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-AMINOBIPHENYLSReflux 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.
General Description
2-aminobiphenyl appears as colorless or purplish crystals. (NTP, 1992)
Air & Water Reactions
Insoluble in water.
Reactivity Profile
2-Aminodiphenyl 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
Non flammable
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.]
