83121-18-0 Usage
Chemical properties
Pure Teflubenzuron is white crystal. m.p.223～225℃ (The original compound 222.5℃)，saturated vapor pressure0.8×10-9Pa(20℃), relative density 1.68(20℃).? Its solubility at 20～23℃ are 66g/L in dimethyl sulfoxide, 20g/L in cyclohexanone, 10g/L in acetone, 1.4g/L in ethanol,? 850mg/L in methylbenzene， 50mg/L in hexane,? 0.02mg/L in water. Stable at room temperature. Its hydrolysis half-life period are 5d（pH=7）and 4h (pH=9） at 50℃ and 2～6 weeks in soil.
Uses
Different sources of media describe the Uses of 83121-18-0 differently. You can refer to the following data:
1. Teflubenzuron’s a fluorobenzoylurea insect growth regulator and a chitinase inhibitor. It achieves the insecticidal purpose through the inhibition of normal molting and development of larvae. It has a particularly high activity on lepidoptera pests, also achieves a good effect when it comes to the larvae of whitefly families, diptera, hymenoptera, coleoptera pests, but it’s invalid for many parasitic insects, predatory insects and spiders. It is mainly used on vegetables, fruit trees, cotton and teabush. E.g. 2000~4000 times diluent of EC can be applied by spraying to larvae of cabbage caterpillar and plutella xylostella in the egg incubation period to 1 to 2 instar.1500～3000 times diluent of EC can be applied by spraying to larvae of plutella xylostella, asparagus caterpillar, prodenia litura in the egg incubation period to 1 to 2 instar, which are resistant to organic phosphorus and pyrethroids. 1500～2000 times diluent of EC can be applied by spraying to cotton bollworm and pink worm in the egg incubation period of the second and third generations, and the elimination rate is about 85% after 10 days.
2. Teflubenzuron is an benzoylphenylurea chitin synthesis inhibitor used to control a wide range of insect pests and mites in fruit, vegetable, cereal and seed crops.
3. uSE: Insecticide.
4. Teflubenzuron is used for the control of Lepidoptera, Coleoptera,
Diptera, Aleyrodidae, Hymenoptera, Psyllidae and Hemiptera larvae on
vines, pome fruit, citrus, vegetables, soyabeans, tobacco and cotton. It also
controls fly and mosquito larvae and immature stages of locusts.
Production Method
Method 1
The addition reaction of 2,6-Difluorobenzamide and 2,4-difluoro-3,5-dichlorophenyl isocyanate
Method 2
preparation of 2,4-Difluoro-3,5-dichlorophenylamine
2,3,4,5-tetrachloronitrobenzene and Potassium fluoride react in DMF solvent at 140℃ for 15h to obtain 2,4-Difluoro-3,5-dichloronitrobenzene，which is then reduced to 2,4-Difluoro-3,5-dichlorophenylamine
Preparation of Teflubenzuron
?As for the preparation of 2,6-difluorobenzoyl isocyanate, see details in the preparation of? Teflubenzuron.
?2,6-difluorobenzoyl isocyanate and 2,4-Difluoro-3,5-dichlorophenylamine react at room temperature for 15h to obtain Teflubenzuron
?As for the nitrification, chlorination, reduction, fluorization and condensation of 1,2,4-Trichlorobenzene to? prepare Teflubenzuron, see details in bibliography.
Hazards & Safety Information
Category: Pesticide
Toxicity Grade: low toxicity
Acute Toxicity: LD50: 5000 mg/ kg(Rats oral)
Flammability: Flammable with toxic gases of nitrogen oxides, fluorides and chlorides
Storage: in dry ventilated storeroom at low temperature, away from food materials
Extinguishant: dry powder extinguisher, foam extinguisher, sand.
Metabolic pathway
There is limited published information on the metabolism of teflubenzuron
but an IPCS review is in preparation. Metabolic processes reported
are cleavage of the urea bond and hydroxylation of both phenyl rings,
including replacement of a fluorine in the 3,5-dichloro-2,4-difluorophenyl
ring (see Scheme 1).
Degradation
Teflubenzuron is more readily hydrolysed at alkaline pH than in acid
media. The DT50 at 50 °C was 5 days at pH 7 and 4 hours at pH 9 (PM).
Check Digit Verification of cas no
The CAS Registry Mumber 83121-18-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,3,1,2 and 1 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 83121-18:
(7*8)+(6*3)+(5*1)+(4*2)+(3*1)+(2*1)+(1*8)=100
100 % 10 = 0
So 83121-18-0 is a valid CAS Registry Number.
InChI:InChI=1/C14H6Cl2F4N2O2/c15-5-4-8(12(20)10(16)11(5)19)21-14(24)22-13(23)9-6(17)2-1-3-7(9)18/h1-4H,(H2,21,22,23,24)
83121-18-0Relevant articles and documents
Synthesis method of insecticide teflubenzuron and intermediate 2,6-difluorobenzamide of insecticide teflubenzuron
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Paragraph 0056; 0062; 0064; 0070; 0072; 0078, (2020/12/10)
The invention discloses a synthesis method of an insecticide teflubenzuron and an intermediate 2,6-difluorobenzamide of the insecticide teflubenzuron, belonging to the field of pesticides. The synthesis method comprises the following steps: step 1, preparation of 2,6-dichlorobenzylidene chloride: preparing turbid liquid of dichlorotoluene and phosphorus pentachloride, introducing chlorine gas, layering materials by utilizing a gas-liquid separator, collecting a crude product, and rectifying the crude product to obtain the 2,6-dichlorobenzylidene chloride; and 2, preparation of 2,6-dichlorobenzonitrile: mixing 2,6-dichlorobenzylidene chloride, acetic acid, zinc chloride, hydroxylamine hydrochloride and sodium acetate, carrying out heating for a reflux reaction, conducting cooling, stirring,filtering and drying successively after the reaction is completed so as to obtain 2, 6-dichlorobenzonitrile. By adopting a one-pot method, a reaction route is shortened, total yield is increased to 67.3% from conventional 55.4%, and cost is greatly reduced.
Method for the preparation of insecticidal benzoylurea compounds
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, (2008/06/13)
The present invention provides an improved method for the preparation of an insecticidal benzoylurea having the structural formula I STR1
Process for the preparation of benzoyl ureas
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, (2008/06/13)
Benzoyl ureas of the formula STR1 are prepared by starting from benzoyl derivatives of the formula which are converted via the corresponding azides into the isocyanates, which are in turn reacted with corresponding benzamides.
