4-Amino-3-bromophenol

Base Information

• Chemical Name: 4-Amino-3-bromophenol
• CAS No.: 74440-80-5
• Molecular Formula: C6H6BrNO
• Molecular Weight: 188.024
• Hs Code.: 2906290090
• European Community (EC) Number: 809-836-8
• DSSTox Substance ID: DTXSID10577258
• Nikkaji Number: J801.808A
• Wikidata: Q82467214
• Mol file: 74440-80-5.mol

Synonyms:4-amino-3-bromophenol;74440-80-5;4-AMINO-3-BROMO-PHENOL;MFCD09966089;Phenol, 4-amino-3-bromo-;SCHEMBL497472;DTXSID10577258;AMY38622;4-Amino-3-bromo-phenol, AldrichCPR;AKOS006310700;MB08329;DS-14489;SY115527;CS-0042863;EN300-172397;Z1198266788

Chemical Property of 4-Amino-3-bromophenol

Chemical Property:

• Melting Point: 151 °C
• Boiling Point: 310.7±27.0 °C(Predicted)
• PKA: 9.26±0.18(Predicted)
• PSA: 46.25000
• Density: 1.768±0.06 g/cm3(Predicted)
• 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

4-Amino-3-bromophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1O)Br)N

Technology Process of 4-Amino-3-bromophenol

There total 4 articles about 4-Amino-3-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: 97.0%

4-amino-phenol (123-30-8) → 4-amino-3-bromo-phenol (74440-80-5)

Guidance literature:

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

DOI:10.1016/j.poly.2012.09.036

Reference yield: 87.0%

3-bromo-4-nitrophenol (5470-65-5) → 4-amino-3-bromo-phenol (74440-80-5)

Guidance literature:

With hydrogenchloride; iron; In ethanol; water; for 1.5h; Heating;

DOI:10.1021/ol026849x

Reference yield:

2-nitrophenyl bromide (577-19-5) → 4-amino-3-bromo-phenol (74440-80-5)

Guidance literature:

With sulfuric acid; at 90 ℃; (electrochemical reduction);

upstream raw materials:

3-bromo-4-nitrophenol

2-nitrophenyl bromide

4-amino-phenol

Downstream raw materials:

C₆H₄Br₃NO

4-amino-3,5-dibromophenol

Refernces

• 1、 Bagmanov. "Effect of structural factors and solvent nature in bromination of anilines". experimental part. p. 1570 - 1576. Retrieved 2011/06/20.