3-(Bromomethyl)-2-hydroxy-5-methylbenzaldehyde

Base Information

• Chemical Name: 3-(Bromomethyl)-2-hydroxy-5-methylbenzaldehyde
• CAS No.: 873779-33-0
• Molecular Formula: C9H9BrO2
• Molecular Weight: 229.073
• DSSTox Substance ID: DTXSID30579996
• Nikkaji Number: J2.372.651C
• Wikidata: Q82470707
• Mol file: 873779-33-0.mol

Synonyms:3-(Bromomethyl)-2-hydroxy-5-methylbenzaldehyde;873779-33-0;DTXSID30579996

Chemical Property of 3-(Bromomethyl)-2-hydroxy-5-methylbenzaldehyde

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 227.97859
• Heavy Atom Count: 12
• Complexity: 161

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)C=O)O)CBr

Technology Process of 3-(Bromomethyl)-2-hydroxy-5-methylbenzaldehyde

There total 5 articles about 3-(Bromomethyl)-2-hydroxy-5-methylbenzaldehyde 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: 98.0%

6-formyl-4-methylsalicyl alcohol isopropylidene acetal (140875-59-8) → 3-(bromomethyl)-2-hydroxy-5- methylbenzaldehyde (873779-33-0)

Guidance literature:

With hydrogen bromide; In hexane; at 20 ℃; for 0.5h;

DOI:10.1021/ol061726o

Reference yield: 95.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-hydroxy-5-methylbenzaldehyde (613-84-3) → 3-(bromomethyl)-2-hydroxy-5- methylbenzaldehyde (873779-33-0)

Guidance literature:

With sulfuric acid; water; hydrogen bromide; at 70 ℃; for 2h;

DOI:10.1016/j.tetlet.2006.09.149

Reference yield:

p-cresol (106-44-5) → 3-(bromomethyl)-2-hydroxy-5- methylbenzaldehyde (873779-33-0)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; magnesium chloride / acetonitrile / 24 h / Reflux

2: sulfuric acid; hydrogen bromide / water / 70 h / 70 °C

With sulfuric acid; hydrogen bromide; triethylamine; magnesium chloride; In water; acetonitrile;

DOI:10.3390/molecules17067121

upstream raw materials:

6-formyl-4-methylsalicyl alcohol isopropylidene acetal

formaldehyd

2-hydroxy-5-methylbenzaldehyde

2,6-bis(hydroxymethyl)-4-methylphenol

Downstream raw materials:

3,3'-(2,2'-(1,2-phenylenebis(oxy))bis(ethane-2,1-diyl))bis(oxy)bis(methylene)bis(2-hydroxy-5-methylbenzaldehyde)

1-(3-formyl-2-hydroxy-5-methylbenzyl)pyridinium bromide

3,3'-((ethane-1,2-diylbis((pyridin-2-ylmethyl)azanediyl))bis(methylene))bis(2-hydroxy-5-methylbenzaldehyde)

2-hydroxy-3-(morpholin-4-ylmethyl)-5-methylbenzaldehyde