyl chloroformate; mechanisms; solvolysis; nucleophilicity; ionizing power; pi electron cloud; Grunwald-Winstein equation; Linear Free Energy Relationships (LFERs)
Funding
- National Center for Research Resources-NCRR [5P20RR016472-12]
- National Institute of General Medical Sciences-NIGMS from the National Institutes of Health [8 P20 GM103446-12]
- National Science Foundation (NSF) EPSCoR [EPS-0814251]
- State of Delaware (DE)
- leadership of the University of Delaware
- NSF [0960503]
- Direct For Biological Sciences
- Div Of Biological Infrastructure [0960503] Funding Source: National Science Foundation
- Office Of The Director
- EPSCoR [814251] Funding Source: National Science Foundation
Ask authors/readers for more resources
At 25.0 degrees 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 (N-T) and solvent ionizing power (Y-Cl). 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.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available
Share Paper
