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91465-08-6

Basic Information
CAS No.: 91465-08-6
Name: Cyclopropanecarboxylic acid, 3-((1Z)-2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl-, (R)-cyano(3-phenoxyphenyl)methyl ester, (1S,3S)-rel-
Molecular Structure:
Molecular Structure of 91465-08-6 (Cyclopropanecarboxylic acid, 3-((1Z)-2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl-, (R)-cyano(3-phenoxyphenyl)methyl ester, (1S,3S)-rel-)
Formula: C23H19ClF3NO3
Molecular Weight: 449.86
Synonyms: Karate;EPA Pesticide Chemical Code 128897;Icon;ICI-A 0321;Cyclopropanecarboxylic acid, 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl-, cyano(3-phenoxyphenyl)methyl ester, (1-alpha(S*),3-alpha(Z))- (+-)-;Lambda cyhalothrin;PP 321;
EINECS: 415-130-7
Density: 1.344 g/cm3
Melting Point: 49.2 °C
Boiling Point: 498.9 °C at 760 mmHg
Flash Point: 255.5 °C
Solubility: Soluble in acetone, methanol, acetic ether and toluene
Appearance: liquid
Hazard Symbols: HarmfulXn,VeryT+,DangerousN
Risk Codes: 25-26-50/53-20/21/22
Safety: 1/2-36/37/39-38-45-60-61-13
Transport Information: UN 2810 6.1/PG 3
PSA: 118.64000
LogP: 13.08800
Synthetic route
91465-08-6

(1R,3R)-3-((Z)-2-Chloro-3,3,3-trifluoro-propenyl)-2,2-dimethyl-cyclopropanecarboxylic acid cyano-(3-phenoxy-phenyl)-methyl ester

91465-08-6

(S)-α-cyano-3-phenoxybenzyl (Z)-(1R,3R)-3-(2-chloro-3,3,3-trifluoropropenyl)-2,2-dimethylcyclopropane carboxylate

Conditions
ConditionsYield
With diisopropylamine In water; isopropyl alcohol at -5℃; for 65h;97%
773837-37-9

sodium cyanide

139237-90-4

(Z)-3-(2-chloro-2-trifluoromethylvinyl)-2,2-dimethylcyclopropionyl chloride

39515-51-0

3-Phenoxybenzaldehyde

91465-08-6

(S)-α-cyano-3-phenoxybenzyl (Z)-(1R,3R)-3-(2-chloro-3,3,3-trifluoropropenyl)-2,2-dimethylcyclopropane carboxylate

Conditions
ConditionsYield
In hexane; water at 6℃; for 8h;32%
139237-90-4

(Z)-3-(2-chloro-2-trifluoromethylvinyl)-2,2-dimethylcyclopropionyl chloride

39515-47-4, 52315-06-7, 61826-76-4, 71962-66-8

(S)-m-phenoxybenzaldehyde cyanohydrin

A

76703-63-4

λ-cyhalothrin

B

91465-08-6

(S)-α-cyano-3-phenoxybenzyl (Z)-(1R,3R)-3-(2-chloro-3,3,3-trifluoropropenyl)-2,2-dimethylcyclopropane carboxylate

Conditions
ConditionsYield
Stage #1: (Z)-3-(2-chloro-2-trifluoromethylvinyl)-2,2-dimethylcyclopropionyl chloride; (S)-m-phenoxybenzaldehyde cyanohydrin In cyclohexane at 80℃; for 25.5h;
Stage #2: With pyridine In cyclohexane for 3h; Heating / reflux;
With pyridine In toluene at -10℃; for 2 - 4h;
With Sodium borate In hexane; water at 10℃; for 2h; pH=9;
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    91465-08-6

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Standards and Recommendations

