2-Amino-5-bromophenol

Base Information

• Chemical Name: 2-Amino-5-bromophenol
• CAS No.: 38191-34-3
• Molecular Formula: C6H6BrNO
• Molecular Weight: 188.024
• Hs Code.: 2922299090
• European Community (EC) Number: 640-282-8
• DSSTox Substance ID: DTXSID80558877
• Nikkaji Number: J89.210F
• Wikidata: Q72438740
• Mol file: 38191-34-3.mol

Synonyms:2-Amino-5-bromophenol;38191-34-3;4-Bromo-2-hydroxyaniline;2-amino 5-bromophenol;2-Amino-5-bromo-phenol;MFCD03095028;EN300-38932;PHENOL, 2-AMINO-5-BROMO-;5-bromo-2-aminophenol;4-bromo-2-hydroxy-aniline;SCHEMBL421491;DTXSID80558877;DRQWUAAWZFIVTF-UHFFFAOYSA-N;BDBM626164;2-Amino-5-bromophenol, AldrichCPR;BCP22833;AKOS007930293;AB13424;BCP9000090;CCG-302580;CS-W003015;PS-4814;AC-36707;SY015267;A6486;AM20040330;AN-584/43422886;W-202562;4-Bromo-2-hydroxylaniline;4-Bromo-2-hydroxylbenzenamine;Z381757544

Chemical Property of 2-Amino-5-bromophenol

Chemical Property:

• Appearance/Colour: white to light yellow solid
• Vapor Pressure: 0.006mmHg at 25°C
• Melting Point: 146-147 °C
• Refractive Index: 1.677
• Boiling Point: 265.046 °C at 760 mmHg
• PKA: 8.79±0.10(Predicted)
• Flash Point: 114.096 °C
• PSA: 46.25000
• Density: 1.768 g/cm³
• LogP: 2.31810
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 186.96328
• Heavy Atom Count: 9
• Complexity: 99.1

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-5-bromophenol ^*data from reagent suppliers

Safty Information:

• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)O)N

Technology Process of 2-Amino-5-bromophenol

There total 15 articles about 2-Amino-5-bromophenol 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: 98.0%

5-bromo-2-nitrophenol (27684-84-0) → 2-amino-5-bromophenol (38191-34-3)

Guidance literature:

With tin(ll) chloride;

DOI:10.1021/jo00296a034

Reference yield: 97.0%

2-amino-phenol (95-55-6) → 2-amino-5-bromophenol (38191-34-3)

Guidance literature:

With dihydrogen peroxide; potassium bromide; In water; acetonitrile;

DOI:10.1016/j.poly.2012.09.036

Reference yield: 91.0%

5-bromo-2-((5-nitropyrimidin-2-yl)amino)phenyl acetate → 2-amino-5-bromophenol (38191-34-3)

Guidance literature:

With hydrazine; In tetrahydrofuran; water; at 25 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.organomet.9b00113

upstream raw materials:

6-bromobenzo[d]oxazol-2(3H)-one

5-bromo-2-nitrophenol

2-amino-5-bromophenyl sulphate

1-azido-4-bromobenzene

Downstream raw materials:

N-(4-bromo-2-hydroxy-phenyl)-N'-(3,4-dichloro-phenyl)-urea

2-amino-3,5-dibromo-phenol

methyl 5-((4R,5R)-1-(4-bromo-2-hydroxyphenyl)-4-(methoxycarbonyl)-4,5-dihydro-1H-imidazol-5-yl)oxazole-4-carboxylate

(3R,3aR)-phenyl 7-bromo-4-oxo-3a,4-dihydro-3H-benzo[b]imidazo[1,5-d][1,4]oxazine-3-carboxylate

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、 Zhao, Junhao,Huang, Yifeng,Ma, Guojian,Lin, Ling,Feng, Pengju. "One-Pot Protocol to Synthesize 2-Aminophenols from Anilines via Palladium-Catalyzed C-H Acetoxylation". . p. 2084 - 2091. Retrieved 2019/05/21.