EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

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

Supplier Sponsors

CAS Number: 42576-02-3Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:255-894-7
FDA UNII: KSB85XT26Y
Nikkaji Web:J3.509B
Beilstein Number:2170169
MDL:MFCD00055314
XlogP3:4.50 (est)
Molecular Weight:342.13273000
Formula:C14 H9 Cl2 N O5
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:herbicides / pesticides
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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US Patents:Search
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PubMed:Search
NCBI:Search
 
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)
 water, 0.4203 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
MODOWN(R) 95%
Santa Cruz Biotechnology
For experimental / research use only.
Bifenox
Sigma-Aldrich
For experimental / research use only.
Bifenox PESTANAL®, analytical standard
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-mouse LD50 4556 mg/kg
Pesticide Manual. Vol. 9, Pg. 71, 1991.

oral-rat LD50 6400 mg/kg
"Agricultural Chemicals," Thomson, W.T., 4 vols., Fresno, CA, Thomson Publications, 1976/77 revisionVol. 2, Pg. 15, 1977.

Dermal Toxicity:
skin-rabbit LD50 > 20000 mg/kg
Defense des Vegetaux. Vol. 37, Pg. 3, 1983.

Inhalation Toxicity:
inhalation-rat LC50 > 200000 mg/m3
Defense des Vegetaux. Vol. 37, Pg. 3, 1983.
 
Safety in Use Information:
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.
 
Safety References:
European Food Safety Authority (EFSA) reference(s):

Reasoned opinion on the review of the existing maximum residue levels (MRLs) for bifenox according to Article 12 of Regulation (EC) No 396/2005
View page or View pdf

Retrospective analysis of the immunotoxic effects of plant protection products as reported in the Draft Assessment Reports for their peer review at EU level
View page or View pdf

EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :39230
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
methyl 5-(2,4-dichlorophenoxy)-2-nitrobenzoate
Chemidplus:0042576023
RTECS:DG7890000 for cas# 42576-02-3
 
References:
 methyl 5-(2,4-dichlorophenoxy)-2-nitrobenzoate
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):39230
Pubchem (sid):135001387
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C11066
HMDB (The Human Metabolome Database):Search
ChemSpider:View
Wikipedia:View
Formulations/Preparations:
principal tradename 'modown' (rhone-poulenc), 'tolkam fox' (rhone-poulenc). mixtures (bifenox +) mecoprop; linuron; chlortoluron; propanil; clopuralid + mecoprop; isoproturon + mecoprop; ioxynil + mecoprop; isoproturon + neburon.
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 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
 

Articles:

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.
 
Notes:
None found
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