Specification: 97% or 95% min technical grade

Specification

The lambda-Cyhalothrin, with the CAS registry number 91465-08-6, is also known as Cyclopropanecarboxylic acid, 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl-, cyano(3-phenoxyphenyl)methyl ester, (1-alpha(S*),3-alpha(Z))- (+-)-. It belongs to the product categories of Insecticide; Acaricides Pesticides & Metabolites; Alpha sort; C; CAlphabetic; CO - CZ Method Specific; Insecticides; Oeko-Tex Standard 100; Pesticides; Pyrethroids; Agro-Products; Aromatics. Its EINECS number is 415-130-7. This chemical's molecular formula is C23H19ClF3NO3 and molecular weight is 449.86. What's more, its systematic name is Cyano(3-phenoxyphenyl)methyl (3S)-3-[(1E)-2-chloro-3,3,3-trifluoro-1-propen-1-yl]-2,2-dimethylcyclopropanecarboxylate. Its classification codes are: (1)Agricultural Chemical; (2)Insecticide; (3)Molluscicide; (4)Mutation data. This chemical is an organic compound that is used as a pesticide. It is used to control insects in cotton crops.

Physical properties of lambda-Cyhalothrin are: (1)ACD/LogP: 6.202; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 6.20; (4)ACD/LogD (pH 7.4): 6.20; (5)ACD/BCF (pH 5.5): 30433.42; (6)ACD/BCF (pH 7.4): 30433.42; (7)ACD/KOC (pH 5.5): 56333.50; (8)ACD/KOC (pH 7.4): 56333.50; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 59.32 Å2; (13)Index of Refraction: 1.574; (14)Molar Refractivity: 110.482 cm3; (15)Molar Volume: 334.656 cm3; (16)Polarizability: 43.799×10-24cm3; (17)Surface Tension: 47.6 dyne/cm; (18)Density: 1.344 g/cm3; (19)Flash Point: 255.528 °C; (20)Enthalpy of Vaporization: 76.718 kJ/mol; (21)Boiling Point: 498.904 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. It is toxic if swallowed and is very toxic by inhalation. This substance is very toxic to aquatic organisms as it may cause long-term adverse effects in the aquatic environmen. You should keep it locked up and out of the reach of children. Moreover, you must keep it away from food, drink and animal feeding stuffs. In case of insufficient ventilation, you must wear suitable respiratory equipment. When using it, you need wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, you must seek medical advice immediately (show the label where possible). This material and its container must be disposed of as hazardous waste. You should avoid releasing it to the environment, and you need to refer to special instructions/safety data sheet.

You can still convert the following datas into molecular structure:
(1)SMILES: CC1([C@@H]([C@H]1C(=O)OC(C#N)c2cccc(c2)Oc3ccccc3)/C=C(\C(F)(F)F)/Cl)C
(2)Std. InChI: InChI=1S/C23H19ClF3NO3/c1-22(2)17(12-19(24)23(25,26)27)20(22)21(29)31-18(13-28)14-7-6-10-16(11-14)30-15-8-4-3-5-9-15/h3-12,17-18,20H,1-2H3/b19-12+/t17-,18?,20+/m1/s1
(3)Std. InChIKey: ZXQYGBMAQZUVMI-UKZICOKMSA-N

The toxicity data is as follows:  

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
duck LD50 oral > 3950mg/kg (3950mg/kg)   Farm Chemicals Handbook. Vol. -, Pg. C175, 1991.
mammal (species unspecified) LC50 inhalation 60mg/m3/4H (60mg/m3)   Pesticide Manual. Vol. 9, Pg. 203, 1991.
rat LD50 intravenous 1951ug/kg (1.951mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA
Pesticide Biochemistry and Physiology. Vol. 30, Pg. 79, 1988.
rat LD50 oral 56mg/kg (56mg/kg)   Pesticide Manual. Vol. 9, Pg. 203, 1991.
rat LD50 skin 632mg/kg (632mg/kg)   Pesticide Manual. Vol. 9, Pg. 203, 1991.