CAS 21650-66-8 4,4'-Dichloroazoxybenzene (HCID 11960)

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Basic information

CAS: 21650-66-8
Standard SMILES: [O-][N+](=Nc1ccc(Cl)cc1)c1ccc(Cl)cc1
InChIKey: NMAZIJPSESMWSA-UHFFFAOYSA-N
Molecular formula: C12H8Cl2N2O
Average molar mass: 267.11 g/mol
Monoisotopic mass: 266.0013683

Names & identifiers

Preferred name: 4,4'-Dichloroazoxybenzene
IUPAC: (4-chlorophenyl)-(4-chlorophenyl)imino-oxidoazanium
English name: 44Dichloroazoxybenzene
Molecular formula: C12H8Cl2N2O
Molecular weight: 267.11

Names & synonyms

4,4'-DICHLOROAZOXYBENZENE614-26-6DcaobAzoxybenzene, 4,4'-dichloro-p,p'-DichloroazoxybenzeneHSDB 2721Diazene, bis(4-chlorophenyl)-, 1-oxideBis(4-chlorphenyl)diazene 1-oxideBis(4-chlorophenyl)diazene 1-oxideNSC 166795BRN 0656043AI3-03276

Show more names

Phenacetin Impurity 21,2-bis(4-chlorophenyl)diazeneoxide1,2-bis(4-chlorophenyl)diazene 1-oxideDiazene, 1,2-bis(4-chlorophenyl)-, 1-oxide

Diazene, bis(4-chlorphenyl)-, 1-oxideDTXSID30732104-16-00-00035 (Beilstein Handbook Reference)8X82KV0420NSC-166795p,p'DichloroazoxybenzeneRefChem:506633Azoxybenzene, 4,4'dichloro

Database identifiers

CAS: 21650-66-8、614-26-6、71297-93-3
PubChem CID: 11960
DTXSID: DTXSID3073210
UNII: CAV0B510XV、WH8662LY1J
EC Number: 636-408-6
Nikkaji: J3.767.371D、J84.805K

Properties

Computed structural properties

XLogP: 4.4
Topological polar surface area: 41.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 17
Formal charge: 0
Complexity: 270

Experimental & physicochemical properties

Chemical ClassesDyes -> Azo Dyes

Physical DescriptionSolid; [MSDSonline]

Physicochemical properties

Melting point: 150 · 150-151 °C
Boiling point: 397.5 · 397.5±52.0 °C(Predicted)
Density: 1.4552 · 1.4552 (rough estimate)
refractive index: 1.549 · 1.5490 (estimate)
FDA UNII: 8 X82KV0420 · 8X82KV0420
EPA Substance Registry System: 4 · 4,4'-Dichloroazoxybenzene (614-26-6)
Symbol(GHS): 7 · GHS07,GHS05,GHS09
Signal word: Danger
Hazard statements: 335 · H335-H302-H411-H315-H318
Precautionary statements: 264 · P264-P270-P301+P312-P330-P501-P280-P305+P351+P338-P310-P264-P280-P302+P352-P321-P332+P313-P362

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P391, P403+P233, P405, 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

Hazards SummaryAn irritant; May cause serious injury to eyes; May cause skin sensitization; [MSDSonline] Search: 614-26-6 = No items found; [PubMed]

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Toxicology

Non-Human Toxicity Excerpts · 1 item

THE MUTAGENICITY OF 19 HERBICIDE-DERIVED CHLORINATED AZOBENZENES AND STRUCTURALLY RELATED CHLORINATED ANILINES AND NITROBENZENES WAS ASSAYED TOWARDS SEVERAL STRAINS OF SALMONELLA TYPHIMURIUM, USING THE PLATE INCORPORATION METHOD AND THE FLUCTUATION TEST, IN THE PRESENCE OR ABSENCE OF LIVER POST-MITOCHONDRIAL FRACTIONS, IN AEROBIC AND ANAEROBIC CONDITIONS. POSITIVE RESULTS WERE OBTAINED WITH 4,4'-DICHLOROAZOXYBENZENE.

Safety data

Signal word: Danger
Symbol(GHS): GHS07,GHS05,GHS09
Hazard statements: H335-H302-H411-H315-H318
Precautionary statements: P264-P270-P301+P312-P330-P501-P280-P305+P351+P338-P310-P264-P280-P302+P352-P321-P332+P313-P362

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 2 items

MICROBIAL OXIDATION OF 4-CHLOROANILINE BY SOIL FUNGUS FUSARIUM OXYSPORUM WAS STUDIED...METABOLITES INCLUDED 4,4'-DICHLOROAZOXYBENZENE.

(14)C-LABELED P-CHLOROANILINE IS METABOLIZED COMPLETELY BY CHLORELLA FUSCA RUBRA TO WATER-SOLUBLE PRODUCTS INCL 4,4'-DICHLOROAZOXYBENZENE.

Uses & manufacturing

General Manufacturing Information4,4'-DICHLOROAZOXYBENZENE WAS IDENTIFIED AS ONE OF THE IMPURITIES CONTAINED IN P-NITROPHENETOLE WHICH WAS DETERMINED BY GAS CHROMATOGRAPHY.