3-Bromo-2-hydroxy-5-methylbenzaldehyde

Base Information

• Chemical Name: 3-Bromo-2-hydroxy-5-methylbenzaldehyde
• CAS No.: 33172-54-2
• Molecular Formula: C8H7BrO2
• Molecular Weight: 215.046
• Hs Code.: 2913000090
• European Community (EC) Number: 673-389-3
• DSSTox Substance ID: DTXSID50373695
• Nikkaji Number: J1.358.638A
• Wikidata: Q82161984
• Mol file: 33172-54-2.mol

Synonyms:3-bromo-2-hydroxy-5-methylbenzaldehyde;33172-54-2;3-Bromo-2-hydroxy-5-methyl-benzaldehyde;2,2-hydrazodiethanol;SCHEMBL1303936;3-Bromo-5-methylsalicylaldehyde;6-bromo-4-methyl-2-formylphenol;DTXSID50373695;LCZDQTSSLMAXCI-UHFFFAOYSA-N;MFCD00275688;STK028349;AKOS000103896;BS-28039;CS-0118919;EN300-129716;N12214;A821645;3-bromo-2-hydroxy-5-methylbenzaldehyde, AldrichCPR;Z979493226

Chemical Property of 3-Bromo-2-hydroxy-5-methylbenzaldehyde

Chemical Property:

• PSA: 37.30000
• LogP: 2.27560
• Storage Temp.: Room temperature.
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 213.96294
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

98%min ^*data from raw suppliers

3-Bromo-2-hydroxy-5-methylbenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)Br)O)C=O
• Uses: 3-Bromo-2-hydroxy-5-methylbenzaldehyde (cas# 33172-54-2) is used as a reagent in the preparation of flavone derivatives for the treatment and prophylaxis of hepatitis B virus disease.

Technology Process of 3-Bromo-2-hydroxy-5-methylbenzaldehyde

There total 6 articles about 3-Bromo-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: 94.0%

2-hydroxy-5-methylbenzaldehyde (613-84-3) → 3-bromo-2-hydroxy-5-methylbenzaldehyde (33172-54-2)

Guidance literature:

With N-Bromosuccinimide; at 0 ℃; for 0.0333333h;

Reference yield: 51.0%

chloroform (67-66-3,8013-54-5) + 2-bromo-p-cresol (6627-55-0) → 3-bromo-2-hydroxy-5-methylbenzaldehyde (33172-54-2)

Guidance literature:

chloroform; 2-bromo-p-cresol; With sodium hydroxide; water; for 3h; Heating / reflux;

With hydrogenchloride; In water; at 20 ℃; pH=2;

Reference yield:

diethyl ether (60-29-7,927820-24-4) + 2-(Aminomethyl-4-methyl-phenoxymethyl)-4-methyl-phenol + bromine (7726-95-6) → 3-bromo-2-hydroxy-5-methylbenzaldehyde (33172-54-2) + 3,5-dibromo-4-hydroxytoluene (2432-14-6) + 2-aminomethyl-6-bromo-4-methyl-phenol + 2-(2-aminomethyl-6-bromo-4-methyl-phenoxymethyl)-6-bromo-4-methyl-phenol

Guidance literature:

upstream raw materials:

formaldehyd

p-cresol

2-hydroxy-5-methylbenzaldehyde

diethyl ether

Downstream raw materials:

8-bromo-3-(4'-methoxyphenyl)-6-methylcoumarin

C₂₂H₂₄Br₂N₂O₂

Refernces

• 1、 Matos, Maria Joao,Delogu, Giovanna,Podda, Gianni,Santana, Lourdes,Uriarte, Eugenio. "Regioselective synthesis of bromo-substituted 3-arylcoumarins". scheme or table. p. 2763 - 2766. Retrieved 2010/10/04.
• 2、 -. "(Hetero)aryl-bicyclic heteroaryl derivatives, their preparation and their use as protease inhibitors". Page/Page column 70; 71. . Retrieved 2010/02/11.