2,6-Dibromophenol

Base Information

• Chemical Name: 2,6-Dibromophenol
• CAS No.: 608-33-3
• Molecular Formula: C6H4Br2O
• Molecular Weight: 251.905
• Hs Code.: 29081000
• European Community (EC) Number: 210-161-0
• NSC Number: 6214
• UNII: 27MIP05EAV
• DSSTox Substance ID: DTXSID0060561
• Nikkaji Number: J28.698B
• Wikidata: Q209273
• Metabolomics Workbench ID: 45258
• ChEMBL ID: CHEMBL111507
• Mol file: 608-33-3.mol

Synonyms:2,6-DBP;2,6-dibromophenol

Chemical Property of 2,6-Dibromophenol

Chemical Property:

• Appearance/Colour: White crystals or needles
• Vapor Pressure: 0.009mmHg at 25°C
• Melting Point: 53-56 °C(lit.)
• Refractive Index: 1.644
• Boiling Point: 256.596 °C at 760 mmHg
• PKA: 6.89±0.10(Predicted)
• Flash Point: 82.516 °C
• PSA: 20.23000
• Density: 2.095 g/cm³
• LogP: 2.91720
• Storage Temp.: Room temperature.
• Water Solubility.: Soluble in ethanol and ether. Slightly soluble in water.
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 251.86084
• Heavy Atom Count: 9
• Complexity: 87.1

Purity/Quality:

99% ^*data from raw suppliers

2,6-Dibromophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi; Xn
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 28-36/37-37/39-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)Br)O)Br
• Uses: 2,6-Dibromophenol is used in the production of 3,4,5-trimethoxybenzaldehyde and 2-(2,6-dibromophenoxy)ethylbromide. 2,6-Dibromophenol is an off-flavor compound that is a metabolite of the spoilage bacteria Alicyclobacillus acidoterrestris. 2,6-Dibromophenol is a metabolic inhibitor and an auxin-like molecule.

Technology Process of 2,6-Dibromophenol

There total 50 articles about 2,6-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%

3,5-dibromo-4-hydroxybenzoic acid (3337-62-0) → 2,6-dibromophenol (608-33-3)

Guidance literature:

With quinoline; copper(I) oxide; at 220 ℃; for 6h; Autoclave;

DOI:10.1021/op990035n

Reference yield: 93.0%

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (269409-70-3) → 2,6-dibromophenol (608-33-3)

Guidance literature:

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol; With N-Bromosuccinimide; In dichloromethane; at 20 ℃; for 12h;

With water; In dimethyl sulfoxide; at 120 ℃; for 24h;

Reference yield: 87.0%

2,6-Dibrom-methylammonium-phenolat (100477-81-4) → 2,6-dibromophenol (608-33-3)

Guidance literature:

With sulfuric acid; Heating;

upstream raw materials:

piperidine

3,5-dibromo-4-hydroxybenzoic acid

quinoline

ethanol

Downstream raw materials:

3-(3,5-dibromo-4-hydroxy-phenyl)-3-phenyl-phthalide

2-(3,5-Dibromo-4-hydroxy-benzoyl)-chromen-4-one

2,6-dibromoanisole-α-13C

2,6-Dibrom-phenyl-oxyacetonitril

Refernces

• 1、 Balawejder, Maciej,Barylyak, Adriana,Bobitski, Yaroslav,Kisa?a, Joanna,Tomaszewska, Anna. "Photocatalytic Degradation of 4,4′-Isopropylidenebis(2,6-dibromophenol) on Magnetite Catalysts vs. Ozonolysis Method: Process Efficiency and Toxicity Assessment of Disinfection By-Products". . . Retrieved 2022/03/31.
• 2、 Kajorinne, Jessie K.,Steers, Jennifer C.M.,Merchant, Marnie E.,MacKinnon, Craig D.. "Green halogenation reactions for (hetero)aromatic ring systems in alcohol, water, or no solvent". . p. 1087 - 1091. Retrieved 2018/11/25.