Common name lambda-cyhalothrin (BSI, draft E-ISO); lambda-cyhalothrine ((f) draft F-ISO)

IUPAC name A reaction product comprising equal quantities of (S)-a-cyano-3-phenoxybenzyl (Z)-(1R,3R)-3-(2-chloro-3,3,3-trifluoroprop-1-enyl)-2,2-dimethylcyclopropanecarboxylate and (R)-a-cyano-3-phenoxybenzyl (Z)-(1S,3S)-3-(2-chloro-3,3,3-trifluoroprop-1-enyl)-2,2-dimethylcyclopropanecarboxylate

Roth: (S)-a-cyano-3-phenoxybenzyl (Z)-(1R)-cis-3-(2-chloro-3,3,3-trifluoropropenyl)-2,2-dimethylcyclopropanecarboxylate and (R)-a-cyano-3-phenoxybenzyl (Z)-(1S)-cis-3-(2-chloro-3,3,3-trifluoropropenyl)-2,2-dimethylcyclopropanecarboxylate (1:1) 

Chemical Abstracts name [1a(S*),3a(Z)]-(?-cyano(3-phenoxyphenyl)methyl 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylate 

CAS RN [91465-08-6]  Development codes PP321; ICIA0321 (both ICI)  Official codes OMS 3021 

PHYSICAL CHEMISTRY

Composition Tech. grade is c. 81% pure.  Mol. wt. 449.9  M.f. C23H19ClF3NO3  Form Colourless solid; (tech. is a dark brown/green solidified melt).  M.p. 49.2 ºC; (tech., 47.5-48.5 ºC)  B.p. Does not boil at atmospheric pressure  V.p. 2 ´ 10-4 mPa (20 ºC, est.); 2 ´ 10-1 mPa (60 ºC, interpolated)  KOW logP = 7 (20 ºC)  Henry 2 ´ 10-2 Pa m3 mol-1  S.g./density 1.33 g/ml (25 ºC)  Solubility In water 0.005 mg/l (20 °C). In acetone, methanol, toluene, hexane, ethyl acetate >500 g/l.  Stability Stable to light. Stable on storage for more than 6 months at 15-25 ºC.  pKa >9 (hydrolysis prevents measurement)  F.p. 185 °C (tech., Pensky-Martens closed cup) 

APPLICATIONS

Mode of action Non-systemic insecticide with contact and stomach action, and repellent properties. Gives rapid knockdown and long residual activity.  Uses Control of a wide spectrum of insect pests, e.g. aphids, Colorado beetles, thrips, Lepidoptera larvae, Coleoptera larvae and adults, etc., in cereals, hops, ornamentals, potatoes, vegetables, cotton, and other crops. Provides good control of insect-borne plant viruses. Also used for control of insect pests in public health.  Formulation types CS; EC; ED; EW; UL; WG; WP. 

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