5-Chloro-4-Methoxysalicylaldehyde

Base Information

• Chemical Name: 5-Chloro-4-Methoxysalicylaldehyde
• CAS No.: 89938-56-7
• Molecular Formula: C8H7ClO3
• Molecular Weight: 186.595
• Hs Code.: 2913000090
• Mol file: 89938-56-7.mol

Synonyms:5-chloro-2-hydroxy-3-methoxy-benzaldehyde;5-Chloro-4-methoxysalicylaldehyde;5-chloro-3-methoxysalicylaldehyde;5-chloro-2-hydroxy-4-methoxy-benzaldehyde;

Chemical Property of 5-Chloro-4-Methoxysalicylaldehyde

Chemical Property:

• PSA: 46.53000
• LogP: 1.86670

Purity/Quality:

95% ^*data from raw suppliers

5-Chloro-4-methoxysalicylaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Chloro-4-Methoxysalicylaldehyde

There total 8 articles about 5-Chloro-4-Methoxysalicylaldehyde 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: 97.8482%

2-Hydroxy-4-methoxybenzaldehyde (673-22-3) → 5-chloro-2-hydroxy-4-methoxy-benzaldehyde (89938-56-7)

Guidance literature:

2-Hydroxy-4-methoxybenzaldehyde; With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 0.5h;

With N-chloro-succinimide; at 0 - 20 ℃; for 5h;

Reference yield: 94.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 4-Chloro-3-methoxyphenol (18113-07-0) → 5-chloro-2-hydroxy-4-methoxy-benzaldehyde (89938-56-7)

Guidance literature:

With triethylamine; magnesium chloride; In tetrahydrofuran; regioselective reaction; Inert atmosphere; Reflux;

DOI:10.1016/j.tetlet.2009.08.101

Reference yield: 65.0%

2-Hydroxy-4-methoxybenzaldehyde (673-22-3) → 5-chloro-2-hydroxy-4-methoxy-benzaldehyde (89938-56-7) + 3-chloro-2-hydroxy-4-methoxybenzaldehyde (72482-15-6)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine; sulfuryl dichloride; In toluene; at 70 ℃; Inert atmosphere;

DOI:10.1021/ol201561w

upstream raw materials:

2,4-Dihydroxybenzaldehyde

2-Hydroxy-4-methoxybenzaldehyde

formaldehyd

4-Chloro-3-methoxyphenol

Downstream raw materials:

(Z)-1-acetyl-3-(5-chloro-2-hydroxy-4-methoxy)benzylidene-2,5-piperazinedione

4-chloro-2-(1-hydroxy-2-methyl-propyl)-5-methoxy-phenol

C₂₆H₂₄ClN₃O₆

4-chloro-2-(hydroxy-phenyl-methyl)-5-methoxy-phenol

Refernces

• 1、 Saper, Noam I.,Snider, Barry B.. "2,2,6,6-Tetramethylpiperidine-catalyzed, ortho-selective chlorination of phenols by sulfuryl chloride". . p. 809 - 813. Retrieved 2014/04/03.
• 2、 Yoon, Hyung-Jo,Dakanali, Marianna,Lichlyter, Darcy,Chang, Willy M.,Nguyen, Karen A.,Nipper, Matthew E.,Haidekker, Mark A.,Theodorakis, Emmanuel A.. "Synthesis and evaluation of self-calibrating ratiometric viscosity sensors". experimental part. p. 3530 - 3540. Retrieved 2011/06/25.