4-Nitrobiphenyl

4-Nitrobiphenyl Basic information
Product Name:4-Nitrobiphenyl
Synonyms:1-Nitro-4-phenylbenzene;1-Nitro-4-phenylbenzene, p-Phenylnitrobenzene;4-Nitrobiphenyl,98%;4-Nitrobiphenyl,99%;4-Nitrobiphenyl 100mg [92-93-3];4-(4-Nitrophenyl)benzene;NSC 1324;PARA-NITRODIPHENYL
CAS:92-93-3
MF:C12H9NO2
MW:199.21
EINECS:202-204-7
Product Categories:Aromatics Compounds;Aromatics
Mol File:92-93-3.mol
4-Nitrobiphenyl Structure
4-Nitrobiphenyl Chemical Properties
Melting point 114 °C
Boiling point 340 °C
density 1.1919 (rough estimate)
refractive index 1.5880 (estimate)
Fp 43 °C
solubility Soluble in acetic acid, benzene, chloroform, and ether (Weast, 1986)
form Solid
color White
Water Solubility insoluble
Stability:Stable. Incompatible with strong oxidizing agents.
InChIInChI=1S/C12H9NO2/c14-13(15)12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9H
InChIKeyBAJQRLZAPXASRD-UHFFFAOYSA-N
SMILESC1(C2=CC=CC=C2)=CC=C([N+]([O-])=O)C=C1
CAS DataBase Reference92-93-3(CAS DataBase Reference)
IARC3 (Vol. 4, Sup 7) 1987
NIST Chemistry Reference1,1'-Biphenyl, 4-nitro-(92-93-3)
EPA Substance Registry System4-Nitrobiphenyl (92-93-3)
Safety Information
Hazard Codes T,N
Risk Statements 45-51/53
Safety Statements 53-45-61
RIDADR 2811
RTECS DV5600000
HazardClass 6.1(b)
PackingGroup III
HS Code 29042090
Hazardous Substances Data92-93-3(Hazardous Substances Data)
ToxicityAcute oral LD50 for rats 2,230 mg/kg, rabbits 1,970 mg/kg (quoted, RTECS, 1985).
MSDS Information
ProviderLanguage
1-Nitro-4-phenylbenzene English
4-Nitrobiphenyl Usage And Synthesis
Chemical PropertiesYellow Solid
Chemical Properties4-Nitrobiphenyl exists as yellow plates or needles..
UsesFormerly used as an intermediate for 4-aminobiphenyl
UsesFormerly in preparation of p-biphenylamine, q.v.
Uses4-Nitrobiphenyl has some uses as a plasticizer, fungicide, and wood preservative.
DefinitionChEBI: 4-Nitrobiphenyl is a member of biphenyls.
Synthesis Reference(s)Tetrahedron Letters, 37, p. 4499, 1996 DOI: 10.1016/0040-4039(96)00924-0
General DescriptionWhite to yellow needle-like crystalline solid with a sweetish odor.
Air & Water ReactionsInsoluble in water.
Reactivity Profile4-Nitrobiphenyl is incompatible with the following: Strong reducers .
HazardToxic by ingestion and skin contact. Confirmed carcinogen.
Health Hazardp-Nitrobiphenyl (PNB) is a urinary bladder carcinogen in dogs.
Safety ProfileConfirmed carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. Poison by intraperitoneal route. Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also NITRO COMPOUNDS OF AROMATIC HYDROCARBONS.
Potential Exposure4-Nitrobiphenyl was formerly used in the synthesis of 4-aminodiphenyl. It is presently used only for research purposes; there are no commercial uses.
CarcinogenicityThe case for the carcinogenicity of PNB is supported by (1) the induction of urinary bladder cancer in dogs after administration of PNB; (2) the evidence that PNB is metabolized in vivo to 4-aminobiphenyl (a potent carcinogen); and (3) the possibility that the cases of human urinary bladder cancer attributed to 4- aminobiphenyl may also have been induced by exposure to PNB.1
ShippingUN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.
IncompatibilitiesIncompatible with strong reducing agents such as hydrides, oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides.
Waste DisposalIncineration @ 982℃/2.0 seconds (minimum) with scrubbing for nitrogen oxides abatement.
4-Methyoxy-4'-nitrobiphenyl 4-Acetyl-4'-nitrobiphenyl 1-AMINO-7-NITROFLUORENE Bifendate 9-DICYANOMETHYLENE-2,4,7-TRINITROFLUORENE 2-CHLORO-7-NITROFLUORENE 2'-ISOPROPYL-4-NITROBIPHENYL 2-TRIFLUOROACETAMIDO-7-NITROFLUORENE 2,4,5,7-TETRANITRO-9-FLUORENONE 2-NITROBIPHENYL,ORTHO-NITROBIPHENYL 2-BROMO-7-NITROFLUORENE NITROBIPHENYL 2-FLUORO-7-NITROFLUORENE, 99 3-ETHYL-4-NITROBIPHENYL 3AMINO2NITROBIPHENYL 2,4,7-TRINITRO-9-FLUORENONE 4-HYDROXY-4''-NITROBIPHENYL 98+% (+),(-)-A-2,4,5,7-TETRANITRO-9-FLUORENYLIDENEAMINOOXYPROPIONIC ACID

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