endosulfan

Chinese: 硫丹;  French: endosulfan (n.m.);  Russian: эндосульфан


Approval: ISO
IUPAC PIN: (5aΞ,6Ξ,9Ξ,9aΞ)-6,7,8,9,10,10-hexachloro-1,5,5a,6,9,9a-hexahydro-3H-6,9-methano-2,4,3λ4-benzodioxathiepin-3-one
IUPAC name: 1,4,5,6,7,7-hexachloro-8,9,10-trinorborn-5-en-2,3-ylenebismethylene sulfite
or
6,7,8,9,10,10-hexachloro-1,5,5a,6,9,9a-hexahydro-6,9-methano-2,4,3-benzodioxathiepin 3-oxide
CAS name: 6,7,8,9,10,10-hexachloro-1,5,5a,6,9,9a-hexahydro-6,9-methano-2,4,3-benzodioxathiepin 3-oxide
CAS Reg. No.: 115-29-7
Formula: C9H6Cl6O3S
Activity: acaricides (chlorinated cyclodiene)
insecticides (chlorinated cyclodiene)
Notes: Originally believed to be a mixture of two stereoisomers referred to as alpha-endosulfan (which is an ISO common name) and beta-endosulfan. It was subsequently shown that endosulfan is a single geometric isomer but a mixture of conformers of the seven-membered ring: alpha-endosulfan is an asymmetric, enantiomeric pair of twist chair conformers while beta-endosulfan is a symmetrical conformer (W. F. Schmidt et al., J. Agric. Food Chem., 1997, 45, 1023). The beta- isomer can be converted to the alpha- but the opposite is apparently not true (W. F. Schmidt et al., J. Agric. Food Chem., 2001, 49, 5372).
The name “thiodan” is used in Iran and was used in the former USSR (тиодан), but Thiodan is a registered trade mark in many countries. The name “benzoepin” is approved by the Japanese Ministry of Agriculture, Forestry and Fisheries.
Structure: Structural formula of endosulfan
Pronunciation: ěn-dō-sǔl-fǎn  Guide to British pronunciation
InChIKey: RDYMFSUJUZBWLH-UHFFFAOYSA-N
InChI: InChI=1S/C9H6Cl6O3S/c10-5-6(11)8(13)4-2-18-19(16)17-1-3(4)7(5,12)9(8,14)15/h3-4H,1-2H2

A data sheet from the Compendium of Pesticide Common Names