4-Amino-4'-nitrobiphenyl

Base Information

• Chemical Name: 4-Amino-4'-nitrobiphenyl
• CAS No.: 1211-40-1
• Molecular Formula: C12H10 N2 O2
• Molecular Weight: 214.224
• Hs Code.: 2921499090
• European Community (EC) Number: 672-752-3
• UNII: D6O61L798N
• DSSTox Substance ID: DTXSID1036836
• Nikkaji Number: J54.547C
• Wikidata: Q27894632
• ChEMBL ID: CHEMBL163730
• Mol file: 1211-40-1.mol

Synonyms:4-Amino-4'-nitrobiphenyl;1211-40-1;4-(4-nitrophenyl)aniline;4'-Nitro-[1,1'-biphenyl]-4-amine;4'-Nitro-4-biphenylamine;4-BIPHENYLAMINE, 4'-NITRO-;4'-nitrobiphenyl-4-amine;CCRIS 5145;4-Amino-4/'-nitrobiphenyl;[1,1'-Biphenyl]-4-amine, 4'-nitro-;4-Nitro-4'-Aminodiphenyl;(4'-NITROBIPHENYL-4-YL)AMINE;BRN 2212981;[1,1'-Biphenyl]-4-amine,4'-nitro-;D6O61L798N;4-12-00-03273 (Beilstein Handbook Reference);(1,1'-BIPHENYL)-4-AMINE, 4'-NITRO-;4-Amino-4'-nitrodiphenyl;4-nitro-4'-aminobiphenyl;SCHEMBL595873;UNII-D6O61L798N;CHEMBL163730;DTXSID1036836;4'-NITRO-4-AMINODIPHENYL;Benzenamine, 4-(4-nitrophenyl)-;MFCD00093527;STK724073;AKOS001754895;4-Amino-4'-nitrobiphenyl, >/=96%;SB79031;4'-Nitro[1,1'-biphenyl]-4-amine #;AS-60969;LS-44155;4'-NITRO(1,1'-BIPHENYL)-4-AMINE;A1251;BB 0221225;CS-0312908;EU-0085445;FT-0633490;T70145;A804669;SR-01000525557;SR-01000525557-1;Q27894632

Chemical Property of 4-Amino-4'-nitrobiphenyl

Chemical Property:

• Melting Point: 204°C
• Refractive Index: 1.6660 (estimate)
• Boiling Point: 388.7 °C at 760 mmHg
• PKA: 3.69±0.10(Predicted)
• Flash Point: 188.9 °C
• PSA: 71.84000
• Density: 1.268 g/cm³
• LogP: 3.94840
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 214.074227566
• Heavy Atom Count: 16
• Complexity: 236

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Amino-4''-nitrobiphenyl ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22
• Safety Statements: 22-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC=C(C=C2)[N+](=O)[O-])N

Technology Process of 4-Amino-4'-nitrobiphenyl

There total 19 articles about 4-Amino-4'-nitrobiphenyl 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: 97.1%

→ 4-amino-4'-nitrobiphenyl (1211-40-1)

Guidance literature:

With dichloro[1,1′-bis[bis(1,1-dimethylethyl)phosphino]ferrocene-P,P′]palladium; In tetrahydrofuran; water; at 20 ℃; for 0.333333h;

With potassium carbonate; In tetrahydrofuran; water; at 70 ℃;

Reference yield: 90.0%

4-nitrophenylboronic acid (24067-17-2) + p-aminoiodobenzene (540-37-4) → 4-amino-4'-nitrobiphenyl (1211-40-1)

Guidance literature:

With C₃₁H₂₈ClFeOPPdS; potassium carbonate; In methanol; at 90 ℃; for 0.583333h; Catalytic behavior; Microwave irradiation;

DOI:10.1016/j.jorganchem.2016.05.017

Reference yield: 63.0%

para-nitrophenyl bromide (586-78-7) → 4-amino-4'-nitrobiphenyl (1211-40-1)

Guidance literature:

With ethylenediaminetetraacetic acid; potassium carbonate; ascorbic acid; In ethanol; water; for 4h; Heating;

DOI:10.1016/j.tetlet.2006.08.056

upstream raw materials:

4-acetyl-4'-nitrobiphenyl

4,4'-dinitrobiphenyl

N-benzylidene-4-phenylaniline

p,p'-diaminobiphenyl

Downstream raw materials:

4-(4-nitrophenyl)phenol

4'-bromo-4-nitrobiphenyl

4',4'''-azo-bis-biphenyl-4-ylamine

3-hydroxy-benzidine

Refernces

• 1、 Harder,Wessig,Bendig,Stoesser. "Photochemical reactions of nitroso oxides at low temperatures: The first experimental evidence for dioxaziridines". . p. 6580 - 6588. Retrieved 1999.
• 2、 Kuroboshi, Manabu,Waki, Yoko,Tanaka, Hideo. "Tetrakis(dimethylamino)ethylene (TDAE)-Pd promoted reductive homo-coupling of aryl halides". . p. 637 - 639. Retrieved 2002.
• 3、 Kuroboshi, Manabu,Takeda, Toshiyuki,Motoki, Ryota,Tanaka, Hideo. "Reductive coupling of aryl bromides using cat. Pd/TDAE system in ionic liquids". . p. 530 - 531. Retrieved 2005.
• 4、 Balam-Villarreal,Sandoval-Chávez,Ortega-Jiménez,Toscano,Carreón-Castro,López-Cortés,Ortega-Alfaro. "Infrared irradiation or microwave assisted cross-coupling reactions using sulfur-containing ferrocenyl-palladacycles". . p. 7 - 14. Retrieved 2016/06/09.
• 5、 Rotzler, Juergen,Vonlanthen, David,Barsella, Alberto,Boeglin, Alex,Fort, Alain,Mayor, Marcel. "Variation of the backbone conjugation in NLO model compounds: Torsion-angle-restricted, biphenyl-based push-pull-systems". experimental part. p. 1096 - 1110. Retrieved 2010/04/27.