Name | Fomesafen |
Synonyms | FLEX flex REFLEX FLEX(R) FLEXSTAR Fomesafen REFLEX(R) 5-(2-chloro-α,α,α-trifluoro-p-tolyloxy)-N-mesyl-2-nitrobenzamide 5(2-chloro-alpha,alpha,alpha-trifluoro-p-tolyloxy)-n-mesyl-2-nitrobenzamide 5-[2-CHLORO-4-(TRIFLUOROMETHYL)PHENOXY]-N-(METHYLSULFONYL)-2-NITROBENZAMIDE 5-(2-chloro-4-(trifluoromethyl)phenoxy-N-(methyl sulphonyl)-2-nitrobenzamide 5-[2-Chloro-4-(trifluoromethyl)phenoxy]-N-(methylsulphonyl)-2-nitrobenzamide 5-(2-Chloro-4-trifluoromethylphenyloxy)-N-methylsulfonyl-2-nitrobenzoylamide 5(2-chloro-alpha,alpha,alpha-trifluoro-p-tolyloxy)-n-methylsulfonyl-2-nitrobenz |
CAS | 72178-02-0 |
EINECS | 276-439-9 |
InChI | InChI=1/C15H10ClF3N2O6S/c1-28(25,26)20-14(22)10-7-9(3-4-12(10)21(23)24)27-13-5-2-8(6-11(13)16)15(17,18)19/h2-7H,1H3,(H,20,22) |
Molecular Formula | C15H10ClF3N2O6S |
Molar Mass | 438.76 |
Density | 1.7075 (rough estimate) |
Melting Point | 220-221°C |
Solubility | Acetonitrile (Slightly), DMSO |
Appearance | neat |
Color | White to Off-White |
BRN | 8165046 |
pKa | 23-25(at 25℃) |
Storage Condition | Sealed in dry,2-8°C |
Refractive Index | 1.5660 (estimate) |
Physical and Chemical Properties | Melting Point: 220-221 |
Use | It is mainly used in soybean fields to control weeds such as Chenopodium, amaranth, Polygonum, Solanum nigrum, Thistle, duck toe grass, Xanthium sibiricum, hemp and Bidens bipinnata |
Hazard Symbols | Xn - Harmful |
Risk Codes | 22 - Harmful if swallowed |
Safety Description | 2 - Keep out of the reach of children. |
WGK Germany | 1 |
RTECS | CV2475000 |
HS Code | 29350090 |
Toxicity | LD50 orally in male, female rats (mg/kg): 1250-2000, 1600; LC50 (48, 96 hr.) in rainbow trout and bluegill (mg/l): 830, 680, 6740, 6030 (Colby) |
Raw Materials | 3,4-Dichlorobenzotrifluoride Toluene 3-Hydroxybenzoic acid Sodium thiosulfate Dimethyl sulfate Potassium hydroxide Potassium carbonate Nitric acid Ammonia |
The Pure product was a white crystalline solid. The melting point is 220~221 ℃, the relative density is (20 ℃)1.28, the vapor pressure (50 ℃)<0.1 × 10-3 Pa. Solubility at 20 °c (g/L): acetone 300, dichlorane 10, xylene 1.9, hexane 0.5, cyclohexanone 150.
5-[2-chloro-4-( -fluoromethyl) phenoxy] -2-nitrobenzoic acid and methanesulfonyl thioisocyanate reaction, the formation of fluorosulfonic ether. Or with the role of thionyl chloride into acid chloride, and then with the methyl sulfonamide reaction to obtain fluorosulfonic ether.
A selective herbicide. Photosynthesis in plants can be disrupted by leaf absorption. It has special effects on controlling broad-leaved weeds and has good activity in soil.
fluorosulfurfur ether: male and female rats by oral LD50 is 1250 ~ 2000mg/kg, 1600mg/kg. The sodium salt: male, female rats, mice oral LD50 1860,1500,750,770( mg/kg); Female guinea pigs LD50 490 ~ 980mg/g; the LD50 of male rabbits was 490mg/kg.
