2-Hydroxy-4-methoxybenzaldehyde

Base Information

• Chemical Name: 2-Hydroxy-4-methoxybenzaldehyde
• CAS No.: 673-22-3
• Molecular Formula: C8H8O3
• Molecular Weight: 152.15
• Hs Code.: 29124900
• European Community (EC) Number: 211-604-0
• NSC Number: 155334
• UNII: 2N395P88LW
• DSSTox Substance ID: DTXSID1060970
• Nikkaji Number: J155.609F
• Wikipedia: 2-Hydroxy-4-methoxybenzaldehyde
• Wikidata: Q15634116
• Pharos Ligand ID: SXAAAYUVBVDC
• Metabolomics Workbench ID: 131986
• ChEMBL ID: CHEMBL350966
• Mol file: 673-22-3.mol

Synonyms:2-hydroxy-4-methoxybenzaldehyde;2-hydroxy-p-anisaldehyde;4-methoxysalicylaldehyde

Chemical Property of 2-Hydroxy-4-methoxybenzaldehyde

Chemical Property:

• Appearance/Colour: creamy white to beige or light brown cryst. powder
• Vapor Pressure: 0.00387mmHg at 25°C
• Melting Point: 41-43 °C(lit.)
• Refractive Index: 1.587
• Boiling Point: 271.5 °C at 760 mmHg
• PKA: 7.79±0.10(Predicted)
• Flash Point: 112.1 °C
• PSA: 46.53000
• Density: 1.231 g/cm³
• LogP: 1.21330
• Storage Temp.: Store below +30°C.
• Sensitive.: Air Sensitive
• Water Solubility.: Solubility in methanol is almost transparent. Insoluble in water.
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 152.047344113
• Heavy Atom Count: 11
• Complexity: 135

Purity/Quality:

99%, ^*data from raw suppliers

2-Hydroxy-4-methoxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)C=O)O
• Uses: 2-Hydroxy-4-methoxybenzaldehyde was used in the synthesis of Schiff base ligand.

Technology Process of 2-Hydroxy-4-methoxybenzaldehyde

There total 60 articles about 2-Hydroxy-4-methoxybenzaldehyde 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: 98.0%

2-hydroxy-4-methoxybenzyl alcohol (59648-29-2) → 2-Hydroxy-4-methoxybenzaldehyde (673-22-3)

Guidance literature:

With oxygen; In ethanol; at 20 ℃; for 0.316667h; under 760.051 Torr; Catalytic behavior; Green chemistry;

DOI:10.1007/s13738-017-1131-z

Reference yield: 98.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + O-methylresorcine (150-19-6) → 2-Hydroxy-4-methoxybenzaldehyde (673-22-3)

Guidance literature:

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

DOI:10.1021/ja907711a

Reference yield: 95.0%

ethyl (E)-3-(2-formyl-5-methoxyphenoxy)acrylate (954374-77-7) + 4-Bromo-1-naphthylamine (2298-07-9) → 2-Hydroxy-4-methoxybenzaldehyde (673-22-3) + C33H32NO8Br

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃;

DOI:10.1021/jo7013593

upstream raw materials:

diazomethane

diethyl ether

2,4-Dihydroxybenzaldehyde

O-methylresorcine

Downstream raw materials:

2-ethoxy-4-methoxybenzaldehyde

5-methoxy-2-(2-nitro-vinyl)-phenol

6-methoxy-2-phenyl-1-benzofuran

Refernces

• 1、 Huang, You,Li, Xiaohu. "Phosphine-catalyzed sequential (2+3)/(2+4) annulation of γ-vinyl allenoates: Access to the synthesis of chromeno[4,3-: B] pyrroles". supporting information. p. 9934 - 9937. Retrieved 2021/10/12.
• 2、 -. "Selective ether bond breaking method of aryl alkyl ether". Paragraph 0166-0170. . Retrieved 2020/09/16.