Products >> Herbicides >> Quizalofop-P-tefuryl

Quizalofop-P-tefuryl

Quizalofop-P-tefuryl 92%TC
Quizalofop-P-tefuryl 12%EC
Quizalofop-P-tefuryl 4%EC

Herbicide
HRAC A WSSA 1; aryloxyphenoxypropionate

Quizalofop-P-tefuryl NOMENCLATURE
quizalofop-P
Common name quizalofop-P (BSI, draft E-ISO)
IUPAC name (R)-2-[4-(6-chloroquinoxalin-2-yloxy)phenoxy]propionic acid
Chemical Abstracts name (R)-2-[4-[(6-chloro-2-quinoxalinyl)oxy]phenoxy]propanoic acid
CAS RN [94051-08-8]

quizalofop-P-ethyl
Common name quizalofop-P-ethyl (BSI, draft E-ISO)
IUPAC name ethyl (R)-2-[4-(6-chloroquinoxalin-2-yloxy)phenoxy]propionate
CAS RN [100646-51-3] Development codes D(+) NC-302 (Nissan); DPX-79376 (DuPont)

quizalofop-P-tefuryl
Common name quizalofop-P-tefuryl
IUPAC name (?-tetrahydrofurfuryl-(R)-2-[4-(6-chloroquinoxalin-2-yloxy)phenoxy]propionate
Chemical Abstracts name (RS)-2-tetrahydrofuranylmethyl (R)-2-[4-(6-chloro-2-quinoxalinyloxy)phenoxy]propanoate
CAS RN [119738-06-6] Development codes UBI C4874 (Uniroyal)

PHYSICAL CHEMISTRY
quizalofop-P
Mol. wt. 344.8 M.f. C17H13ClN2O4

quizalofop-P-ethyl
Mol. wt. 372.8 M.f. C19H17ClN2O4 Form White, crystalline, odourless solid. M.p. 76.1-77.1 ºC B.p. 220 ºC/26.6 Pa V.p. 1.1 10-4 mPa (20 ºC) KOW logP = 4.61 (23? ºC) Henry 6.7  10-5 Pa m3 mol-1 (calc.) S.g./density 1.36 g/cm3 Solubility In water 0.61 mg/l (20 ºC). In acetone, ethyl acetate and xylene >250, 1,2-dichloroethane >1000 (all in g/l, 22-23 °C); in methanol 34.87, n-heptane 7.168 (both in g/l, 20 °C). Stability Stable in neutral and acidic media, but unstable in alkaline media; DT50 <1 d (pH 9). Stable at high temperatures and in organic solvents. Specific rotation []D20 +35.9?(20 ºC)

quizalofop-P-tefuryl
Mol. wt. 428.9 M.f. C22H21ClN2O5 Form Thick yellow liquid, which can crystallise upon standing at room temperature. M.p. 59-68 ºC; (tech. is a liquid) V.p. 7.9 10-3 mPa (25 ºC, gas saturation method) KOW logP = 4.32 (25 ºC) Henry 9.02  10-4 Pa m3 mol-1 (calc.) S.g./density 1283 kg/m3 (21.5 ºC) Solubility In water 4 mg/l (25 ºC). In toluene 652, hexane 12, methanol 64 (all in g/l). Stability Stable for 14 d at 55 ºC; stable in package for 1 y at 25 ºC. Stable 7 d in sunlight. In water, DT50 (22 ºC) 8.1 d (pH 5), 82 d (pH 6), 431 min (pH 9). Specific rotation []D 31.9? tech. 28-32? pKa 1.25 (25 ºC) F.p. 132 °C (Setaflash) Other properties Surface tension 69.3 mN/m (21 °C)

COMMERCIALISATION
History The herbicidal enantiomer ester quizalofop-P-ethyl introduced by Nissan Chemical Industries, Ltd and quizalofop-P-tefuryl ((?-tetrahydrofurfuryl ester) (A. R. Bell & A. S. Peddie, Proc. 1989 Br. Crop Prot. Conf. - Weeds, 1, 65) by Uniroyal Chemical Co., Inc. (now part of Crompton Corp.).

quizalofop-P-ethyl
Manufacturers Fengle; IPESA; Nissan; Sharda

quizalofop-P-tefuryl
Manufacturers Crompton; IPESA

Quizalofop-P-tefuryl APPLICATIONS
Biochemistry Fatty acid synthesis inhibitor (inhibition of acetyl CoA carboxylase) Mode of action Systemic herbicide, absorbed from the leaf surface, with translocation throughout the plant, moving in both the xylem and phloem, and accumulating in the meristematic tissue.

quizalofop-P-ethyl
Uses Selective post-emergence control of annual and perennial grass weeds in potatoes, soya beans, sugar beet, peanuts, oilseed rape, sunflowers, vegetables, cotton, and flax. Phytotoxicity Most non-graminaceous crops are tolerant. Formulation types EC; SC. Compatibility Can be used in combination with post-emergence broad-leaved herbicides. Selected products: 'CoPilot' (Nissan); 'Pilot D' (Nissan); 'Pilot Super' (Nissan); 'Targa D+' (Nissan); 'Targa Super' (Nissan); 'Assure II' (USA) (DuPont); 'Herban LPU' (IPESA); 'Leopard' (Makhteshim-Agan); 'Mostar' (IPESA)

quizalofop-P-tefuryl
Uses Control of annual grasses such as Avena fatua and Alopecurus myosuroides, and perennial grasses such as Sorghum halepense and Elymus repens, in potatoes, flax, oilseed rape, peas, sugar beet, cotton, and soya beans. Applied at 30-240 g/ha. Formulation types EC. Compatibility Certain post-emergence broad-leaved herbicides are incompatible with quizalofop-P-tefuryl. Selected products: 'Panarex' (Crompton); 'Pantera' (Crompton); 'Rango' (Crompton); 'Sotus' (Crompton); 'Sector-T' (IPESA)