Chlornitrofen

HCID 15788

Substructure search Find similar structures

Basic information

CAS: 1836-77-7
Standard SMILES: O=[N+]([O-])c1ccc(Oc2c(Cl)cc(Cl)cc2Cl)cc1
InChIKey: XQNAUQUKWRBODG-UHFFFAOYSA-N
Molecular formula: C12H6Cl3NO3
Average molar mass: 318.5 g/mol
Monoisotopic mass: 316.94132609

Overview

Chlornitrofen is a member of chlorobenzenes, an aromatic ether and a C-nitro compound. It has a role as a herbicide and an EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor.

Names & identifiers

Preferred name: Chlornitrofen
IUPAC: 1,3,5-trichloro-2-(4-nitrophenoxy)benzene
English name: 4-Cyanotetrahydropyran
Molecular formula: C12H6Cl3NO3
Molecular weight: 318.54

Names & synonyms

Chlornitrofen1836-77-71,3,5-TRICHLORO-2-(4-NITROPHENOXY)BENZENEBenzene, 1,3,5-trichloro-2-(4-nitrophenoxy)-2,4,6-Trichlorophenyl 4-nitrophenyl ether4-Nitrophenyl 2,4,6-trichlorophenyl ether1NMN2MY1CWDTXSID0041775MO-338RefChem:125342DTXCID8021775217-407-6

Show more names

TETRAHYDRO-2H-PYRAN-4-CARBONITRILECNPmc338mo338mc1478cnp1032

Chlornitrofen [ISO]CNP 1032MO 338MC 14782,4,6-Trichloro-4'-nitrodiphenyl etherMC 338p-Nitrophenyl 2,4,6-trichlorophenyl ether2',4',6'-Trichloro-4-nitrobiphenyl ether

Database identifiers

CAS: 1836-77-7
PubChem CID: 15788
DTXSID: DTXSID0041775
ChEMBL: CHEMBL4520017
ChEBI: CHEBI:3620
UNII: 1NMN2MY1CW
EC Number: 217-407-6
Nikkaji: J2.132F

Properties

Computed structural properties

XLogP: 4.7
Topological polar surface area: 55.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 19
Formal charge: 0
Complexity: 306

Experimental & physicochemical properties

LogP4.97

Physicochemical properties

Melting point: 105 · 105-106°
Boiling point: 206 °C · 206°C (rough estimate)
Density: 1.533 · 1.533
refractive index: 1.62 · 1.6200 (estimate)
storage temp.: 0 · 0-6°C
color: Pale yellow needles
Water Solubility: 764 ug/L · 764ug/L(22 ºC)
BRN: 1890443 · 1890443
Henry's Law Constant: 8.1 · 8.1×100 mol/(m3Pa) at 25℃, Kawamoto and Urano (1989)
Major Application: agricultureenvironmental
InChI: 1S/C12H6Cl3NO3/c13-7-5-10(14)12(11(15)6-7)19-9-3-1-8(2-4-9)16(17)18/h1-6H
InChIKey: XQNAUQUKWRBODG-UHFFFAOYSA-N
SMILES: [O-][N+](=O)c1ccc(Oc2c(Cl)cc(Cl)cc2Cl)cc1
EWG's Food Scores: 1 · 1
FDA UNII: 1 NMN2MY1CW · 1NMN2MY1CW
EPA Substance Registry System: Chlornitrofen (1836-77-7)
UNSPSC Code: 41116107 · 41116107
NACRES: 24 · NA.24
Symbol(GHS): 9 · GHS09
Signal word: Warning
Hazard statements: 410 · H410
Precautionary statements: 273 · P273-P501
Hazard Codes: Xi,F,N
Risk Statements: 50 · 50/53
Safety Statements: 60 · 60-61
RIDADR: 3077 · UN 3077 9 / PGIII
WGK Germany: 3 · 3
HS Code: 2904200090 · 2904200090
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 1 Aquatic · Aquatic Acute 1Aquatic Chronic 1
Toxicity: 50 in · LC50 in carp (48 hr): >10,000 mg/l; LC50 in flea (3 hr): >40,000 mg/l (Kanazawa)

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H400 (100%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]

P273, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAquatic Acute 1 (100%)

Safety data

wgk: 3
ridadr: UN 3077 9 / PGIII
hs_code: 2904200090
Toxicity: LC50 in carp (48 hr): >10,000 mg/l; LC50 in flea (3 hr): >40,000 mg/l (Kanazawa)
risk_code: 50/53
Signal word: Warning
Symbol(GHS): GHS09
hazard_code: Xi,F,N
safety_code: 60-61
Storage Class: 11 - Combustible Solids
Hazard statements: H410
Hazard Classifications: Aquatic Acute 1Aquatic Chronic 1
Precautionary statements: P273-P501

Chemistry & industry

Applications · 2 items

DescriptionChlornitrofen is an obsolete rice herbicide, It has a low aqueous solubility and is non-volatile. It is moderately toxic to fish, algae and aquatic invertebrates. Chlornitrofen has a low oral mammalian toxicity and may be a reproduction/developmental toxin.

UsesHerbicide.

Upstream & downstream products

Upstream raw materials

4-Chloronitrobenzene 2,4,6-Trichlorophenol

Suppliers40 total

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

上海钰博生物科技有限公司021-60514606 18321282235 · [email protected]

江苏智芯廷科技有限公司18221391031 · [email protected]

广州佳途科技股份有限公司81960175 18933936954 · [email protected]

VladaChem GmbH+49-7246-3082843 +86-18411632868 · [email protected]

Additional notes

DefinitionChEBI: Chlornitrofen is an aromatic ether, a member of chlorobenzenes and a C-nitro compound. It has a role as an EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor and a herbicide.