Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HCID 7114Erstellt: 26. Oktober 2026

4-Nitro-1,1'-biphenyl

Nitrobiphenyl · Nitro-1,1'-biphenyl

https://huagongshe.com/de/chemical/7114

Molekülstruktur von 4-Nitro-1,1'-biphenyl

Identifikatoren & physikalische Daten

CAS No.28984-85-2
SummenformelC12H9NO2
Durchschnittliche Molmasse199,2 g/mol
Monoisotopische Masse199,06332853 g/mol
SMILESO=[N+]([O-])c1ccc(-c2ccccc2)cc1
InChIKeyBAJQRLZAPXASRD-UHFFFAOYSA-N
PubChem CID7114
ChEMBLCHEMBL352531
ChEBICHEBI:82504
EC No.202-204-7
DTXSIDDTXSID9041522

Chemische & physikalische Eigenschaften

XLogP3,8
Polarare Oberfläche (TPSA)45,8
H-Brücken-Donoren0
H-Brücken-Akzeptoren2
Frei drehbare Bindungen1
Schwere Atome15
Formalladung0
Komplexität210
StoffklassenHazardous Air Pollutants (HAPs)Nitrogen Compounds -> Nitros, Aromatic
ArzneimittelPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesAngular frequency
LogP (Verteilungskoeffizient)3.77
GeruchSWEETISH ODORSweetish odor.
Color/FormYELLOW NEEDLES FROM ALCWHITE NEEDLESWhite to yellow, needle-like, crystalline solid.
LöslichkeitInsoluble (NIOSH, 2024)SOL IN ETHER, BENZENE, CHLOROFORM, ACETIC ACIDSLIGHTLY SOL IN COLD ALCSolubility in water: very poor
Flammpunkt290 °F (NIOSH, 2024)143 °C c.c.
Siedepunkt644 °F at 760 mmHg (NIOSH, 2024)340 °C @ 760 MM HG340 °C @760 [mm Hg]
DecompositionWhen heated to decomp it emits toxic fumes of /nitrogen oxides/.
Schmelzpunkt237 °F (NIOSH, 2024)114 °C
Food Contact SubstancesFCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR

