2-Amino-4-phenylphenol

Base Information

• Chemical Name: 2-Amino-4-phenylphenol
• CAS No.: 1134-36-7
• Molecular Formula: C12H11NO
• Molecular Weight: 185.225
• Hs Code.: 2922199090
• European Community (EC) Number: 214-484-8
• NSC Number: 7950
• UNII: 3D49P06660
• DSSTox Substance ID: DTXSID8061553
• Nikkaji Number: J39.597H
• Wikidata: Q27183457
• ChEMBL ID: CHEMBL574583
• Mol file: 1134-36-7.mol

Synonyms:2-Amino-4-phenylphenol;1134-36-7;3-Amino-4-hydroxybiphenyl;3-Aminobiphenyl-4-ol;3-Amino-[1,1'-biphenyl]-4-ol;2-Hydroxy-5-phenylaniline;[1,1'-Biphenyl]-4-ol, 3-amino-;4-Biphenylol, 3-amino-;Phenol, 2-amino-4-phenyl-;3-amino-1,1'-biphenyl-4-ol;2-amino-4-phenyl-phenol;(1,1'-Biphenyl)-4-ol, 3-amino-;4-phenyl-2-aminophenol;NSC 7950;EINECS 214-484-8;MLS000084764;MLS000737887;UNII-3D49P06660;NSC-7950;SMR000019110;3D49P06660;NSC7950;3-Amino-biphenyl-4-ol;[1, 3-amino-;ChemDiv3_000220;2-azanyl-4-phenyl-phenol;2-hydroxy-5-phenyl aniline;Oprea1_652540;cid_14562;3-AMINO-4-BIPHENYLOL;SCHEMBL305617;CHEMBL574583;DTXSID8061553;BDBM37561;CHEBI:105700;HMS1473J22;HMS2363K13;KUC106663N;KSC-22-7;BBL008080;MFCD00059187;STK513465;3-Amino[1,1'-biphenyl]-4-ol #;AKOS000111159;CCG-103916;PS-8495;IDI1_019538;NCGC00045122-03;BP-30020;LS-44455;A0397;AM20120625;BB 0246046;CS-0156457;FT-0614978;MLS000084764-02;AMINO-(1,1'-BIPHENYL)-4-OL, 3-;EN300-88962;2-Amino-4-phenylphenol, technical grade, 90%;A803050;SR-01000394316;J-002963;SR-01000394316-1;BRD-K47707616-001-01-4;Q27183457

Chemical Property of 2-Amino-4-phenylphenol

Chemical Property:

• Melting Point: 198-202 °C(lit.)
• Boiling Point: 356 °C at 760 mmHg
• PKA: 9.66±0.18(Predicted)
• Flash Point: 169.1 °C
• PSA: 46.25000
• Density: 1.191 g/cm³
• LogP: 3.22260
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 185.084063974
• Heavy Atom Count: 14
• Complexity: 177

Purity/Quality:

98% ^*data from raw suppliers

2-Amino-4-phenylphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC(=C(C=C2)O)N
• Uses: 2-Amino-4-phenylphenol is suitable as an internal standard to investigate the enzymatic activity of N-hydroxy-N-2-fluorenylacetamide (N-OH-2-FAA), a mammary gland carcinogen in the female Sprague-Dawley rat, by HPLC. It may be used as a chelating agent for metal ions.

Technology Process of 2-Amino-4-phenylphenol

There total 6 articles about 2-Amino-4-phenylphenol 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: 71.7%

5-phenyl-O-anisidine (39811-17-1) → 2-amino-4-phenylphenol (1134-36-7)

Guidance literature:

With boron tribromide; In dichloromethane; for 12h;

Reference yield: 59.0%

2-amino-4-bromo-phenol (40925-68-6) + phenylboronic acid (98-80-6) → 2-amino-4-phenylphenol (1134-36-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In water; toluene; at 90 ℃; Inert atmosphere;

DOI:10.1021/jm9012592

Reference yield: 59.0%

→ 2-amino-4-phenylphenol (1134-36-7)

Guidance literature:

upstream raw materials:

3-Phenylazo-biphenyl-4-ol

4-phenyl-2-nitrophenol

2-amino-4-bromo-phenol

phenylboronic acid

Downstream raw materials:

2,5-diphenylbenzo[d]oxazole

3-(5-phenylbenzo[d]oxazol-2-yl)-2H-chromen-2-one

5-phenylbenzo[d]oxazole-2-thiol

(2-Hydroxy-5-phenyl-phenylimino)triphenylphosphoran

Refernces

• 1、 Oshimoto, Kohei,Tsuji, Hiroaki,Kawatsura, Motoi. "Synthesis of benzoxazoles via the copper-catalyzed hydroamination of alkynones with 2-aminophenols". supporting information. p. 4225 - 4229. Retrieved 2019/05/10.
• 2、 Deng, Lisheng,Sundriyal, Sandeep,Rubio, Valentina,Shi, Zheng-Zheng,Song, Yongcheng. "Coordination chemistry based approach to lipophilic inhibitors of 1-deoxy-D-xylulose-5-phosphate reductoisomerase". supporting information; experimental part. p. 6539 - 6542. Retrieved 2010/04/04.