5-(Bromomethyl)benzene-1,3-diol

Base Information

• Chemical Name: 5-(Bromomethyl)benzene-1,3-diol
• CAS No.: 33617-40-2
• Molecular Formula: C7H7BrO2
• Molecular Weight: 203.035
• DSSTox Substance ID: DTXSID00585302
• Nikkaji Number: J788.516D
• Wikidata: Q82477215
• Mol file: 33617-40-2.mol

Synonyms:5-(bromomethyl)benzene-1,3-diol;33617-40-2;1,3-Benzenediol, 5-(bromomethyl)-;3,5-dihydroxy-benzyl-bromide;SCHEMBL1051360;DTXSID00585302;BWXAUWJMUAOSLG-UHFFFAOYSA-N;5-(bromomethyl)-1,3-dihydroxy-benzene

Chemical Property of 5-(Bromomethyl)benzene-1,3-diol

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 201.96294
• Heavy Atom Count: 10
• Complexity: 97.8

Purity/Quality:

95%-98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=C(C=C(C=C1O)O)CBr

Technology Process of 5-(Bromomethyl)benzene-1,3-diol

There total 4 articles about 5-(Bromomethyl)benzene-1,3-diol 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: 88.0%

5-(hydroxymethyl)benzene-1,3-diol (29654-55-5) → 5-(bromomethyl)benzene-1,3-diol (33617-40-2)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c4nj00654b

Reference yield: 70.0%

3,5-dimethoxybenzyl bromide (877-88-3) → 5-(bromomethyl)benzene-1,3-diol (33617-40-2)

Guidance literature:

3,5-dimethoxybenzyl bromide; With boron tribromide; In dichloromethane; at -10 - 20 ℃; for 6h; Inert atmosphere;

With water; In dichloromethane; Inert atmosphere; Cooling with ice;

DOI:10.1021/acs.jnatprod.7b00865

Reference yield:

3,5-dibenzyloxybenzyl alcohol (24131-31-5) → 5-(bromomethyl)benzene-1,3-diol (33617-40-2)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd-C / ethanol

2: PBr₃ / benzene; tetrahydrofuran

With hydrogen; phosphorus tribromide; palladium on activated charcoal; In tetrahydrofuran; ethanol; benzene;

upstream raw materials:

5-(hydroxymethyl)benzene-1,3-diol

3,5-dibenzyloxybenzyl alcohol

3,5-dimethoxybenzyl bromide

Downstream raw materials:

5-(azidomethyl)benzene-1,3-diol

5-(bromomethyl)-1,3-bis(tert-butyldimethylsilyloxy)-benzene

{[3,5-bis(methoxymethoxy)phenyl]methyl}phosphonic acid diethyl ester

3.5-Dihydroxy-benzylphosphonsaeurediaethylester