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| CAS No.: | 77501-60-1 | MF: | C18H13ClF3NO7 |
|---|---|---|---|
| Other Names: | Benzoic Acid | State: | Liquid |
| Purity: | 95% TC | Shelf Life: | 2 Years, 2~3 Years |
| High Light: | Fluoroglycofen Ethyl Weed Control Herbicides,Weed Control Herbicides 95% TC,CCC Fluoroglycofen Ethyl Herbicides |
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| fenoxaprop-P-ethyl |
| Chemical Abstracts name ethyl (R)-2-[4-[(6-chloro-2-benzoxazolyl)oxy]phenoxy]propanoate CAS RN [71283–80–2] Development codes Hoe 046360 (Hoechst); AE F046360 (AgrEvo) Smiles code CCOC(=O)[C@@H](C)Oc1ccc(Oc2nc3ccc(Cl)cc3o2)cc1;without stereochemistry:CCOC(=O)C(C)Oc1ccc(Oc2nc3ccc(Cl)cc3o2)cc1 |
| fenoxaprop-P |
| Common name fenoxaprop-P (BSI, E-ISO); fénoxaprop-P ((m) F-ISO) |
| IUPAC name (R)-2-[4-(6-chloro-1,3-benzoxazol-2-yloxy)phenoxy]propionic acid; (R)-2-[4-(6-chlorobenzoxazol-2-yloxy)phenoxy]propionic acid |
| Chemical Abstracts name (R)-2-[4-[(6-chloro-2-benzoxazolyl)oxy]phenoxy]propanoic acid CAS RN [113158–40–0] Development codes Hoe 088406 (Hoechst); AE F088406 (AgrEvo) |
| PHYSICAL CHEMISTRY |
| fenoxaprop-P-ethyl |
| Mol. wt. 361.8 M.f. C18H16ClNO5 Form White, odourless solid. M.p. 89–91 °C V.p. 5.3 × 10 mPa (20 °C) Kow logP = 4.58 Henry 2.74 × 10 Pa m mol (calc.) S.g./density 1.3 (20 °C) Solubility In water 0.7 mg/l (pH 5.8, 20 °C). In acetone, toluene and ethyl acetate >200, methanol 43 (all in g/l, 20 °C). Stability Fenoxaprop-P-ethyl is stable for 90 d at 50 °C. Not sensitive to light. Hydrolysis DT50 2.8 d (pH 4), 19.2 d (pH 5), 23.2 d (pH 7), 0.6 d (pH 9) (25 °C) (EFSA Sci. Rep. (2007) 121, 1–76). |
| fenoxaprop-P |
| Mol. wt. 333.7 M.f. C16H12ClNO5 Form Light beige, weakly pungent, fine powder. M.p. 155–161 °C V.p. 3.5 × 10 mPa Kow logP = 1.83–0.24 (pH 5–9) Henry 1.91 × 10 Pa m mol(pH 7.0, calc.) S.g./density c. 1.5 (20 °C) Solubility In water 0.27 (pH 5.1), 61 (pH 7.0) (both in g/l, 20 °C). In acetone 80, toluene 0.5, ethyl acetate 36, methanol 34 (all in g/l, 20 °C). |
| COMMERCIALISATION |
| History The herbicidal enantiomer of fenoxaprop was reported by H. P. Huff et al. (Proc. Br. Crop Prot. Conf. - Weeds, 1989, 2, 717). Introduced by Hoechst AG (now Bayer AG) in 1988. |
| Manufacturers Bayer CropScience; Anhui Huaxing; Cheminova; Fengle; JIE; Jingma; Kajo; Sharda; Sundat; Tide; Zhejiang Hisun |
| APPLICATIONS |
| fenoxaprop-P-ethyl |
| Biochemistry Fatty acid synthesis inhibition in grasses, by inhibition of acetyl CoA carboxylase (ACCase). Rapidly hydrolysed in plants to the acid, which is still herbicidally active. Mode of action Fenoxaprop-P-ethyl is a selective herbicide with contact and systemic action, absorbed principally by the leaves, with translocation both acropetally and basipetally to the roots or rhizomes. |
| Uses Post-emergence control of annual and perennial grass weeds in potatoes, beans, soya beans, beets, vegetables, peanuts, flax, oilseed rape and cotton; and (when applied with the herbicide safener mefenpyr-diethyl) annual and perennial grass weeds and wild oats in wheat, rye, triticale and, depending on ratio, in some varieties of barley. Applied at 40–90 g/ha in cereals (max. 83 g/ha in EU) and at 30–140 g/ha in broad-leaved crops. Phytotoxicity Non-phytotoxic to broad-leaved crops. |
| Formulation types EC; EW; SE. |
| PRODUCTS |
| fenoxaprop-P-ethyl |
| ANALYSIS |
| Product analysis by hplc with uv detection; enantiomeric purity by chiral phase separation, followed by uv detection (CIPAC Handbook, 2000, J, 51). Details are also available from Bayer CropScience. |
| TOXICOLOGICAL & ENVIRONMENTAL REVIEWS |
| EFSA Sci. Rep. (2007) 121, 1–76. 91/414/EC Annex I status Included, 2008/66/EC. |
| MAMMALIAN TOXICOLOGY |
| fenoxaprop-P-ethyl |
| Oral Acute oral LD50 for rats 3150–4000, mice >5000 mg/kg. Skin and eye Acute percutaneous LD50 for rats >2000 mg/kg. Inhalation LC50 (4 h) for rats >1.224 mg/l air. NOEL (90 d) for rats 0.75 mg/kg b.w. daily (10 ppm), for mice 1.4 mg/kg b.w. daily (10 ppm), for dogs 15.9 mg/kg b.w. daily (400 ppm). ADI/RfD (EC) 0.01 mg/kg b.w. [2008]. |
| ECOTOXICOLOGY |
| fenoxaprop-P-ethyl |
| Birds Acute oral LD50 for bobwhite quail >2000 mg/kg. Fish LC50 (96 h) for bluegill sunfish 0.58, rainbow trout 0.46 mg/l. Daphnia LC50 (48 h) 0.56 (pH 8.0–8.4), 2.7 (pH 7.7–7.8) mg/l. Algae LC50 (72 h) for Scenedesmus subspicatus 0.51 mg/l. Bees LC50 (oral) >199 μg/bee; (contact) >200 μg/bee (EFSA Sci. Rep.). Worms LC50 (14 d) for Eisenia foetida >1000 mg/kg soil. |
| ENVIRONMENTAL FATE |
| Plants In plants, fenoxaprop-P-ethyl is metabolised via fenoxaprop-P to 6-chloro-2,3-dihydrobenzoxazol-2-one. Soil/Environment In soil, fenoxaprop-P-ethyl is rapidly hydrolysed to fenoxaprop-P (A. E. Smith, J. Agric. Food Chem., 1985, 33, 483); DT50 1–10 d. |
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