Acifluorfen (CHEM002751)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesTargets (12)XML
Record Information
Version1.0
Creation Date2013-04-25 07:56:49 UTC
Update Date2026-05-14 18:36:22 UTC
Accession NumberCHEM002751
Identification
Common NameAcifluorfen
ClassSmall Molecule
DescriptionAcifluorfen is an herbicide. It is effective against broadleaf weeds and grasses and is used agriculturally on fields growing soybeans, peanuts, peas, and rice. Also registered as a spot treatment for residential use along driveways, sidewalks, and patios. acifluorfen has low acute toxicity via the oral, dermal, and inhalation routes of exposure, but causes severe eye irritation and moderate skin irritation. acifluorfen is currently classified as a B2 chemical carcinogen (probable human carcinogen).
Contaminant Sources
  • FooDB Chemicals
  • HPV EPA Chemicals
  • STOFF IDENT Compounds
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Ester
  • Ether
  • Food Toxin
  • Herbicide
  • Lachrymator
  • Metabolite
  • Organic Compound
  • Organochloride
  • Organofluoride
  • Pesticide
  • Synthetic Compound
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-Nitro-5-(2-chloro-4-(trifluoromethyl)phenoxy)benzoic acidChEBI
5-(2-Chloro-alpha,alpha,alpha-trifluoro-p-tolyloxy)-2-nitrobenzoic acidChEBI
AcifluorfeneChEBI
BlazerChEBI
2-Nitro-5-(2-chloro-4-(trifluoromethyl)phenoxy)benzoateGenerator
5-(2-Chloro-a,a,a-trifluoro-p-tolyloxy)-2-nitrobenzoateGenerator
5-(2-Chloro-a,a,a-trifluoro-p-tolyloxy)-2-nitrobenzoic acidGenerator
5-(2-Chloro-alpha,alpha,alpha-trifluoro-p-tolyloxy)-2-nitrobenzoateGenerator
5-(2-Chloro-α,α,α-trifluoro-p-tolyloxy)-2-nitrobenzoateGenerator
5-(2-Chloro-α,α,α-trifluoro-p-tolyloxy)-2-nitrobenzoic acidGenerator
(Sodium salt) scifluorfenHMDB
5-(2-chloro-4-(Trifluoromethyl)phenoxy)-2-nitrobenzoateHMDB, MeSH
5-(2-chloro-4-(Trifluoromethyl)phenoxy)-2-nitrobenzoic acidHMDB
5-(2-chloro-4-Trifluoromethylphenoxy)-2-nitrobenzoic acidHMDB, MeSH
5-[2-chloro-4-(Trifluoromethyl)phenoxy]-2-nitrobenzoic acidHMDB
5-[2-chloro-4-(Trifluoromethyl)phenoxy]-2-nitrobenzoic acid, 9ciHMDB
ACJHMDB
C14H7CLF3NO5HMDB
CarbofluorfenHMDB
ScifluorfenHMDB, MeSH
TackleHMDB
Tackle 25HMDB
Acifluorfen, calcium saltMeSH, HMDB
Acifluorfen, potassium saltMeSH, HMDB
Acifluorfen, sodium saltMeSH, HMDB
Chemical FormulaC14H7ClF3NO5
Average Molecular Mass361.657 g/mol
Monoisotopic Mass360.996 g/mol
CAS Registry Number50594-66-6
IUPAC Name5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoic acid
Traditional Nameacifluorfen
SMILESOC(=O)C1=CC(OC2=CC=C(C=C2Cl)C(F)(F)F)=CC=C1[N+]([O-])=O
InChI IdentifierInChI=1S/C14H7ClF3NO5/c15-10-5-7(14(16,17)18)1-4-12(10)24-8-2-3-11(19(22)23)9(6-8)13(20)21/h1-6H,(H,20,21)
InChI KeyNUFNQYOELLVIPL-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassDiphenylethers
Direct ParentDiphenylethers
Alternative Parents
Substituents
  • Diphenylether
  • Nitrobenzoate
  • Diaryl ether
  • Trifluoromethylbenzene
  • Nitrobenzene
  • Benzoic acid or derivatives
  • Benzoic acid
  • Phenoxy compound
  • Phenol ether
  • Nitroaromatic compound
  • Benzoyl
  • Halobenzene
  • Chlorobenzene
  • Aryl chloride
  • Aryl halide
  • C-nitro compound
  • Organic nitro compound
  • Carboxylic acid derivative
  • Carboxylic acid
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Ether
  • Allyl-type 1,3-dipolar organic compound
  • Monocarboxylic acid or derivatives
  • Organic oxoazanium
  • Organic oxygen compound
  • Organic nitrogen compound
  • Alkyl halide
  • Alkyl fluoride
  • Organopnictogen compound
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organofluoride
  • Organohalogen compound
  • Hydrocarbon derivative
  • Organochloride
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Membrane
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
Applications
Biological Roles
Chemical Roles
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting Point240°C
Boiling PointNot Available
