2-Bromo-6-(hydroxymethyl)phenol

Base Information

• Chemical Name: 2-Bromo-6-(hydroxymethyl)phenol
• CAS No.: 28165-46-0
• Molecular Formula: C7H7BrO2
• Molecular Weight: 203.035
• Hs Code.: 2908199090
• DSSTox Substance ID: DTXSID40590430
• Wikidata: Q82484125
• Mol file: 28165-46-0.mol

Synonyms:2-Bromo-6-(hydroxymethyl)phenol;28165-46-0;Benzenemethanol,3-bromo-2-hydroxy-;SCHEMBL1450337;3-Bromo-2-hydroxybenzenemethanol;DTXSID40590430;2-bromanyl-6-(hydroxymethyl)phenol;MFCD06797844;AKOS010651144;DB-378758;CS-0193182;E90027;A819357

Chemical Property of 2-Bromo-6-(hydroxymethyl)phenol

Chemical Property:

• Vapor Pressure: 0.000918mmHg at 25°C
• Refractive Index: 1.636
• Boiling Point: 291 °C at 760 mmHg
• Flash Point: 129.8 °C
• PSA: 40.46000
• Density: 1.722 g/cm³
• LogP: 1.64700
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 201.96294
• Heavy Atom Count: 10
• Complexity: 108

Purity/Quality:

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

2-Bromo-6-(hydroxymethyl)phenol 95+% ^*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)O)CO

Technology Process of 2-Bromo-6-(hydroxymethyl)phenol

There total 4 articles about 2-Bromo-6-(hydroxymethyl)phenol 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: 89.0%

2-hydroxy-3-bromobenzaldehyde (1829-34-1) → 3-bromo-2-hydroxybenzyl alcohol (28165-46-0)

Guidance literature:

2-hydroxy-3-bromobenzaldehyde; With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; C₆H₁₃ClO₂Si; triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; Inert atmosphere;

DOI:10.1002/ejoc.201800544

Reference yield: 53.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-hydroxybromobenzene (95-56-7) → 3-bromo-2-hydroxybenzyl alcohol (28165-46-0)

Guidance literature:

formaldehyd; 2-hydroxybromobenzene; With propionic acid; phenylboronic acid; In toluene; for 18h; Heating;

With dihydrogen peroxide; In tetrahydrofuran; at 0 ℃; for 0.75h;

DOI:10.1002/ejoc.200500490

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-hydroxybromobenzene (95-56-7) → 3-bromo-2-hydroxybenzyl alcohol (28165-46-0) + 3-bromo-1,2-dihydroxybenzene (14381-51-2)

Guidance literature:

formaldehyd; 2-hydroxybromobenzene; With triethylamine; magnesium chloride; In tetrahydrofuran; at 70 ℃; for 16h;

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 16h;

DOI:10.1016/j.tetlet.2010.09.035

upstream raw materials:

formaldehyd

2-hydroxybromobenzene

2-hydroxy-3-bromobenzaldehyde

Downstream raw materials:

C₁₈H₂₉BrO₄Si

C₁₂H₁₅BrO₄

(2R)-ethyl 2-(2’-bromo-6’-bromomethylphenoxy)propanoate

C₁₃H₂₁BrO₂Si

Refernces

• 1、 Fais, Antonella,Kumar, Amit,Medda, Rosaria,Pintus, Francesca,Delogu, Francesco,Matos, Maria J.,Era, Benedetta,Delogu, Giovanna L.. "Synthesis, molecular docking and cholinesterase inhibitory activity of hydroxylated 2-phenylbenzofuran derivatives". . p. 302 - 308. Retrieved 2018/12/11.
• 2、 Delogu, Giovanna L.,Matos, Maria J.,Fanti, Maura,Era, Benedetta,Medda, Rosaria,Pieroni, Enrico,Fais, Antonella,Kumar, Amit,Pintus, Francesca. "2-Phenylbenzofuran derivatives as butyrylcholinesterase inhibitors: Synthesis, biological activity and molecular modeling". . p. 2308 - 2313. Retrieved 2016/04/20.