Name | Ethyl (R)-2-[4-(6-chloroquinoxalin-2-yloxy)phenoxy]propionate |
Synonyms | EXP-3864 DPX-Y6202 FBC-32197 quizalofop-P-ethyl Quizalofop ethyl ester QUIZALOFOP-PETHYLESTER Efficient Haloxyfop-P-methyl Ethyl (R)-2-[4-(6-chloroquinoxalin-2-yloxy)phenoxy]propionate Ethyl (2R)-2-[4-[(6-chloro-2-quinoxalinyl)oxy]phenoxy]propionate ethyl (2R)-2-{4-[(6-chloroquinoxalin-2-yl)oxy]phenoxy}propanoate 2-(4-((6-chloro-2-quinoxalinyl)oxy)phenoxy)-, ethyl ester, (r)-propanoic acid DPX-Y6202, Quinofop-ethyl, Ethyl (R)-2-[4-(6-chloro-2-quinoxalyloxy)phenoxy]propionate |
CAS | 100646-51-3 |
InChI | InChI=1/C19H17ClN2O4/c1-3-24-19(23)12(2)25-14-5-7-15(8-6-14)26-18-11-21-17-10-13(20)4-9-16(17)22-18/h4-12H,3H2,1-2H3/t12-/m1/s1 |
Molecular Formula | C19H17ClN2O4 |
Molar Mass | 372.8 |
Density | 1.301±0.06 g/cm3(Predicted) |
Melting Point | 76-77°C |
Boling Point | 220 °C |
Flash Point | >100°C |
Water Solubility | 0.04 g/100 mL |
Vapor Presure | 2.78E-10mmHg at 25°C |
Appearance | neat |
pKa | -1.39±0.48(Predicted) |
Storage Condition | 2-8℃ |
Refractive Index | 1.604 |
Physical and Chemical Properties | Pure product is white powder crystal. m.p.90.5 -91.6 °c, vapor pressure 9.33 x 10-5Pa (20 °c), B. p. 220 °c/26.7. 20 C in acetone, xylene, ethanol, hexane can be dissolved in water solubility of 0.3mg/L. Storage Stability under normal conditions. Industrial products are light brown powdered solids, M.P. 89-90 °c. |
Use | Dry Field after Bud herbicide, suitable for soybean, peanut, cotton, potato, mung bean, watermelon, rape and other broad-leaved crops to control Gramineae weeds |
Hazard Symbols | Xn - Harmful |
Risk Codes | 21/22 - Harmful in contact with skin and if swallowed. |
Safety Description | 36/37 - Wear suitable protective clothing and gloves. |
UN IDs | UN3077 9/PG 3 |
WGK Germany | 3 |
RTECS | UA2458257 |
HS Code | 29333990 |
Raw Materials | L(+)-Lactic acid Sodium hydroxide diketene Potassium carbonate Phosphorus oxychloride Ethyl Alcohol Acetonitrile |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
introduction | refined quizeolol is a new type of optically active dry field stem and leaf treatment agent, which is not easily affected by drought, temperature and other environmental conditions, and has the advantages of high efficiency, low toxicity and safe use. The degradation half-life in soil is short and does not affect the next crop. |
mechanism of action | quizoprine is absorbed through the stems and leaves of weeds, and is conducted in both directions up and down in the plant body, accumulating at the top and in the middle of the meristem, inhibiting cell fatty acid synthesis, and causing weed necrosis. It is a highly selective new dry field stem and leaf treatment agent, which has a high selectivity between gramineous weeds and dicotyledonous crops, and has a good control effect on gramineous weeds in broad-leaved crop fields. The action speed of quizaloxazole is faster, the efficacy is more stable, and it is not easy to be affected by environmental conditions such as rain, temperature and humidity. |
toxicity | acute oral LD503024mg/kg in male rats, 2791 mg/kg in female rats (acute oral LD501480 of the original drug to rats ~ 1670 mg/kg), 1753 mg/kg in male mice and 1805 mg/kg in female mice; Acute percutaneous LD50 in rats and mice is> 2000 mg/kg. It has no irritation to the skin and mild irritation to the eyes. Rats were fed with 128mg/kg diet for 3 months. The 2-year feeding test of rats had no effect of 25mg/(kg · d), and there was no abnormality in the third generation reproduction test. There was no teratogenic, mutagenic and carcinogenic effect on animals within the test dose. Carp LC500.6mg/L (48h), rainbow trout 10.7mg/L (96h), blue gill Sunfish 2.8mg/L (96h), Daphnia 2.1mg/L (96h). Wild duck LD502000mg/kg, bee (contact) LD5050μg/animal. |
