2,3-Dibromophenol

Base Information

• Chemical Name: 2,3-Dibromophenol
• CAS No.: 57383-80-9
• Molecular Formula: C6H4 Br2 O
• Molecular Weight: 251.905
• Hs Code.: 2908199090
• DSSTox Substance ID: DTXSID501334116
• Nikkaji Number: J801.783B
• Wikidata: Q209166
• Mol file: 57383-80-9.mol

Synonyms:2,3-DIBROMOPHENOL;57383-80-9;DIBROMOPHENOL;Phenol, dibromo-;28514-45-6;dibromo-phenol;2,3-Dibromophenol, 95%;SCHEMBL386016;FNAKEOXYWBWIRT-UHFFFAOYSA-N;DTXSID501334116;MFCD08166474;AKOS024168482;MB05354;AS-33033;CS-0111263;FT-0666513;Propanoicacid,2-[4-(4-methylphenoxy)phenoxy]-;A856520;Q209166

Chemical Property of 2,3-Dibromophenol

Chemical Property:

• Vapor Pressure: 0.0124mmHg at 25°C
• Melting Point: 68-69 °C
• Boiling Point: 252.1°Cat760mmHg
• PKA: 7.47±0.10(Predicted)
• Flash Point: 106.3°C
• PSA: 20.23000
• Density: 2.095g/cm³
• LogP: 2.91720
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 251.86084
• Heavy Atom Count: 9
• Complexity: 97.1

Purity/Quality:

98%Min ^*data from raw suppliers

2,3-Dibromophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)Br)Br)O
• Uses: Fundamental starting material for organic synthesis. Metabolite of dibromobenzene in urine of rabbit. Fundamental starting material for organic synthesis.Metabolite of dibromobenzene in urine of rabbit.

Technology Process of 2,3-Dibromophenol

There total 8 articles about 2,3-Dibromophenol 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: 95.0%

2,3-dibromobenzene (583-53-9) → 2,3-dibromophenol (57383-80-9)

Guidance literature:

With tert.-butylhydroperoxide; copper acetylacetonate; In water; at 20 ℃; for 12h; Time;

Reference yield: 94.0%

O-2,3-dibromophenyl N,N-diethylcarbamate (863870-80-8) → 2,3-dibromophenol (57383-80-9)

Guidance literature:

With sodium hydroxide; In ethanol; Heating;

DOI:10.1021/jo0508402

Reference yield:

2-hydroxybromobenzene (95-56-7) + diphenyl sulfide (139-66-2) → 2,3-dibromophenol (57383-80-9)

Guidance literature:

With hydrogen bromide; bromine; Zinc chloride;

upstream raw materials:

2,3-dibromobenzene

O-2,3-dibromophenyl N,N-diethylcarbamate

O-3-bromophenyl N,N-diethylcarbamate

3-Bromophenol

Downstream raw materials:

3,4-dibromo-2-hydroxy-benzaldehyde

C₁₂H₁₆Br₂O₃

C₁₈H₁₂O₄S

C₁₈H₁₂O₂

Refernces

• 1、 Brown, Neil,Buszek, Keith R.. "Regioselectivity of Diels-Alder reactions between 6,7-dehydrobenzofuran and 2-substituted furans". scheme or table. p. 4022 - 4025. Retrieved 2012/08/28.
• 2、 Sanz, Roberto,Castroviejo, M. Pilar,Fernandez, Yolanda,Fananas, Francisco J.. "A new and efficient synthesis of 4-functionalized benzo[6]furans from 2,3-dihalophenols". . p. 6548 - 6551. Retrieved 2007/10/03.