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Kinetics of bromine addition to unsaturated sulphones. Part 2.—Effect of conjugation

1967; Royal Society of Chemistry; Volume: 63; Linguagem: Inglês

10.1039/tf9676300911

2050-5647

Sp. Shanmuganathan, V. Subramanian,

Inorganic and Organometallic Chemistry

The rates of bromine addition to several α,β- and β,γ-unsaturated sulphones in glacial acetic acid at 30° follow second-order kinetics. β,γ-unsaturated sulphones add bromine at a slightly faster rate than the corresponding α,β-unsaturated sulphones, indicating that the electrophilic mechanism of addition is operating. The absence of significant decrease in the rate of bromine addition to an α,β-, as compared to the corresponding β,γ-unsaturated sulphone, indicates the absence of significant conjugation of the sulphonyl group with the ethylenic link in the ground state of α,β-unsaturated sulphones.