biological activity | Quizalofop-P-ethyl is a low-toxic herbicide and a highly selective new dry field stem and leaf treatment agent. it has high selectivity between gramineous weeds and dicotyledonous crops and has good control effect on gramineous weeds in broad-leaved crop fields. |
uses | phenoxyfatty acid herbicides, selective endosorption conduction stem and leaf treatment agents. The chemicals are highly selective between gramineous weeds and dicotyledonous crops. The stems and leaves can complete the absorption of the chemicals within a few hours, and the annual weeds can spread throughout the plant within 24 hours. It is suitable for controlling monocotyledonous weeds in cotton, soybean, rape, peanut, flax, apple, grape, sugar beet and various broad-leaf vegetable crops. When the dose is increased, it also has an effect on perennial weeds such as bermudagrass, white grass, and reed. For example, to control gramineous weeds in cotton fields, apply pesticide at 3~5 leaf stages, and spray water stems and leaves with 10% emulsifiable concentrate of 7.5~10.5mL/100 m2; To control annual gramineous weeds in soybean fields, apply pesticide at 3~5 leaf stages, spray 6~7.5kg of water with 10% emulsifiable concentrate of 9~15mL/100 m2; To prevent rape fields from watching wheat Niang, weeds are all out, use 10% emulsifiable concentrate 5.3~7.5mL/100 m2 when it is in leaf division or when there is a leaf division. Control and remove sunk upper gramineous weeds at 4~6 leaf stages, and use 10% emulsifiable concentrate 20~30mL/100 m2. In mixed fields of single-leaf and double-leaf weeds, it can be used together with herbicides (beet ning, huwei, broad-leaf withering, weed burning, etc.) for controlling broad-leaf weeds, or 7.5mL/100 m2 of 10% emulsifiable concentrate, and 20mL of 45% broad-leaf withering emulsifiable concentrate or 48% bentazone liquid. Post-budding herbicide in dry fields is suitable for controlling gramineous weeds in broad-leaved crops such as soybean, peanut, cotton, potato, mung bean, watermelon, rape, etc. |
Production method | Preparation of 2, 6-dichloroquinoxaline 4-chloro-2-nitroaniline in benzene or toluene solvent, catalyst pyridine Reacts with diketene to form the corresponding α-acetyl substance. The above products are treated with an alkaline aqueous solution to form the corresponding quinoxalinone nitrogen oxide. It is prepared by reacting toluene-water as solvent in the presence of sodium hydroxide (or potassium hydroxide) at 60~70 ℃ for 1h. Nitrogen oxides react with a certain amount of 30% sodium borohydride in an alkaline aqueous solution at room temperature to obtain 6-chloro-2 (1H)-quinoxalinone. 6-Chloro-2 (1H)-quinoxalinone reacts with thionyl chloride in DMF solution to obtain 2, 6-dichloroquinoxalines. The preparation of quinolin under nitrogen protection, in DMF, 2, 6-dichloroquinoxaline and hydroquinone condensation (alkaline conditions) can obtain 4-(6-chloro-2-quinoxalinoxy) phenol, and the yield is higher. Then in acetonitrile solution, potassium carbonate is used as the acid binding agent, 4-(6-chloro-2-quinoxalinyloxy) phenol is condensed with ethyl α-halogenopropionate to synthesize quinolin. Quetalin can also be prepared by direct action of 2, 6-dichloroquinoxaline and ethyl α-p-hydroxyphenoxypropionate in the presence of potassium carbonate and reflux in acetonitrile solution for 24h. Among them, ethyl α-p-hydroxyphenoxypropionate can be prepared by the following ways. For the resolution and synthesis of optical isomers, see this product reference [1]. |