Sicherheit & Vorschriften

GHS-EinstufungDangerH350: May cause cancer [Danger Carcinogenicity]P203, P273, P280, P318, P391, P405, and P501 (click each P-code to see the statement)H350 (100%): May cause cancer [Danger Carcinogenicity]
Regulatorische InformationenHazard Traits - CarcinogenicityHepatotoxicity and Digestive System ToxicityNephrotoxicity and Other Toxicity to the Urinary SystemNeurotoxicityOcular ToxicityRespiratory ToxicityRestricted substance: 4-Nitrobiphenyl4-Nitrodiphenyl: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
DOT-KennzeichnungPoison
BrandgefahrenExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:Combustible. Gives off irritating or toxic fumes (or gases) in a fire.
GesundheitsgefahrenExcerpt from NIOSH Pocket Guide for 4-Nitrobiphenyl:
Gefahrenübersicht4-Nitrobiphenyl is no longer manufactured or used in the United States. Limited information is available on the health effects of 4-nitrobiphenyl. Acute (short-term) exposure to 4-nitrobiphenyl in humans results in irritation of the eyes, mucous membranes, and respiratory tract, and headache, nausea, vomiting, and fatigue. Chronic (long-term) exposure to high concentrations of 4-nitrobiphenyl in workers has resulted in effects on the peripheral and central nervous systems and the liver and kidney. No information is available on the reproductive, developmental, or carcinogenic effects of 4-nitrobiphenyl in humans. EPA has not classified 4-nitrobiphenyl for carcinogenicity.A metabolite of 4-nitrodiphenyl (4-aminodiphenyl) is a recognized bladder carcinogen. Therefore, 4-nitrodiphenyl is classified as a suspected human carcinogen, without an assigned TLV. [ACGIH]
Reaktive GruppeHydrocarbons, Aromatic
EG-EinstufungSymbol: T, NR: 45-51/53S: 53-45-61
Special ReportsBerlin A, Draper M et alThe toxicology of chemicals - 1. Carcinogenicity, Volume 1 - summary reviews of the scientific evidence. Office for Official Publications of the European Communities, L-2985 Luxembourg, 1989, Vol.1. 184p. Data reviewed includes, introduction, animal data, mutagenic and genotoxic information, human data, scientific conclusions, need for further work, references.Fu PPMetabolism of nitropolycyclic aromatic hydrocarbons. Drug Metab Rev 22 (2-3): 209-68 (1990). A review with 229 references on metabolism of nitro compounds.
OSHA StandardsWorkers' exposure to 4-nitrobiphenyl is to be controlled through the required use of engineering controls, work practices, & personal protective equipment, incl respirators. Identified as an occupational carcinogen without establishing a PEL.
Reactivity Profile4-NITROBIPHENYL is incompatible with the following: Strong reducers (NIOSH, 2024).
LuftstandardsListed as a hazardous air pollutant (HAP) generally known or suspected to cause serious health problems. The Clean Air Act, as amended in 1990, directs EPA to set standards requiring major sources to sharply reduce routine emissions of toxic pollutants. EPA is required to establish and phase in specific performance based standards for all air emission sources that emit one or more of the listed pollutants. p-Nitrobiphenyl is included on this list.
Chemical DangersDecomposes on burning. This produces toxic gases. Reacts with strong reducing agents. This generates toxic hazard.
BrandbekämpfungExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:Use water spray.
Erste-Hilfe-MaßnahmenFresh air, rest. Refer for medical attention.Remove contaminated clothes. Rinse and then wash skin with water and soap.First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.Rinse mouth. Refer for medical attention .
Erste HilfeExcerpt from NIOSH Pocket Guide for 4-Nitrobiphenyl:(General first aid procedures)
Sichere LagerungSeparated from strong reducing agents. Well closed.
ReinigungsverfahrenRESEARCH PROGRAM WAS CONDUCTED TO DETERMINE THE CAPABILITY OF BIOL TREATMENT AND ACTIVATED CARBON ADSORPTION TO REMOVE CHEM CARCINOGENS FROM WATER AND WASTEWATER. CMPD STUDIED INCL 4-NITROBIPHENYL. ALL CMPD TESTED EXHIBITED SOME DEG OF BIOL DEGRADATION. CARBON ADSORPTION WAS ALSO EFFECTIVE IN REMOVING THE CMPD FROM AQ SOLN.
Freisetung ohne BrandExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Verschüttetes entsorgenPersonal protection: particulate filter respirator adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Sweep spilled substance into covered sealable containers. Carefully collect remainder. Then store and dispose of according to local regulations.
Preventive MeasuresThe worker should immediately wash the skin when it becomes contaminated.Work clothing that becomes wet or significantly contaminated should be removed or replaced.The worker should wash daily at the end of each work shift.Workers whose clothing may have become contaminated should change into uncontaminated clothing before leaving the work premises.SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
