caa a22 4500 465796257 CHVBK 20180323112038.0 cr unu---uuuuu 170327e19901201xx s 000 0 eng 10.1007/BF02541869 doi (NATIONALLICENCE)springer-10.1007/BF02541869 Formation of sultones in olefin sulphonation [Elektronische Daten] [D. Roberts, D. Williams] Sultones are formed in the sulphonation of unbranched α and internal olefins in the sequence β→γ→δ. In the case of α-olefin sulphonation by sulphur trioxide in a short residence time (ca.60 s) reactor, the β→γ sultone reaction has already gone to completion when the reaction mixture emerges from the reactor. Kinetic data are presented for the γ→δ terminal sultone isomerization. In the case of internal olefin sulphonation, formation of γ and δ sultones has not proceeded to a significant extent when the reaction product emerges from the reactor. Kinetic data are presented for the β→γ internal sultone isomerization. Two internal γ-sultones—cis andtrans—are formed, but only one internal δ-sultone, thetrans isomer. The internal γ→ internal δ sultone isomerizations required forcing conditions (150°C, 3 hr incomplete reactions) or prolonged aging (20-25°C, 21 day; δ sultone still the minor sultone). Thecis internal γ sultone is more resistant to isomerization than is itstrans isomer. These reactivity differences are rationalized using arguments developed from that proposed by Bordwell, Osborne and Chapman in 1959 to interpret the effects of methyl substitution on rates of γ-sultone solvolysis. American Oil Chemists' Society (AOCS), 1990 Olefin sulphonation nationallicence sultones nationallicence Roberts D. Port Sunlight Laboratories, Unilever Research, Quarry Road East, L63 3JW, Bebington, Merseyside, U.K. aut Williams D. Port Sunlight Laboratories, Unilever Research, Quarry Road East, L63 3JW, Bebington, Merseyside, U.K. aut Journal of the American Oil Chemists' Society Springer-Verlag 67/12(1990-12-01), 1020-1027 0003-021X 67:12<1020 1990 67 11746 https://doi.org/10.1007/BF02541869 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF02541869 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Roberts D. Port Sunlight Laboratories, Unilever Research, Quarry Road East, L63 3JW, Bebington, Merseyside, U.K aut NATIONALLICENCE 700 1- Williams D. Port Sunlight Laboratories, Unilever Research, Quarry Road East, L63 3JW, Bebington, Merseyside, U.K aut NATIONALLICENCE 773 0- Journal of the American Oil Chemists' Society Springer-Verlag 67/12(1990-12-01), 1020-1027 0003-021X 67:12<1020 1990 67 11746 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer