Methyl 5-Formyl-2-hydroxybenzoate

Base Information

• Chemical Name: Methyl 5-Formyl-2-hydroxybenzoate
• CAS No.: 41489-76-3
• Molecular Formula: C9H8O4
• Molecular Weight: 180.16
• Hs Code.: 2918990090
• European Community (EC) Number: 677-591-2
• DSSTox Substance ID: DTXSID90559395
• Nikkaji Number: J414.080J
• Wikidata: Q72490922
• Mol file: 41489-76-3.mol

Synonyms:Methyl 5-Formyl-2-hydroxybenzoate;41489-76-3;Methyl 5-Formylsalicylate;5-Formyl-2-hydroxybenzoic Acid Methyl Ester;5-Formylsalicylic Acid Methyl Ester;MFCD03840784;5-Formyl salicylic acid methyl ester;Benzoic acid, 5-formyl-2-hydroxy-, methyl ester;Methyl5-Formylsalicylate;methyl-5-formylsalicylate;5-formyl-2-hydroxy-benzoic acid methyl ester;SCHEMBL853107;DTXSID90559395;AMY33526;CS-D1358;AKOS006281645;AC-1045;AS-61265;SY002304;M2082;EN300-133612;A825569;J-517565

Chemical Property of Methyl 5-Formyl-2-hydroxybenzoate

Chemical Property:

• Vapor Pressure: 0.000918mmHg at 25°C
• Melting Point: 79.0 to 83.0 °C
• Refractive Index: 1.594
• Boiling Point: 294.5 °C at 760 mmHg
• PKA: 7.57±0.18(Predicted)
• Flash Point: 118.2 °C
• PSA: 63.60000
• Density: 1.31g/cm³
• LogP: 0.99130
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.8
• 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:

99% ^*data from raw suppliers

Methyl 5-Formylsalicylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=CC(=C1)C=O)O

Technology Process of Methyl 5-Formyl-2-hydroxybenzoate

There total 8 articles about Methyl 5-Formyl-2-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: 99.98%

methanol (67-56-1) + 2-hydroxy-5-formylbenzoic acid (616-76-2) → methyl-5-formyl-2-hydroxybenzoate (41489-76-3)

Guidance literature:

With sulfuric acid; for 24h; Heating / reflux;

Reference yield: 83.0%

2-dimethylaminomethylene-1,3-bis(dimethylimonio)propane diperchlorate (2009-81-6) + acetoacetic acid methyl ester (105-45-3) → methyl-5-formyl-2-hydroxybenzoate (41489-76-3)

Guidance literature:

2-dimethylaminomethylene-1,3-bis(dimethylimonio)propane diperchlorate; acetoacetic acid methyl ester; With sodium methylate; In methanol; at 80 ℃; for 4h;

With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2006.02.101

Reference yield: 73.0%

acetoacetic acid methyl ester (105-45-3) + C10H21N3(2+)*BF4(1-)*F6P(1-) → methyl-5-formyl-2-hydroxybenzoate (41489-76-3) + 6-(dimethylamino)-3-formylbenzoic acid methyl ester (666857-71-2) + (Z)-6-dimethylamino-3-(2-methoxycarbonyl-3-oxo-but-1-enyl)benzoic acid methyl ester + (E)-6-dimethylamino-3-(2-methoxycarbonyl-3-oxo-but-1-enyl)benzoic acid methyl ester

Guidance literature:

With dmap; In acetonitrile; at -10 ℃; for 20h;

DOI:10.1021/jo035677u

upstream raw materials:

methanol

2-hydroxy-5-formylbenzoic acid

methyl iodide

acetoacetic acid methyl ester

Downstream raw materials:

methyl 5-formyl-2-{[(trifluoromethyl)sulfonyl]oxy}benzoate

Methyl 5-formyl-2-(1-prop-2-enyloxy)benzoate

C₂₆H₂₂O₈

C₁₈H₁₆N₂O₆

Refernces

• 1、 -. "Anti-tumor compound as well as preparation method and application thereof". Paragraph 0062; 0063; 0064; 0065. . Retrieved 2019/01/21.
• 2、 Fu, Xue-Wen,Pu, Wen-Chen,Zhang, Guo-Lin,Wang, Chun. "Synthesis of salicylaldehydes from phenols via copper-mediated duff reaction". . p. 8147 - 8158. Retrieved 2015/02/19.