benzaldehyde (in DMSO)
Information panel
Name | benzaldehyde (in DMSO) |
Structure | |
Molecule class | Electrophiles » C-Electrophiles » Aldehydes |
SMILES | [H]C(C1=CC=CC=C1)=O |
Molecular formula | C7H6O |
Quality | |
Parameters |
E Param.: -12.90 |
Comment |
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. |
Solvent | DMSO |
Reference |
J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 |