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2-Aminobiphenyl

Product Name
2-Aminobiphenyl
CAS No.
90-41-5
Chemical Name
2-Aminobiphenyl
Synonyms
2-AMINOBIPHENYL;[1,1'-BIPHENYL]-2-AMINE;2-NITROBIPHENYL;2-PHENYLANILINE;biphenyl-2-ylamine;Aminobiphenyl;biphenyl-2-aMine;Revefenacin Impurity 8;NCI-C50282;O-XENYLAMINE
CBNumber
CB5136777
Molecular Formula
C12H11N
Formula Weight
169.22
MOL File
90-41-5.mol
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2-Aminobiphenyl Property

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
Flash point:
>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
Water Solubility 
<0.01 g/100 mL at 21 ºC
BRN 
471874
Stability:
Stable. Incompatible with strong oxidizing agents.
InChIKey
TWBPWBPGNQWFSJ-UHFFFAOYSA-N
LogP
2.84
CAS DataBase Reference
90-41-5(CAS DataBase Reference)
NIST Chemistry Reference
[1,1'-Biphenyl]-2-amine(90-41-5)
EPA Substance Registry System
2-Biphenylamine (90-41-5)
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Safety

Hazard Codes 
Xn
Risk Statements 
22-40-52/53-21/22/36/37/38/40-20
Safety Statements 
36/37-61
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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H351Suspected of causing cancer

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P273Avoid release to the environment.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.20155
Product name
2-Biphenylylamine
Purity
for synthesis
Packaging
10g
Price
$62.2
Updated
2024/03/01
Sigma-Aldrich
Product number
A42409
Product name
2-Aminobiphenyl
Purity
97%
Packaging
25g
Price
$90.5
Updated
2024/03/01
Sigma-Aldrich
Product number
8.20155
Product name
2-Biphenylylamine
Purity
for synthesis
Packaging
50g
Price
$210
Updated
2024/03/01
TCI Chemical
Product number
B0467
Product name
2-Aminobiphenyl [for Sugar determination]
Purity
>99.0%(GC)(T)
Packaging
25g
Price
$81
Updated
2024/03/01
TCI Chemical
Product number
B0467
Product name
2-Aminobiphenyl [for Sugar determination]
Purity
>99.0%(GC)(T)
Packaging
100g
Price
$237
Updated
2024/03/01
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2-Aminobiphenyl Chemical Properties,Usage,Production

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.

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.

Application

2-Aminobiphenyl is used as raw materials for organic synthesis. manufacture of carbazole resin, synthetic rubber.

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 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.]

2-Aminobiphenyl Preparation Products And Raw materials

Raw materials

Stannous chloride dihydrate 2-Nitrodiphenyl Biphenylylmethylcarbinol

Preparation Products

2-Phenylphenol Saccharin sodium dihydrate Saccharin SACCHARIN SODIUM SALT DIHYDRATE Carbazole Methyl 2-(chlorosulfonyl)benzoate
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View Lastest Price from 2-Aminobiphenyl manufacturers

Shanghai UCHEM Inc.
Product
2-Aminodiphenyl 90-41-5
Price
US $476.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
25kg
Release date
2023-12-18
Shanghai Daken Advanced Materials Co.,Ltd
Product
2-Aminodiphenyl 90-41-5
Price
US $100.00/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
150KG /month
Release date
2021-11-16
Hebei Weibang Biotechnology Co., Ltd
Product
2-Aminodiphenyl 90-41-5
Price
US $10.00/KG
Min. Order
100KG
Purity
99%
Supply Ability
100 mt
Release date
2024-11-22

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