[1,1'-Biphenyl]-3,4-diamine

Base Information

• Chemical Name: [1,1'-Biphenyl]-3,4-diamine
• CAS No.: 4458-39-3
• Molecular Formula: C12H12N2
• Molecular Weight: 184.241
• DSSTox Substance ID: DTXSID90196229
• Nikkaji Number: J802.509F
• Wikidata: Q83069300

Synonyms:4458-39-3;[1,1'-Biphenyl]-3,4-diamine;(1,1'-Biphenyl)-3,4-diamine;4-phenylbenzene-1,2-diamine;3,4-diaminobiphenyl;biphenyl-3,4-diamine;1,2-diamino-4-phenylbenzene;4-phenyl-1,2-diaminobenzene;SCHEMBL653071;4-phenyl-1,2-phenylenediamine;4-phenyl-benzene-1,2-diamine;DTXSID90196229;KYEFUIBOKLKQPD-UHFFFAOYSA-N;AKOS017482407

Chemical Property of [1,1'-Biphenyl]-3,4-diamine

Chemical Property:

• Vapor Pressure: 1.03E-05mmHg at 25°C
• Boiling Point: 371.4°Cat760mmHg
• Flash Point: 212.9°C
• Density: 1.156g/cm³
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 184.100048391
• Heavy Atom Count: 14
• Complexity: 175

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC(=C(C=C2)N)N

Technology Process of [1,1'-Biphenyl]-3,4-diamine

There total 2 articles about [1,1'-Biphenyl]-3,4-diamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

5-bromo-2-nitroaniline (5228-61-5) → biphenyl-3,4-diamine (4458-39-3)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate

2: palladium on activated charcoal; ammonium formate / Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium on activated charcoal; ammonium formate; potassium carbonate; 1: |Suzuki-Miyaura Coupling;

DOI:10.1016/j.bmcl.2013.07.001

Reference yield:

4-iodo-2-nitroaniline (20691-72-9) → biphenyl-3,4-diamine (4458-39-3)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium dichloride; sodium hydroxide / methanol; water / 26 h / 20 °C / Reflux

2: sodium tetrahydroborate; palladium 10% on activated carbon / methanol / 27 h / 20 °C

With sodium tetrahydroborate; palladium 10% on activated carbon; sodium hydroxide; palladium dichloride; In methanol; water;

DOI:10.1002/ejoc.201900463

Reference yield: 100.0%

biphenyl-3,4-diamine (4458-39-3) + benzil (134-81-6) → 2,3,6-triphenylquinoxaline (85877-63-0)

Guidance literature:

With gallium(III) triflate; In ethanol; at 20 ℃; for 0.0833333h;

DOI:10.1016/j.tetlet.2008.10.058

upstream raw materials:

5-bromo-2-nitroaniline

4-iodo-2-nitroaniline

Downstream raw materials:

5-phenyl-benzo[1,2,5]selenadiazole

5-phenyl-1H-benzo-[d][1.2.3]triazole

2,3,6-triphenylquinoxaline

Ethyl 5⁽⁶⁾-phenylbenzimidazole-2-carbamate

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