Solubility0.12 mg/mL at 25°C
Predicted Properties
PropertyValueSource
Water Solubility0.00085 g/LALOGPS
logP3.87ALOGPS
logP4.55ChemAxon
logS-5.6ALOGPS
pKa (Strongest Acidic)2.03ChemAxon
pKa (Strongest Basic)-9.1ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area92.35 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity77.66 m³·mol⁻¹ChemAxon
Polarizability28.44 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-02t9-4195000000-5ddff76a68c7747e149cSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00di-9125100000-9ebf44d112da72167d46Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-014i-0209000000-e0ae2e76a9ed3a665f91Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0006-0920000000-45419e5ed3c77076fe28Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0006-0910000000-e79c927ca121a2728105Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0006-0910000000-5d702697e77d71c956dcSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0006-0900000000-acce9cd35c0b6ecbfe72Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0006-1900000000-0ac96d69a66a1c6b06eaSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0006-0009000000-36cf1b8605b4060a67c9Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0fk9-0097000000-435191fe46a075001c02Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-00di-0490000000-29ca940ce1fb7466f30eSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-00fr-1960000000-72299fc4ced8b0568174Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0059-1910000000-fb24acfb053c8e942e6bSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0059-1900000000-d17eb40e209a756eee16Spectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Negativesplash10-001i-9200000000-fdcc9c404aade51c9c3bSpectrum
LC-MS/MSLC-MS/MS Spectrum - 90V, Negativesplash10-001i-9100000000-5493b9bbfa7996612724Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-0006-0901000000-f1b6ebc3d324dd5a439fSpectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Negativesplash10-0a4i-0901000000-842b0991a0796f4f751aSpectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Negativesplash10-003r-7900000000-66d44d1f03c0c607ac39Spectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Negativesplash10-001i-9500000000-b66fd3edda53b4ad6b79Spectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-0059-1910000000-b0b157c1a52c3acf641aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0009000000-4c75728bf5ffedddf98bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0009000000-245d7f49008a444c8c8cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-0912000000-eef3cbda79d3d86dc38bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0009000000-6d7bb98e0ea588c04fccSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0009000000-47ab230a682c945458d0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-02t9-0904000000-6e5ade73e3f6b27f7a11Spectrum
MSMass Spectrum (Electron Ionization)splash10-03di-7559000000-e737ad0bfc1539f2b020Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not listed by IARC.
Uses/SourcesThis is a man-made compound that is used as a pesticide.
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB07338
HMDB IDHMDB0037112
FooDB IDFDB016105
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDACIFLUORFEN
METLIN IDNot Available
PDB IDACJ
Wikipedia LinkAcifluorfen
Chemspider ID40113
ChEBI ID73172
PubChem Compound ID44073
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11455817
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=11600024
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=11837431
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=2211482
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=2813868
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=7697001
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=8089433
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=8761738
9. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.