5-(2,4-dichlorophenoxy)-2-nitrobenzoic acid methyl ester

CAS: 42576-02-3 C14 H9 Cl2 N O5 MW: 342.13273000

Identification

Namebifenox
CAS Number42576-02-3
EINECS255-894-7
FDA UNIIKSB85XT26Y
Molecular FormulaC14 H9 Cl2 N O5
Molecular Weight342.13273000
MDL NumberMFCD00055314
Nikkaji NumberJ3.509B
Beilstein2170169
XlogP34.50 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 85.00 °C. @ 760.00 mm Hg
Boiling Point 420.96 °C. @ 760.00 mm Hg (est)
Flash Point 407.00 °F. TCC ( 208.40 °C. ) (est)
logP (o/w) 4.480
Soluble in water, 0.398 mg/L @ 25 °C (exp)

No sensory data available

Safety Information

Oral/Parenteral Toxicityoral-mouse LD50 4556 mg/kg
Dermal Toxicityskin-rabbit LD50 > 20000 mg/kg
Inhalation Toxicityinhalation-rat LC50 > 200000 mg/m3

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryherbicides / pesticides
Recommendation for bifenox usage levels up tonot for fragrance use.
Recommendation for bifenox flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

not found in nature

Synonyms

benzoic acid, 5-(2,4-dichlorophenoxy)-2-nitro-, methyl ester bifenox [ANSI:BSI:ISO] 5-(2,4- dichlorophenoxy)-2-nitrobenzoic acid methyl ester 2,4- dichlorophenyl 3-(methoxycarbonyl)-4-nitrophenyl ether methyl 5-(2,4-dichlorophenoxy)-2-nitrobenzoate modown PubMed: New priority substances of the European Water Framework Directive: biocides, pesticides and brominated flame retardants in the aquatic environment of Denmark. PubMed: Bifenox: methyl 5-(2,4-di-chloro-phen-oxy)-2-nitro-benzoate. PubMed: [Determination of biphenyl ether herbicides in water using HPLC with cloud-point extraction]. PubMed: Utility of delayed fluorescence as endpoint for rapid estimation of effect concentration on the green alga Pseudokirchneriella subcapitata. PubMed: In vitro screening for aryl hydrocarbon receptor agonistic activity in 200 pesticides using a highly sensitive reporter cell line, DR-EcoScreen cells, and in vivo mouse liver cytochrome P450-1A induction by propanil, diuron and linuron. PubMed: Combining ligand-based pharmacophore modeling, quantitative structure-activity relationship analysis and in silico screening for the discovery of new potent hormone sensitive lipase inhibitors. PubMed: Determination of diphenylether herbicides in water samples by solid-phase microextraction coupled to liquid chromatography. PubMed: Weed control in sunflower (helianthus annuus L.) with post-emergent herbicides. PubMed: Double-layer effects and distance dependence of electron transfer in reduction of nitro aromatic radical anions. PubMed: In vitro ocular irritation toxicity study of some pesticides. PubMed: Maternal and developmental toxicity of halogenated 4'-nitrodiphenyl ethers in mice. PubMed: Cytotoxic and porphyrinogenic effects of diphenyl ethers in cultured rat hepatocytes: chlornitrofen (CNP), CNP-amino, chlomethoxyfen and bifenox. PubMed: Genotoxic activity of the commercial herbicide containing bifenox in bovine peripheral lymphocytes. PubMed: Detection of mutagenicity of diphenyl ether herbicides in Salmonella typhimurium YG1026 and YG1021. PubMed: Measurements of year-long exposure to tree nursery workers using multiple pesticides. PubMed: Synthesis of aryl D-gluco- and D-galacto-pyranosides and 1-O-acyl-D-gluco- and -D-galacto-pyranoses exploiting the Mitsunobu reaction. Influence of the pKa of the acid on the stereoselectivity of the reaction. PubMed: Developmental toxicity of diphenyl ether herbicides in nestling American kestrels. PubMed: Study of the mode of action of some nitrodiphenyl ethers. PubMed: Teratogenicity of bifenox and nitrofen in rodents. PubMed: An evaluation of the genotoxic properties of herbicides following plant and animal activation. PubMed: Evidence from studies with acifluorfen for participation of a flavin-cytochrome complex in blue light photoreception for phototropism of oat coleoptiles.