2-Hydroxy-3,4-dimethoxybenzaldehyde

Base Information

• Chemical Name: 2-Hydroxy-3,4-dimethoxybenzaldehyde
• CAS No.: 19283-70-6
• Molecular Formula: C9H10O4
• Molecular Weight: 182.176
• European Community (EC) Number: 242-936-4
• UNII: Y9ET3S77J6
• DSSTox Substance ID: DTXSID90172881
• Nikkaji Number: J242.759A
• Wikidata: Q83042955
• Mol file: 19283-70-6.mol

Synonyms:2-hydroxy-3,4-dimethoxybenzaldehyde;19283-70-6;3,4-Dimethoxy-2-hydroxybenzaldehyde;3,4-Dimethoxysalicylaldehyde;Benzaldehyde, 2-hydroxy-3,4-dimethoxy-;EINECS 242-936-4;Benzaldehyde,2-hydroxy-3,4-dimethoxy-;2-hydroxy-3,4-dimethoxy-benzaldehyde;dimethoxyhydroxybenzaldehyde;Trimetazidine Impurity 13;3,4-dimethoxy-salicylaldehyde;SCHEMBL3658867;Y9ET3S77J6;DTXSID90172881;BCP33900;AKOS006280825;BS-51744;CS-0222135;FT-0612532;E82502;EN300-110481;3,4-dimethoxy-2-hydroxybenzaldehyde, AldrichCPR;A813604;Z1198147540;2-Hydroxy-3,4-dimethoxybenzaldehyde

Chemical Property of 2-Hydroxy-3,4-dimethoxybenzaldehyde

Chemical Property:

• Vapor Pressure: 0.00124mmHg at 25°C
• Melting Point: 74 °C
• Refractive Index: 1.567
• Boiling Point: 289.7 °C at 760 mmHg
• PKA: 7.80±0.15(Predicted)
• Flash Point: 114.5 °C
• PSA: 55.76000
• Density: 1.234 g/cm³
• LogP: 1.22190
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 182.05790880
• Heavy Atom Count: 13
• Complexity: 171

Purity/Quality:

98%min ^*data from raw suppliers

3,4-dimethoxy-2-hydroxybenzaldehyde AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=C(C=C1)C=O)O)OC

Technology Process of 2-Hydroxy-3,4-dimethoxybenzaldehyde

There total 23 articles about 2-Hydroxy-3,4-dimethoxybenzaldehyde 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: 81.0%

2,3,4-trimethoxybenzaldehyde (2103-57-3) → 3,4-dimethoxysalicylaldehyde (19283-70-6) + 2,3-dihydroxy-4-methoxybenzaldehyde (4055-69-0)

Guidance literature:

2,3,4-trimethoxybenzaldehyde; With boron trichloride; In dichloromethane; at 0 ℃; for 5h; Inert atmosphere;

With water; In dichloromethane;

Reference yield: 40.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 2,3-dihydroxy-4-methoxybenzaldehyde (4055-69-0) → 3,4-dimethoxysalicylaldehyde (19283-70-6) + 3-hydroxy-2,4-dimethoxy benzaldehyde (32246-34-7)

Guidance literature:

In diethyl ether; at 0 ℃; for 1h; Yields of byproduct given;

DOI:10.1021/jo00278a023

Reference yield: 11.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2,3-dimethoxyphenol (5150-42-5) → 3,4-dimethoxysalicylaldehyde (19283-70-6)

Guidance literature:

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

DOI:10.1016/j.tetlet.2009.08.101

upstream raw materials:

hydrogen cyanide

2,3-dimethoxyphenol

hexamethylenetetramine

2-Hydroxy-3.4-dimethoxy-benzaldehyd-phenylimin

Downstream raw materials:

2-ethoxy-3,4-dimethoxy-benzaldehyde

2-hydroxy-3,4-dimethoxyphenol

2,3,4-trimethoxybenzaldehyde

2-prenyloxy-3,4-dimethoxybenzaldehyde

Refernces

• 1、 Chiummiento, Lucia,Choppin, Sabine,Colobert, Fran?oise,Hanquet, Gilles,Massé, Paul. "Unintended Formation of a 26-Membered Cycle in the Course of a Novel Approach to Myricanol, a Strained [7,0]-Metacyclophane". . p. 559 - 564. Retrieved 2020.
• 2、 De Clercq, Erik,Feng, Da,Kang, Dongwei,Liu, Xinyong,Pannecouque, Christophe,Sun, Lin,Tao, Yucen,Wei, Fenju,Zhan, Peng,álvarez, Mar,Frutos-Beltrán, Estrella,Menéndez-Arias, Luis,Urhan, ?agil. "Discovery, optimization, and target identification of novel coumarin derivatives as HIV-1 reverse transcriptase-associated ribonuclease H inhibitors". supporting information. . Retrieved 2021/08/19.