endosulfan

95%,94%tech, 35%ec,

Insecticide, acaricide

cyclodiene organochlorine

NOMENCLATURE

Common name endosulfan (BSO, E-ISO, (m) F-ISO, ANSI, ESA); thiodan (Iran, USSR); benzoepin (JMAF); no name (Italy)

IUPAC name (1,4,5,6,7,7-hexachloro-8,9,10-trinorborn-5-en-2,3-ylenebismethylene) sulfite; 6,7,8,9,10,10-hexachloro-1,5,5a,6,9,9a-hexahydro-6,9-methano-2,4,3-benzodioxathiepine 3-oxide 

Chemical Abstracts name 6,7,8,9,10,10-hexachloro-1,5,5a,6,9,9a-hexahydro-6,9-methano-2,4,3-benzodioxathiepine 3-oxide 

CAS RN [115-29-7] endosulfan; [959-98-8] formerly [33213-66-0], alpha-endosulfan; [33213-65-9] formerly [891-86-1] and [19670-15-6], beta-endosulfan  EEC no. 204-079-4  Development codes Hoe 02 671 (Hoechst); FMC 5462  Official codes OMS 204 (a); OMS 205 (b); OMS 570; ENT 23979 

PHYSICAL CHEMISTRY

Mol. wt. 406.9  M.f. C9H6Cl6O3S  Form Colourless crystals; (tech., cream to brown, mostly beige).  M.p. ³80 ºC (tech.); a- 109.2 ºC; b- 213.3 ºC  V.p. 0.83 mPa (20 ºC) for 2:1 mixture of a- and b- isomers  KOW logP for a- = 4.74; b- = 4.79 (both at pH 5)  Henry a- 1.48; b- 0.07 (both Pa m3 mol-1, 22 °C, calc.)  S.g./density c. 1.8 (20 ºC) (tech.)  Solubility In water alpha-endosulfan 0.32, beta-endosulfan 0.33 (both in mg/l, 22 ºC). In ethyl acetate, dichloromethane, toluene 200, ethanol c. 65, hexane c. 24 (all in g/l, 20 ºC).  Stability Stable to sunlight. Slowly hydrolysed in aqueous acids and alkalis, with the formation of the diol and sulfur dioxide. 

APPLICATIONS

Biochemistry Antagonist of the GABA receptor-chloride channel complex.  Mode of action Non-systemic insecticide and acaricide with contact and stomach action.  Uses Control of sucking, chewing, and boring insects and mites on a very wide range of crops, including fruit (including citrus), vines (0.1-0.2%), olives, vegetables including potatoes (0.1-0.2%), ornamentals, cucurbits, cotton (1.5-2.5 l/ha), tea (1.0-2.0 l/ha), coffee (1.5-2.0 l/ha), rice (1.5-2.0 l/ha), cereals (1.0-2.0 l/ha), maize and sorghum (1.5-2.5 l/ha), oilseed crops (1.0-2.0 l/ha), hops, hazels, sugar cane (1.5-2.5 l/ha), tobacco (0.8-1.5 l/ha), alfalfa, mushrooms, forestry, glasshouse crops, etc. Also controls tsetse flies.  Phytotoxicity Glasshouse geraniums and chrysanthemums, alfalfa, and lima beans may be injured.  Formulation types DP; EC; GR; UL; SC; WP; Powder concentrate.  Compatibility Incompatible with strongly alkaline materials.