bifenox
5-(2,4-dichlorophenoxy)-2-nitrobenzoic acid methyl ester
Identification
| Name | bifenox |
| CAS Number | 42576-02-3 |
| EINECS | 255-894-7 |
| FDA UNII | KSB85XT26Y |
| Molecular Formula | C14 H9 Cl2 N O5 |
| Molecular Weight | 342.13273000 |
| MDL Number | MFCD00055314 |
| Nikkaji Number | J3.509B |
| Beilstein | 2170169 |
| XlogP3 | 4.50 (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 Toxicity | oral-mouse LD50 4556 mg/kg |
| Dermal Toxicity | skin-rabbit LD50 > 20000 mg/kg |
| Inhalation Toxicity | inhalation-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
| Category | herbicides / pesticides |
| Recommendation for bifenox usage levels up to | not for fragrance use. |
| Recommendation for bifenox flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
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.