4-Bromo-2,5-dichlorophenol

Base Information

• Chemical Name: 4-Bromo-2,5-dichlorophenol
• CAS No.: 1940-42-7
• Molecular Formula: C6H3 Br Cl2 O
• Molecular Weight: 241.899
• Hs Code.: 2908199090
• European Community (EC) Number: 217-719-2
• DSSTox Substance ID: DTXSID3062073
• Nikkaji Number: J60.219A
• Wikidata: Q72454135
• Mol file: 1940-42-7.mol

Synonyms:2,5-dichloro-4-bromophenol;2,5-dichloro-4-bromophenol, calcium salt;2,5-dichloro-4-bromophenol, diethanolamine salt;2,5-dichloro-4-bromophenol, monoethanolamine salt;2,5-dichloro-4-bromophenol, potassium salt;2,5-dichloro-4-bromophenol, sodium salt;B 2;phebrol;sodium 2,5-dichloro-4-bromophenol

Chemical Property of 4-Bromo-2,5-dichlorophenol

Chemical Property:

• Melting Point: 73 °C
• Refractive Index: 1.5590 (estimate)
• Boiling Point: 187 °C / 80mmHg
• PKA: 6.98±0.23(Predicted)
• Flash Point: 118.2°C
• PSA: 20.23000
• Density: 1.89g/cm³
• LogP: 3.46150
• Solubility.: soluble in Methanol
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 239.87443
• Heavy Atom Count: 10
• Complexity: 122

Purity/Quality:

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

4-Bromo-2,5-dichlorophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1Cl)Br)Cl)O
• Uses: 4-Bromo-2,5-dichlorophenol is a building block that has been used as a reactant in the preparation of phenoxy-nicotinamides with bile acid receptor GPBAR1 (TGR5) inhibiotory activity.

Technology Process of 4-Bromo-2,5-dichlorophenol

There total 6 articles about 4-Bromo-2,5-dichlorophenol 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: 90.9%

2,5-dichlorophenol (583-78-8) → 4-bromo-2,5-dichlorophenol (1940-42-7,79151-08-9) + 2,4-dibromo-3,6-dichlorophenol (13664-63-6)

Guidance literature:

With N-Bromosuccinimide; hydrogen bromide; In methanol; water; for 2h; Yields of byproduct given; -20 deg C to room temperature.;

DOI:10.1021/jo960290v

Reference yield: 87.0%

2,5-dichlorophenol (583-78-8) + di-isopropyl azodicarboxylate (2446-83-5) → 4-bromo-2,5-dichlorophenol (1940-42-7,79151-08-9) + bis(1-methylethyl) 1,2-hydrazinedicarboxylate (19740-72-8)

Guidance literature:

With ZrBr₄; In dichloromethane; at 20 ℃; for 8h;

DOI:10.1016/j.tetlet.2008.01.072

Reference yield:

→ 4-bromo-2,5-dichlorophenol (1940-42-7,79151-08-9)

Guidance literature:

With hydrogenchloride; acetic acid; tin(ll) chloride; at 100 ℃; Diazotieren des gebildeten Amins in konz. H₂SO₄ und Erhitzen der Diazoniumsalz-Loesung mit CuCl und wss. HCl;

DOI:10.1039/jr9300001853

upstream raw materials:

2,5-dichloro-4-bromo-aniline

2,5-dichlorophenol

bromine

sodium acetate

Downstream raw materials:

2-(4-bromo-2,5-dichloro phenoxy)nicotinic acid

6-[(4-bromo-2,5-dichloro-phenoxy)-ethoxy-thiophosphorylamino]-hexanoic acid

5-[(4-bromo-2,5-dichloro-phenoxy)-ethoxy-thiophosphorylamino]-pentanoic acid

4-{[(4-bromo-2,5-dichloro-phenoxy)-ethoxy-thiophosphoryl]-methyl-amino}-butyric acid

Refernces

• 1、 Conlon, David A.,Lynch, Joseph E.,Hartner Jr., Frederick W.,Reamer, Robert A.,Volante. "Nitrous acid-catalyzed nitration of 4-bromo-2,5-dichlorophenol. Observation of an unusually facile rearrangement of a 4-bromo-2-nitrophenol during nitration". . p. 6425 - 6429. Retrieved 2007/10/03.