3-Chloro-2-hydroxy-5-methylbenzaldehyde

Base Information

• Chemical Name: 3-Chloro-2-hydroxy-5-methylbenzaldehyde
• CAS No.: 89938-53-4
• Molecular Formula: C₈H₇ClO₂
• Molecular Weight: 170.595
• European Community (EC) Number: 894-485-3
• Mol file: 89938-53-4.mol

Synonyms:3-chloro-2-hydroxy-5-methylbenzaldehyde;89938-53-4;3-Chloro-2-hydroxy-5-methyl-benzaldehyde;SCHEMBL9621407;AKOS000112567;BS-50835;CS-0238783;E84728;EN300-200900;Z1198170002

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

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 170.0134572
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

3-Chloro-2-hydroxy-5-methylbenzaldehyde 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

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

There total 6 articles about 3-Chloro-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:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-chloro-p-cresol (6640-27-3) → 3-Chlor-5-methyl-salicylaldehyd (89938-53-4)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; ethylmagnesium bromide; In toluene; at 90 ℃; for 3h;

DOI:10.1016/j.bmcl.2010.07.059

Reference yield:

p-methylanizole (104-93-8) → 3-Chlor-5-methyl-salicylaldehyd (89938-53-4)

Guidance literature:

Multi-step reaction with 3 steps

1: N-chloro-succinimide

2: boron tribromide / dichloromethane / 2 h / 0 °C

3: trifluoroacetic acid / 1 h / 20 °C

With N-chloro-succinimide; boron tribromide; trifluoroacetic acid; In dichloromethane; 3: |Duff Aldehyde Synthesis;

DOI:10.1021/ml500299q

Reference yield:

2-chloro-1-methoxy-4-methylbenzene (22002-44-4) → 3-Chlor-5-methyl-salicylaldehyd (89938-53-4)

Guidance literature:

Multi-step reaction with 2 steps

1: boron tribromide / dichloromethane / 2 h / 0 °C

2: trifluoroacetic acid / 1 h / 20 °C

With boron tribromide; trifluoroacetic acid; In dichloromethane; 2: |Duff Aldehyde Synthesis;

DOI:10.1021/ml500299q

upstream raw materials:

chloroform

2-chloro-p-cresol

formaldehyd

hexamethylenetetramine

Downstream raw materials:

3-Chloro-2-(2,2-diethoxy-ethoxy)-5-methyl-benzaldehyde

Refernces

• 1、 Zhang, Yanmei,Tortorella, Micky D.,Wang, Yican,Liu, Jianqi,Tu, Zhengchao,Liu, Xiaorong,Bai, Yang,Wen, Dingsheng,Lu, Xin,Lu, Yongzhi,Talley, John J.. "Synthesis of deuterated benzopyran derivatives as selective COX-2 inhibitors with improved pharmacokinetic properties". . p. 1162 - 1166. Retrieved 2014/12/10.
• 2、 Ansar,Al Akoum Ebrik,Mouhoub,Berthelot,Vaccher,Vaccher,Flouquet,Caignard,Renard,Pirard,Rettori,Evrard,Durant,Debaert. "3-Benzo[b]furyl- and 3-benzo[b]thienylaminobutyric acids as GABA(B) ligands. Synthesis and structure-activity relationship studies". . p. 449 - 460. Retrieved 2007/10/03.