ContaminantDB: Nitrofen

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2014-09-11 02:05:47 UTC

Update Date

2026-05-20 17:30:24 UTC

Accession Number

CHEM003664

Identification

Common Name

Nitrofen

Class

Small Molecule

Description

Nitrofen is an herbicide of the diphenyl ether class. Because of concerns about its carcinogenicity, the use of nitrofen is banned in the European Union and in the United States.

Contaminant Sources

Clean Air Act Chemicals
HPV EPA Chemicals
IARC Carcinogens Group 2B
My Exposome Chemicals
STOFF IDENT Compounds
Suspected Compounds
T3DB toxins
ToxCast & Tox21 Chemicals

Contaminant Type

Ether
Herbicide
Metabolite
Organic Compound
Organochloride
Pesticide
Synthetic Compound

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2',4'-Dichloro-4-nitrodiphenyl ether	HMDB
2,4,6-Trichlorophenyl 4-nitrophenyl ether	HMDB
2,4-Dichloro-1-(4-nitrophenoxy)-benzene	HMDB
2,4-Dichloro-4'-nitrodiphenyl ether	HMDB
2,4-Dichlorophenyl 4-nitrophenyl ether	HMDB
2,4-Dichlorophenyl p-nitrophenyl ether	HMDB
4'-Nitro-2,4-dichlorodiphenyl ether	HMDB
4-(2,4-Dichlorophenoxy)nitrobenzene	HMDB
4-Nitro-2',4'-dichlorophenyl ether	HMDB
Chlornitrofen	HMDB
Ether, 2,4-dichlorophenyl p-nitrophenyl	HMDB
Mezotox	HMDB
Niclofen	HMDB
NIP	HMDB
Nitraphen	HMDB
Nitrochlor	HMDB
Nitrophen	HMDB
Nitrophene	HMDB
Preparation 125	HMDB
TOK	HMDB
TOK e	HMDB
TOK e 25	HMDB
TOK e 40	HMDB
Trizilin	HMDB
Trizilin 25	HMDB
1,3-Dichlorophenyl-p-nitrophenyl ether	HMDB
2,4-Dichlorophenyl-4-nitrophenyl ether	HMDB
Nitrafen	HMDB
2,4-Dichloro-1-(4-nitrophenoxy)benzene	HMDB

Chemical Formula

C₁₂H₇Cl₂NO₃

Average Molecular Mass

284.095 g/mol

Monoisotopic Mass

282.980 g/mol

CAS Registry Number

1836-75-5

IUPAC Name

Not Available

Traditional Name

nitrofen

SMILES

ClC1=CC(Cl)=C(OC2=CC=C(C=C2)N(=O)=O)C=C1

InChI Identifier

InChI=1S/C12H7Cl2NO3/c13-8-1-6-12(11(14)7-8)18-10-4-2-9(3-5-10)15(16)17/h1-7H

InChI Key

XITQUSLLOSKDTB-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.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylethers

Direct Parent

Diphenylethers

Alternative Parents

Substituents

Diphenylether
Diaryl ether
Nitrobenzene
Phenoxy compound
Nitroaromatic compound
1,3-dichlorobenzene
Phenol ether
Chlorobenzene
Halobenzene
Aryl halide
Aryl chloride
Organic nitro compound
C-nitro compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Ether
Organic oxoazanium
Hydrocarbon derivative
Organopnictogen compound
Organohalogen compound
Organochloride
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Membrane

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Solid

Appearance

White powder.

Experimental Properties

Property	Value
Melting Point	70 °C
Boiling Point	Not Available
Solubility	0.001 mg/mL at 22 °C

Predicted Properties

Property	Value	Source
Water Solubility	0.00099 g/L	ALOGPS
logP	4.88	ALOGPS
logP	4.62	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	55.05 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	69.23 m³·mol⁻¹	ChemAxon
Polarizability	25.26 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-2960000000-427e1584f2e5ed29fcd1	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - APCI-ITFT , negative	splash10-000i-0910000000-89c47b05edc3903bf1db	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-001i-0090000000-5af2479910b2d4d4dd9c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-014i-0090000000-1b6debe9e4695d896e9f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-014i-0090000000-fdd969f1250d201da619	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-1000-0190000000-7192f5349adc8b92e145	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0zfr-0490000000-64452caf68de8d7ba414	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0udr-0960000000-78acb74008afb3aa39ea	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-0udr-0960000000-b32eea08468079e4ad0c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-014i-0090000000-dd036329682ceca9f1c6	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-014i-0090000000-8e5d3069e433ae6df6ff	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-1000-0190000000-14a81e06d4931e860532	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-0zfr-0490000000-2deb428c5972f52846da	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-001i-0090000000-36b5aca518d03da78716	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0090000000-729c49dcabe76116dd9b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-0090000000-df45b1c15b31786eb4e8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0w30-1930000000-79cba3b181e0f58fcb6a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0090000000-2dcde22eed1443dd41a5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0090000000-720987b7ce2aee7b7dab	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-02ai-1590000000-a519372a96f615570dc2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0090000000-d0d5c1bde758a441e481	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-0090000000-d0d5c1bde758a441e481	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03k9-0940000000-db88a2c6193e4bc1b10d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0090000000-76d7cc297abf1d2186dc	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0090000000-76d7cc297abf1d2186dc	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-0090000000-76d7cc297abf1d2186dc	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0gz0-7490000000-2b88a6403ad768cb3948	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

2B, possibly carcinogenic to humans. (1)

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0041951

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Nitrofen

Chemspider ID

15010

ChEBI ID

Not Available

PubChem Compound ID

15787

Kegg Compound ID

C11065

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Nitrofen (CHEM003664)

Structure for CHEM003664: Nitrofen