| Identification | More | [Name]
2-Aminodiphenyl | [CAS]
90-41-5 | [Synonyms]
[1,1'-BIPHENYL]-2-AMINE
2-AMINOBIPHENYL
2-AMINODIPHENYL
2-BIPHENYLAMINE
2-BIPHENYLYLAMIN
2-BIPHENYLYLAMINE
2-NITROBIPHENYL
2-NITRODIPHENYL
2-PHENYLANILIN
2-PHENYLANILINE
AKOS BBS-00003669
AMINOBIPHENYL(2-)
O-AMINOBIPHENYL
O-AMINODIPHENYL
o-Aminophenylbenzene
O-BIPHENYLAMINE
O-NITRODIPHENYL
O-PHENYLANILINE
O-XENYLAMINE
TIMTEC-BB SBB003867 | [EINECS(EC#)]
201-990-9 | [Molecular Formula]
C12H11N | [MDL Number]
MFCD00007126 | [Molecular Weight]
169.22 | [MOL File]
90-41-5.mol |
| Chemical Properties | Back Directory | [Appearance]
colourless to purple crystalline solid | [Melting point ]
47-50 °C(lit.)
| [Boiling point ]
299 °C(lit.)
| [density ]
1.44
| [vapor density ]
5.9 (vs air)
| [vapor pressure ]
2 mm Hg ( 140 °C)
| [refractive index ]
1.613-1.615
| [Fp ]
>230 °F
| [storage temp. ]
Store below +30°C. | [solubility ]
Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly) | [form ]
Crystals or Crystalline Powder | [pka]
3.82(at 22℃) | [color ]
Purple to brown | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [Water Solubility ]
<0.01 g/100 mL at 21 ºC | [Usage]
Has a mutagenic potency. | [BRN ]
471874 | [InChIKey]
TWBPWBPGNQWFSJ-UHFFFAOYSA-N | [CAS DataBase Reference]
90-41-5(CAS DataBase Reference) | [NIST Chemistry Reference]
[1,1'-Biphenyl]-2-amine(90-41-5) | [EPA Substance Registry System]
90-41-5(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
R40:Limited evidence of a carcinogenic effect.
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R20:Harmful by inhalation. | [Safety Statements ]
S36/37:Wear suitable protective clothing and gloves .
S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [WGK Germany ]
3
| [RTECS ]
DV5530000
| [Autoignition Temperature]
842 °F | [TSCA ]
Yes | [HS Code ]
29214980 | [Hazardous Substances Data]
90-41-5(Hazardous Substances Data) | [Toxicity]
LD50 orally in Rabbit: 2340 mg/kg |
| Hazard Information | Back Directory | [Description]
2-Aminobiphenyl (2-APB) is an organic compound with the formula C6H5C6H4NH2. It is an amine derivative of biphenyl. It is a colorless solid, although aged samples can appear colored even black. Palladacycles obtained from 2-aminobiphenyl are popular catalysts for cross-coupling. | [Chemical Properties]
colourless to purple crystalline solid. Soluble in alcohol, ether and benzene, insoluble in water. Can be volatilized with water vapor. Flash point >110℃. | [Uses]
2-Aminobiphenyl has a mutagenic potency. It is a substrate for UGTs (UDP-glucuronosyltransferases), including UGT1A4, UGT2B13 and UGT2B16. | [Application]
2-Aminobiphenyl is used as raw materials for organic synthesis. manufacture of carbazole resin, synthetic rubber. | [Preparation]
2-Aminodiphenyl is prepared by hydrogenation of 2-nitrobiphenyl.
NEW SYNTHESIS OF 2-AMINOBIPHENYLS
Reflux 2-nitrobiphenyl, ethanol and stannous chloride in a water bath for 3h, recover the ethanol, cool the residue, add 40% liquid alkali to make it strongly alkaline, separate the oil layer, extract the aqueous layer with ether, dry the extract with anhydrous calcium chloride, filter and recover the ether, wash with ethanol to obtain the crude product, then distill the crude product under reduced pressure to obtain 2-aminobiphenyl. | [Synthesis Reference(s)]
Organic Syntheses, Coll. Vol. 5, p. 829, 1973
Tetrahedron Letters, 36, p. 125, 1995 DOI: 10.1016/0040-4039(94)02191-D | [General Description]
2-aminobiphenyl appears as colorless or purplish crystals. (NTP, 1992) | [Air & Water Reactions]
Insoluble in water. | [Reactivity Profile]
2-Aminodiphenyl(90-41-5) neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. May generate hydrogen, a flammable gas, in combination with strong reducing agents such as hydrides. | [Hazard]
Toxic by ingestion, inhalation, and skin
absorption. A carcinogen.
| [Fire Hazard]
2-Aminodiphenyl is probably combustible. | [Flammability and Explosibility]
Nonflammable | [Safety Profile]
Moderately toxic by ingestion.Mutation data reported. When heated to decomposition, itemits toxic fumes of NOx. | [Purification Methods]
Crystallise it from aqueous EtOH (charcoal). [Beilstein 12 IV 3223.] |
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