Mayr's Database Of Reactivity Parameters
AK Prof. Mayr

Details of Molecule benzaldehyde (in DMSO)

For reactivities of structurally related compounds go to: Electrophiles » C-Electrophiles » Aldehydes
Structure image of molecule
Molecule class Electrophiles » C-Electrophiles » Aldehydes
Quality *
Parameters E Parameter: -12.90

Only 1 reference nucleophile was used to determine the E parameter. Determined from the kinetics of an epoxidation reaction with a carbanion (ArSO2CHCl-) and corrected by the splitting ratio of forward and backward reaction.

The previously reported E = -19.5 holds for the gross rate constant of the reversible attack of the S-ylide (4-NC-C6H4)CH=SMe2 at PhCHO (JACS 2011, 133, 8240), in which the epoxide ring closure is rate-determining.

Sum formula C7H6O
Solvent DMSO
Reference J. Am. Chem. Soc. 2018, 140, 5500-5515
DOI: 10.1021/jacs.8b01657