5-Bromo-2-(hydroxymethyl)phenol

Base Information

• Chemical Name: 5-Bromo-2-(hydroxymethyl)phenol
• CAS No.: 170434-11-4
• Molecular Formula: C7H7BrO2
• Molecular Weight: 203.035
• Hs Code.: 2908199090
• European Community (EC) Number: 694-862-0
• DSSTox Substance ID: DTXSID00590431
• Nikkaji Number: J2.716.560E
• Wikidata: Q72456852
• Mol file: 170434-11-4.mol

Synonyms:5-Bromo-2-(hydroxymethyl)phenol;170434-11-4;4-Bromo-2-hydroxybenzyl alcohol;MFCD08445665;Benzenemethanol, 4-bromo-2-hydroxy-;2-hydroxy-4-bromobenzyl alcohol;SCHEMBL11918441;2-(Hydroxymethyl)-5-bromophenol;DTXSID00590431;CHVJSQNPFPRTPB-UHFFFAOYSA-N;5-bromo-2-(hydroxymethyl-)phenol;AMY26856;AKOS015856450;AC-8533;AG-0729;SY106845;DB-006964;CS-0097805;EN300-367130;A811199;J-516840

Chemical Property of 5-Bromo-2-(hydroxymethyl)phenol

Chemical Property:

• Vapor Pressure: 7.91E-05mmHg at 25°C
• Refractive Index: 1.636
• Boiling Point: 327.936 °C at 760 mmHg
• PKA: 8.96±0.10(Predicted)
• Flash Point: 152.131 °C
• PSA: 40.46000
• Density: 1.723 g/cm³
• LogP: 1.64700
• Storage Temp.: Sealed in dry,Room Temperature
• 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%min ^*data from raw suppliers

5-Bromo-2-(hydroxymethyl)phenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)O)CO
• Uses: 5-Bromo-2-(hydroxymethyl)phenol is a useful reactant for the synthesis of alkylated barbituric acids.

Technology Process of 5-Bromo-2-(hydroxymethyl)phenol

There total 2 articles about 5-Bromo-2-(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: 95.0%

4-bromosalicylic acid (1666-28-0) → 5-bromo-2-(hydroxymethyl)phenol (170434-11-4)

Guidance literature:

With diborane; In tetrahydrofuran; at 50 ℃; for 2h; Cooling with ice;

Reference yield: 91.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 3-Bromophenol (591-20-8) → 5-bromo-2-(hydroxymethyl)phenol (170434-11-4)

Guidance literature:

With sodium metaborate tetrahydrate; In water; at 40 ℃; for 12h; regioselective reaction; Green chemistry;

DOI:10.1039/c4ob00228h

Reference yield: 91.0%

ethyl bromide (74-96-4) + 5-bromo-2-(hydroxymethyl)phenol (170434-11-4) → (4-bromo-2-ethoxyphenyl)methanol (1094750-85-2)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 85 ℃; for 16h;

DOI:10.1021/acs.jmedchem.1c00957

upstream raw materials:

4-bromosalicylic acid

formaldehyd

3-Bromophenol

Downstream raw materials:

C₁₂H₁₅BrO₃

C₁₂H₁₅BrO₃

Refernces

• 1、 Muszak, Damian,Surmiak, Ewa,Plewka, Jacek,Magiera-Mularz, Katarzyna,Kocik-Krol, Justyna,Musielak, Bogdan,Sala, Dominik,Kitel, Radoslaw,Stec, Malgorzata,Weglarczyk, Kazimierz,Siedlar, Maciej,D?mling, Alexander,Skalniak, Lukasz,Holak, Tad A.. "Terphenyl-Based Small-Molecule Inhibitors of Programmed Cell Death-1/Programmed Death-Ligand 1 Protein-Protein Interaction". supporting information. p. 11614 - 11636. Retrieved 2021/08/20.
• 2、 -. "ANTIDIABETIC BICYCLIC COMPOUNDS". Page/Page column 128. . Retrieved 2014/09/03.