| Identification | More | [Name]
Diflufenican | [CAS]
83164-33-4 | [Synonyms]
2,4-DIFLUORO-2-(A, A, A-TRIFLUORO-M-TOLYLOXY)-NICOTINANILIDE
dff
Diflufenical
DIFLUFENICAN
FENICAN
JAVELIN
Kwarc
n-(2,4-difluorophenyl)-2-(3-(trifluoromethyl)phenoxy)-3-pyridinecarboxamide
PELICAN(TM)
2’,4’-difluoro-2-(alpha,alpha,alpha-trifluoro-m-tolyloxy)nicotinanilide
diflufenicanil
m&b38544
n-(2,4-difluorophenyl)-2-(3-(trifluoromethyl)phenoxy)-3-pyridinecarboxamid
2,4-difluoro-2-(α,α,α-trifluorometolyloxy)nicotinanilide
Couger
DIFLUFENICAN PESTANAL, 100 MG
DIFLUFENICAN:2,4-DIFLUORO-2-( A , A , A-TRIFLUORO-M-TOLYLOXY)-NICOTINANILIDE
2,4-Difluoro-2-(α,α,α-trifluoro-m-tolyloxy)nicotinanilide
3-Pyridinecarboxamide, N-(2,4-difluorophenyl)-2-3-(trifluoromethyl)phenoxy-
diflufenican ((bsi,iso) | [Molecular Formula]
C19H11F5N2O2 | [MDL Number]
MFCD01311804 | [Molecular Weight]
394.29 | [MOL File]
83164-33-4.mol |
| Chemical Properties | Back Directory | [Melting point ]
110°C | [Boiling point ]
376.2±42.0 °C(Predicted) | [density ]
1.4301 (estimate) | [storage temp. ]
0-6°C | [solubility ]
Acetone (Slightly), Chloroform (Slightly), DMSO (Slightly), Ethanol (Slightly), | [form ]
neat | [pka]
9.03±0.70(Predicted) | [color ]
Off-White | [Merck ]
13,3168 | [BRN ]
4212494 | [Henry's Law Constant]
6.4×101 mol/(m3Pa) at 25℃, Keshavarz et al. (2022) | [Major Application]
agriculture
environmental | [InChI]
InChI=1S/C19H11F5N2O2/c20-12-6-7-16(15(21)10-12)26-17(27)14-5-2-8-25-18(14)28-13-4-1-3-11(9-13)19(22,23)24/h1-10H,(H,26,27) | [InChIKey]
WYEHFWKAOXOVJD-UHFFFAOYSA-N | [SMILES]
C1(OC2=CC=CC(C(F)(F)F)=C2)=NC=CC=C1C(NC1=CC=C(F)C=C1F)=O | [LogP]
4.900 | [CAS DataBase Reference]
83164-33-4(CAS DataBase Reference) | [EPA Substance Registry System]
83164-33-4(EPA Substance) |
| Safety Data | Back Directory | [Risk Statements ]
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [RIDADR ]
UN3077(solid); UN3082
(liquid) | [WGK Germany ]
2 | [RTECS ]
US4589800 | [HS Code ]
2933.39.2500 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Dermal
Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1 | [Toxicity]
LD50 in mice, rats (mg/kg): >1000, >2000 orally; in rats (mg/kg): >2000 dermally (Cramp) |
| Questions And Answer | Back Directory | [Description]
The diflufenican is a selective contact and residual herbicide that can be applied pre-emergence and post-emergence. It can be absorbed through the shoots of the germinating seeding with limited translocation. Its mode of mechanism is via a bleaching action through inhibiting the carotenoid biosynthesis process, further blocking photosynthesis process and causing plant death. It is used for the treatment of some broad leaved weeds such as Stellaria media (Chickweed), Veronica Spp (Speedwell), Viola spp, Geranium spp (Cranesbill) and Laminum spp (Dead nettles). It has been approved for use on barley, durum wheat, rye, triticale and wheat. It can be used in combination with isoproturon or other cereal herbicides.
| [References]
http://www.globachem.com/en/agrochemicals/d/resource/diflufenican
http://www.agchemaccess.com/Diflufenican
|
| Hazard Information | Back Directory | [Uses]
Herbicide. | [Uses]
Pre and post emergence foliar absorbed herbicide for winter weed control in cereal crops; carotenoid biosynthesis inhibitor. | [Definition]
ChEBI: A pyridinecarboxamide that is pyridine-3-carboxamide substituted by a 2,4-difluorophenyl group at the carbamoyl nitrogen and a 3-(trifluoromethyl)phenoxy group at position 2. | [Production Methods]
Diflufenican is commercially produced through a multi-step chemical synthesis involving fluorinated aromatic compounds and nicotinanilide intermediates. The process typically starts with the construction of a difluorophenyl ring, which is then coupled with a nicotinamide derivative via selective substitution and condensation reactions. | [Agricultural Uses]
Herbicide: Pre-and post-emergence foliar absorbed herbicide
for winter weed control in cereal crops; carotenoid biosynthesis inhibitor. Used on crops such as apples, apricot,
barley, beans (dry), broad beans, cherry, grapefruit, lemon,
lime, loquat, natsudaidai (whole), nectarine, orange,
peach, pear, peas, persimon, plum,quince, rye, soybeans,
unshu orange and wheat. Not currently registered in the
U.S. Approved for use in EU countries. | [Trade name]
ARDENT®; BACARA®; CAPTURE®
Diflufenican; COUGAR®; CUB®; GRENADIER®;
IONIZ®; JAVELIN®; JAVELIN® GOLD; KWARC®;
MB-38183®; M&B 38544®; PANTHER®; QUARTZ®;
SPEARHEAD® | [Mechanism of action]
Selective contact and residual action. Bleaching - Carotenoid biosynthesis inhibitor. | [Pesticide Type]
Herbicide |
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