Methyl 4-formyl-3-hydroxybenzoate

Base Information

• Chemical Name: Methyl 4-formyl-3-hydroxybenzoate
• CAS No.: 24589-98-8
• Molecular Formula: C9H8O4
• Molecular Weight: 180.16
• European Community (EC) Number: 832-271-3
• DSSTox Substance ID: DTXSID40559789
• Wikidata: Q82442632
• Mol file: 24589-98-8.mol

Synonyms:methyl 4-formyl-3-hydroxybenzoate;24589-98-8;4-Carbomethoxysalicylaldehyde;Benzoic acid, 4-formyl-3-hydroxy-, methyl ester;MFCD17015455;SCHEMBL1485297;methyl4-formyl-3-hydroxybenzoate;DTXSID40559789;OMCTZIDLDSYPOA-UHFFFAOYSA-N;ZAA58998;AKOS022640436;2-hydroxy-4-methoxycarbonylbenzaldehyde;2-hydroxy-4-methoxycarbonyl benzaldehyde;METHYL 4-FORMYL-3-HYDOXYBENZOATE;DS-11986;SY026419;CS-0044168;4-formyl-3-hydroxy-benzoic acid methyl ester;EN300-314528;A929976;Z1255397942

Chemical Property of Methyl 4-formyl-3-hydroxybenzoate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 135-135.5 °C(Solv: ethyl acetate (141-78-6))
• Boiling Point: 324.057oC at 760 mmHg
• PKA: 7.36±0.10(Predicted)
• Flash Point: 132.425oC
• PSA: 63.60000
• Density: 1.311g/cm3
• LogP: 0.99130
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 180.04225873
• Heavy Atom Count: 13
• Complexity: 202

Purity/Quality:

98% ^*data from raw suppliers

4-Carbomethoxysalicylaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=C(C=C1)C=O)O
• Uses: 4-Carbomethoxysalicylaldehyde is used in the preparation of α-glucosidase inhibitors. Also used in the preparation of β-lactamase substrates.

Technology Process of Methyl 4-formyl-3-hydroxybenzoate

There total 14 articles about Methyl 4-formyl-3-hydroxybenzoate 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: 100.0%

methanol (67-56-1) + 4-formyl-3-hydroxybenzoic acid (619-12-5) → methyl 4-formyl-3-hydroxybenzoate (24589-98-8)

Guidance literature:

With thionyl chloride; at 60 ℃; for 3h; Reagent/catalyst; Temperature; Time; Concentration;

Reference yield: 87.0%

dimethylsulfone (67-71-0) + methyl 3-hydroxy-4-vinylbenzoate (1560893-80-2) → methyl 4-formyl-3-hydroxybenzoate (24589-98-8)

Guidance literature:

With ozone; In dichloromethane; at -78 - 20 ℃;

DOI:10.1021/jm401695d

Reference yield: 87.0%

→ methyl 4-formyl-3-hydroxybenzoate (24589-98-8)

Guidance literature:

With dimethylsulfide; oxygen; ozone; In dichloromethane; at -78 ℃;

upstream raw materials:

methanol

4-formyl-3-hydroxybenzoic acid

hexamethylenetetramine

methyl 3-hydroxybenzoate

Downstream raw materials:

2-amino-2-(2'-benzyloxy-4'-methoxycarbonyl)phenylacetonitrile

4-Dimethoxymethyl-isophthalic acid dimethyl ester

4-Formyl-isophthalic acid dimethyl ester

4-(2,2-Dibromo-vinyl)-isophthalic acid dimethyl ester