Isolation and EvacuationExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Eye PreventionWear safety spectacles or eye protection in combination with breathing protection if powder.
Fire PreventionNO open flames.
Inhalation RiskA harmful concentration of airborne particles can be reached quickly when dispersed, especially if powdered.
Cancer Sites[in animals: bladder tumors]
ZielorganeBladder, blood
UmweltverhaltenTERRESTRIAL FATE: The important p-nitrobiphenyl degradation process in soil may be biodegradation. A single biodegradation study has shown that p-nitrobiphenyl is biodegradable with rapid microbial adaptation. Estimated Koc values of 2680-3360 indicate that significant leaching should not occur in most types of soil. Photodegradation on soil surfaces exposed to sunlight may be possible. (SRC)AQUATIC FATE: The important p-nitrobiphenyl degradation processes in water may be biodegradation and photolysis. A single biodegradation study has shown that p-nitrobiphenyl is significantly biodegradable with rapid microbial adaptation. p-Nitrobiphenyl has also been shown to photodegrade rapidly when diethylamine solutions are exposed to uv light above 290 nm. Photolysis in water may be importanthowever, kinetic rate data pertaining to environmental photolysis are not available to predict its relative significance. Estimated Koc values of 2680-3360 indicate that some partitioning from the water column to sediments and suspended material may occur. Moderate bioconcentration may be possible. Aquatic volatilization is expected to be relatively slow in comparison to other fate processes. Aquatic hydrolysis is not expected to be important. (SRC)ATMOSPHERIC FATE: Based upon its chemical structure, p-nitrobiphenyl is expected to exist primarily in the vapor-phase in the ambient atmosphere, although a small percentage may be associated with the particulate-phase. Vapor-phase p-nitrobiphenyl is degraded in the ambient atmosphere by reaction with photochemically produced hydroxyl radicals. Degradation via direct photolysis may also be importanthowever, kinetic rate data pertaining to environmental photolysis are not available to predict its relative significance. (SRC)
Unerwünschte WirkungenACGIH Carcinogen - Suspected Human.
ExpositionspfadeThe substance can be absorbed into the body by inhalation, through the skin and by ingestion.inhalation, skin absorption, ingestion, skin and/or eye contact
Signs and SymptomsSee Effects of long-term or repeated exposure.MAY BE ABSORBED!Redness.headache, drowsiness, dizzinessdyspnea (breathing difficulty)ataxia, lassitude (weakness, exhaustion)methemoglobinemiaurinary burningacute hemorrhagic cystitis[potential occupational carcinogen]
Effluent Concentrationsp-Nitrobiphenyl was analyzed for, but not detected (detection limit 0.68-3.2 ug/g), in particulate material collected from the exhaust of a heavy-duty diesel engine(1).
ICSC Environmental DataThe substance is toxic to aquatic organisms. The substance may cause long-term effects in the aquatic environment.
Soil Adsorption/MobilityBased upon an estimated log Kow of 3.77(1), the Koc for p-nitrobiphenyl can be estimated to range from 2680 to 3360 using various regression-derived equations(2,SRC). These Koc estimates indicate very low soil mobility(3).
Human Toxicity ExcerptsTHERE ARE NO DATA ON CARCINOGENICITY OF 4-NITROBIPHENYL IN MAN. HOWEVER, IT HAS BEEN USED IN PRODN OF 4-AMINOBIPHENYL, WHICH IS RECOGNIZED HUMAN BLADDER CARCINOGEN.SUMMARY TOXICITY STATEMENT: /ACUTE/ ... MODERATE VIA ORAL ROUTE. MODERATE= MAY CAUSE REVERSIBLE OR IRREVERSIBLE CHANGES ... /TO EXPOSED TISSUE/, NOT NECESSARILY SEVERE ENOUGH TO CAUSE SERIOUS PHYSICAL IMPAIRMENT OR THREATEN LIFE.THE INTERNATIONAL AGENCY FOR RESEARCH ON CANCER WORKING GROUP ON THE EVALUATION OF THE CARCINOGENIC RISK OF CHEMICALS TO MAN FOUND NO REPORTS ON CARCINOGENICITY OF 4-NITROBIPHENYL TO MAN. THE GROUP CONCLUDED THAT IT IS NOT POSSIBLE TO SEPARATE THE EXPOSURES TO 4-NITROBIPHENYL FROM EXPOSURES TO 4-AMINOBIPHENYL BECAUSE THE FORMER IS CONVERTED TO THE LATTER BY REDUCTION.
Artificial Pollution SourcesNo data are currently available to suggest that p-nitrobiphenyl is currently manufactured, imported, used or sold on a commercial-scale in the United States. No data are available to suggest that p-nitrobiphenyl is inadvertently formed during any commercial process or in the environment. (SRC)
Environmental Biodegradationp-Nitrobiphenyl exhibited fast biodegradation with rapid adaptation using a static-culture screening procedure with a settled domestic wastewater microbial inocula(1)degradation was determined to be 97.5% after 7 days of incubation(1).