2-Bromo-4-(hydroxymethyl)-6-methoxyphenol

Base Information

• Chemical Name: 2-Bromo-4-(hydroxymethyl)-6-methoxyphenol
• CAS No.: 2316-61-2
• Molecular Formula: C8H9BrO3
• Molecular Weight: 233.062
• Hs Code.: 2909500000
• European Community (EC) Number: 661-609-0
• Nikkaji Number: J733.665I
• Mol file: 2316-61-2.mol

Synonyms:2-bromo-4-(hydroxymethyl)-6-methoxyphenol;2316-61-2;5-bromovanillyl alcohol;SCHEMBL14660518;WDVJCYJWJHPFIB-UHFFFAOYSA-N;MFCD00094703;AKOS000249477;CS-0353783;benzenemethanol,3-bromo-4-hydroxy-5-methoxy-;EN300-1911358

Chemical Property of 2-Bromo-4-(hydroxymethyl)-6-methoxyphenol

Chemical Property:

• Melting Point: 132 °C
• Boiling Point: 326.7±37.0 °C(Predicted)
• PKA: 8.23±0.23(Predicted)
• PSA: 49.69000
• Density: 1.642±0.06 g/cm3(Predicted)
• LogP: 1.65560
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 231.97351
• Heavy Atom Count: 12
• Complexity: 142

Purity/Quality:

99% ^*data from raw suppliers

3-BROMO-4-HYDROXY-5-METHOXYBENZYL ALCOHOL Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C(=CC(=C1)CO)Br)O

Technology Process of 2-Bromo-4-(hydroxymethyl)-6-methoxyphenol

There total 2 articles about 2-Bromo-4-(hydroxymethyl)-6-methoxyphenol 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%

5-bromo-4-hydroxy-3-methoxybenzaldehyde (2973-76-4) → 5-bromo-4-hydroxy-3-methoxybenzyl alcohol (2316-61-2)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.orglett.6b00446

Reference yield:

vanillin (121-33-5,8014-42-4) → 5-bromo-4-hydroxy-3-methoxybenzyl alcohol (2316-61-2)

Guidance literature:

Multi-step reaction with 2 steps

1: silica gel; ammonium cerium (IV) nitrate; bromine / tetrachloromethane / 4 h / 0 °C / Inert atmosphere

2: sodium tetrahydroborate / methanol / 1 h / 0 °C / Inert atmosphere

With sodium tetrahydroborate; ammonium cerium (IV) nitrate; bromine; silica gel; In methanol; tetrachloromethane;

DOI:10.1021/acs.orglett.6b00446

Reference yield: 99.5%

5-bromo-4-hydroxy-3-methoxybenzyl alcohol (2316-61-2) + dimethyl sulfate (77-78-1) → 1-bromo-2,3-dimethoxy-5-(methoxymethyl)benzene (70233-74-8)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; at 60 ℃; for 15h; Reflux;

upstream raw materials:

5-bromo-4-hydroxy-3-methoxybenzaldehyde

vanillin

Downstream raw materials:

3-Brom-4-hydroxy-5-methoxy-benzylchlorid

2-bromo-4-(hydroxymethyl)-6-methoxyphenyl trifluoromethanesulfonate

2-bromo-6-methoxycyclohexa-2,5-diene-1,4-dione

4-Methylen-2-brom-6-methoxy-2,5-cyclohexadienon