6533b854fe1ef96bd12ae870

RESEARCH PRODUCT

Thiophene series. Substituent effect on thiophenoxy debromination of various 2-nitro-3-bromo-5-X-thiophenes

Domenico SpinelliGiuseppe GuantiC. Dell’erba

subject

SodiumOrganic ChemistryKineticsHeteroatomSubstituentchemistry.chemical_elementRing (chemistry)Medicinal chemistrychemistry.chemical_compoundchemistryNitroThiopheneOrganic chemistryMethanol

description

The kinetics of the reaction of a series of 2-nitro-3-bromo-5-X-thiophenes with sodium thiophenoxide in methanol were determined. The plot of log k against σ-values gave ρ-value + 4.51 at 20°. Good correlation was observed pointing out the validity of the Hammett relationship for reactions occurring directly on the thiophene ring at the β-position with respect to the heteroatom.

https://doi.org/10.1002/jhet.5570070616