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
toxicity | Acute oral LD50 of male rats was 3160mg/kg (1250 ~ 2000mg/kg), female was 2870mg/kg(1600mg/kg); Male mice were 4300mg/kg and female mice were 4220mg/kg. Acute percutaneous LD50>1000mg/kg in rabbits and 4640mg/kg in rats. No irritation to eyes and skin. Dogs were fed with no effect dose of 30~40mg/kg(1 mg/kg) for half a year, and rats were fed with no effect dose of 100mg/kg feed for 2 years. Rat Ames test was negative, mouse bone marrow micronucleus test and mouse sperm abnormality test were negative. The third generation Reproduction Test and Delayed Neurotoxicity test showed no abnormality. The LC50 of carp was 1700mg/L (24h); The oral LD50 of bee was 50g. |
Use | highly efficient and selective herbicide. It is mainly used for weed control after bean sprouts, and has special effects on controlling broad-leaved weeds. Its principle is to absorb through leaves and destroy photosynthesis. The agent also has good activity in soil. Soybean seedlings after 1~3 Leaf, Weed 2~5 leaf stage, with 25% water agent 9 ~ 20mL/100, the water spraying weed stems and leaves. In this dose, the application before seedling is better than the application before sowing. The disadvantage is that there will be some phytotoxicity to soybean, but it will recover quickly, and it is not easy to produce phytotoxicity to soybean by applying medicine before seedling after sowing. It is mainly used in soybean field to control weeds such as Chenopodium, amaranth, Polygonum, Solanum nigrum, Thistle, duck toe grass, Xanthium sibiricum, naokana, Bidens bipinnata and so on It is a highly effective herbicide after soybean field germination, effective control of annual Broad-leaved weeds |
production method | preparation method-preparation of 3, 4-dichlorotrifluorotoluene p-chlorotoluene was used as raw material, light chlorination, fluorination, cyclochlorination was prepared by a three-step reaction. The side chain chlorination of p-chlorotoluene requires ultraviolet light source, appropriate amount of catalyst, reaction temperature 110~120 ℃, and time 15~20h to obtain p-chlorotoluene. The fluorination was carried out in a pressure kettle with anhydrous hydrogen fluoride at a pressure of 1.6MPa for 4H, and an appropriate amount of catalyst was added. The catalyst was required for the chlorination of p-chlorotrifluorotoluene on the benzene ring, and the reaction temperature was 70 ℃, at the end of the reaction, the material was treated with dilute hydrochloric acid, separated, washed with organic water and dried to obtain 3, 4-dichlorotrifluorotoluene. Preparation of 2-amino-5-hydroxybenzoic acid O-nitrobenzoic acid was reacted with 10% H2SO4 at 80~100 ℃ and 957.6Pa pressure for 20H under the action of Pd/C catalyst, 2-amino-5-hydroxybenzoic acid is obtained. Preparation of 5-[2-chloro-(trifluoromethyl) phenoxy]-2-aminobenzoic acid condensation of 2-amino-5-hydroxybenzoic acid with 3, 4-dichlorotrifluorotoluene, the reaction was carried out at 135 ° C. For 17h to obtain the corresponding diphenyl ether compound. Preparation of the product of the previous step in toluene solution into phosgene, in 40~50 Deg C reaction for 2H, the corresponding amino anhydride; Then with methyl sulfonamide (salt) in DMF solvent, the reaction was carried out at 100 ℃ for 24h to obtain the corresponding aminolysis product. Finally, the product was oxidized with concentrated nitric acid and hydrogen peroxide in glacial acetic acid, and reacted at 70 ℃ for 20h to obtain sulfamethoxazole. Preparation Method 2 first, 5-[2-chloro-4-(trifluoromethyl) phenoxy]-2-nitrobenzoic acid is synthesized and reacted with methanesulfonyl thioisocyanate to generate fluorosulfonic acid ether. Or with the role of thionyl chloride, into the acid chloride, and then with the methyl sulfonamide reaction to produce fluorosulfonic ether. This method is more reasonable than the preparation method. |
category | pesticide |
toxicity grade | poisoning |
Acute toxicity | oral-rat LD50: 1250 mg/kg |
flammability hazard characteristics | flammability; Combustion produces toxic nitrogen oxides, sulfur oxides, fluoride and chloride gases |
storage and transportation characteristics | The warehouse is ventilated and dried at low temperature; It is stored and transported separately from food raw materials |
extinguishing agent | dry powder, foam, sand |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |