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Teflubenzuron

Teflubenzuron structure

CAS No:
83121-18-0
Formula:
C14H6Cl2F4N2O2
Chemical Name:
Teflubenzuron
Synonyms:
Benzamide,N-[[(3,5-dichloro-2,4-difluorophenyl)amino]carbonyl]-2,6-difluoro-;N-[[(3,5-Dichloro-2,4-difluorophenyl)amino]carbonyl]-2,6-difluorobenzamide;CME 134;CME 134-01;CME 13406;Nomolt;Teflubenzuron;HOE 522;Tefluron;MK 139;OMS 3009;AC 291898;Calicide;Nomolt agro;Ektobann;Telubenzuron;99039-56-2;91482-28-9
Categories:
Agrochemicals > Insecticides

Description

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.

Teflubenzuron is a N-acylurea that is N-carbamoyl-2,6-difluorobenzamide substituted by a 3,5-dichloro-2,4-difluorophenyl group at the terminal nitrogen atom. It has a role as a xenobiotic, an environmental contaminant and an insecticide. It is a dichlorobenzene, a N-acylurea and a difluorobenzene. It derives from a N-benzoylurea.

Teflubenzuron Basic Attributes

Molecular Weight：

381.11

Exact Mass：

381.11

EC Number：

617-441-5

UNII：

FS9P57VL74

NSC Number：

367306

DSSTox ID：

DTXSID6042440

HScode：

2924299032

Characteristics

PSA：

58.2

XLogP3：

4.84

Appearance：

white crystal

Density：

1.6±0.1 g/cm3

Melting Point：

222.5 °C

Boiling Point：

539.6±60.0 °C at 760 mmHg

Flash Point：

280.2±32.9 °C

Refractive Index：

1.582

Water Solubility：

0.019 mg l -1 (23 °C)

Storage Conditions：

0-6°C

Vapor Pressure：

8 x 10 -7 mPa (20 °C)

Toxicity：

Oral-Rat LD50: 5000 mg/kg

Flammability characteristics：

Combustion produces toxic nitrogen oxides, fluorides and chloride gases

Collision Cross Section：

171.81 Å² [M+H]+ [CCS Type: TW]|170.57 Å² [M+H]+

Safety Information

Packing level：

III

Hazard category：

Transport codes：

3077

wgk germany：

RTECS Number：

CV3459590

Storage features：

The warehouse is ventilated, low temperature and dry; stored and transported separately from food materials

Precautionary statement(s)：

P260, P264, P270, P273, P314, P391, P501

Hazard Statements：

H372

GHS Classification：

|Warning|H400 (36.59%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]|P273, P391, and P501|Aggregated GHS information provided by 246 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Danger|H372: Causes damage to organs through prolonged or repeated exposure [Danger Specific target organ toxicity, repeated exposure]|P260, P264, P270, P314, and P501

Toxicity

Toxicity class：

practically nontoxic

Drug Information

MeSH Entry Terms：

CME 134

Teflubenzuron Use and Manufacturing

Methods of Manufacturing

Preparation method 1: 2, 6-difluorobenzamide (for the preparation method, see fluazinam) and 2, 4-difluoro-3, 5-dichlorophenyl isocyanate are added to produce fluorophenyl urea. Preparation Method II Preparation of 2, 4-difluoro-3, 5-dichloroaniline 2, 3, 4, 5-tetrachloronitrobenzene and anhydrous potassium fluoride in DMF solvent, reacted at 140 ℃ for 15h, prepared In 2, 4-difluoro-3, 5-dichloronitrobenzene, and then reduced to give 2, 4-difluoro-3, 5-dichloroaniline. Synthesis of Flufenuron The preparation of 2, 6-difluorobenzoyl isocyanate can be found in the preparation of fluazinam. Using toluene as a solvent, 2, 6-difluorobenzoyl isocyanate and 2, 4-difluoro-3, 5-dichloroaniline were reacted at room temperature for 15 hours to synthesize fluorophenylurea.

Uses

uSE:Insecticide.

Use Classification：

Agrochemicals -> Insecticides|Veterinary Drug -> INSECTICIDE; -> JECFA Functional Classes|Insecticides, Veterinary substances|Environmental transformation -> Pesticides (parent, predecessor)

Agrochemical：

Teflubenzuron has known environmental transformation products that include 2,6-difluorobenzene, 3,5-dichloro-2,4-difluoroaniline, 3,5-dichloro-2,4-difluorophenylurea, CGA 149772, and CGA 149776.

Food Additive Classes：

Veterinary Drug -> INSECTICIDE;

Computed Properties

Molecular Weight:381.1
XLogP3:4.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:2
Exact Mass:379.9742455
Monoisotopic Mass:379.9742455
Topological Polar Surface Area:58.2
Heavy Atom Count:24
Complexity:478
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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