3,4-Dimethoxy-5-hydroxybenzaldehyde

Base Information

• Chemical Name: 3,4-Dimethoxy-5-hydroxybenzaldehyde
• CAS No.: 29865-90-5
• Molecular Formula: C9H10O4
• Molecular Weight: 182.176
• Hs Code.: 2912499000
• Mol file: 29865-90-5.mol

Synonyms:5-Hydroxyveratraldehyde

Chemical Property of 3,4-Dimethoxy-5-hydroxybenzaldehyde

Chemical Property:

• Vapor Pressure: 0.000259mmHg at 25°C
• Melting Point: 67-69 ºC
• Refractive Index: 1.567
• Boiling Point: 177-180 ºC
• PKA: 8.87±0.15(Predicted)
• Flash Point: 133.4°C
• PSA: 55.76000
• Density: 1.234g/cm³
• LogP: 1.22190
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform, Methanol

Purity/Quality:

99% ^*data from raw suppliers

5-Hydroxy-3,4-dimethoxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 5-Hydroxy-3,4-dimethoxybenzaldehyde is a useful synthetic intermediate. It was used in the synthesis of aryl benzothiazole derivatives with antitumor activities or as potential PET cancer imaging agents.

Technology Process of 3,4-Dimethoxy-5-hydroxybenzaldehyde

There total 29 articles about 3,4-Dimethoxy-5-hydroxybenzaldehyde 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: 93.0%

5-hydroxyvanillin (3934-87-0) + methyl iodide (74-88-4) → 3-hydroxy-4,5-dimethoxybenzaldehyde (29865-90-5)

Guidance literature:

5-hydroxyvanillin; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h; Inert atmosphere;

methyl iodide; In N,N-dimethyl-formamide; for 1.5h;

DOI:10.1016/j.tetlet.2021.153482

Reference yield: 87.0%

5-hydroxyvanillin (3934-87-0) + dimethyl sulfate (77-78-1) → 3-hydroxy-4,5-dimethoxybenzaldehyde (29865-90-5)

Guidance literature:

With sodium carbonate; In acetone; for 5h; Reflux;

DOI:10.1021/jo401583q

Reference yield: 73.0%

5-hydroxyvanillin (3934-87-0) + dimethyl sulfate (77-78-1) → 3-hydroxy-4,5-dimethoxybenzaldehyde (29865-90-5) + syringic aldehyde (134-96-3)

Guidance literature:

With sodium carbonate; In acetone; for 6h; Reflux;

DOI:10.1016/j.ejmech.2011.12.008

upstream raw materials:

N-benzenesulfonyl-N'-(3,4-dimethoxy-5-methoxycarbonyloxy-benzoyl)-hydrazine

2-methoxyphenoxy-3',4'-dimethoxyacetophenone

5-bromo-2,3-dimethoxybenzaldehyde

3,4,5-trimethoxy-benzaldehyde

Downstream raw materials:

4-(5-formyl-2,3-dimethoxy-phenoxy)-3-nitro-benzoic acid methyl ester

2,3-Dimethoxy-5-(trans-2-nitro-vinyl)-phenol

2,3-dimethoxy-1,6-dihydroxybenzene

1,2-dimethoxy-3,5-dibenzyloxybenzene

Refernces

• 1、 Damodar, Kongara,Shin, Sooyong,Jeon, Sung Ho,Lee, Jeong Tae. "First synthesis of tabamides A–C and their derivatives: In vitro nitric oxide inhibitory activity". . . Retrieved 2021/11/10.
• 2、 Cervi, Aymeric,Aillard, Paul,Hazeri, Nourallah,Petit, Laurent,Chai, Christina L. L.,Willis, Anthony C.,Banwell, Martin G.. "Total syntheses of the coumarin-containing natural products pimpinellin and fraxetin using Au(I)-catalyzed intramolecular hydroarylation (IMHA) chemistry". . p. 9876 - 9882. Retrieved 2013/10/22.