Methyl 4-hydroxy-3,5-dimethoxybenzoate

Base Information

• Chemical Name: Methyl 4-hydroxy-3,5-dimethoxybenzoate
• CAS No.: 884-35-5
• Molecular Formula: C10H12O5
• Molecular Weight: 212.202
• Hs Code.: 38220090
• European Community (EC) Number: 429-050-5,618-163-7
• NSC Number: 611398
• UNII: W5A196MP8A
• DSSTox Substance ID: DTXSID00237016
• Nikkaji Number: J356.639K
• Wikidata: Q27097791
• Metabolomics Workbench ID: 67850
• ChEMBL ID: CHEMBL1236122
• Mol file: 884-35-5.mol

Synonyms:methyl syringate

Chemical Property of Methyl 4-hydroxy-3,5-dimethoxybenzoate

Chemical Property:

• Appearance/Colour: beige powder
• Vapor Pressure: 4.54E-05mmHg at 25°C
• Melting Point: 103-107 °C
• Refractive Index: 1.525
• Boiling Point: 339.9 °C at 760 mmHg
• PKA: 8.38±0.23(Predicted)
• Flash Point: 132.4 °C
• PSA: 64.99000
• Density: 1.221 g/cm³
• LogP: 1.19600
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in alcohol, ether, slightly soluble in water.
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 212.06847348
• Heavy Atom Count: 15
• Complexity: 204

Purity/Quality:

99.0% Min., ^*data from raw suppliers

Methyl Syringate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-60-37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1O)OC)C(=O)OC
• Uses: Methyl Syringate is used in studies of volatile compound and sensorial characterization of red wine aged in cherry, chestnut, false acacia, ash and oak wood barrels

Technology Process of Methyl 4-hydroxy-3,5-dimethoxybenzoate

There total 17 articles about Methyl 4-hydroxy-3,5-dimethoxybenzoate 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) + 3,5-dimethoxy-4-hydroxybenzoic acid (530-57-4) → methyl syringate (884-35-5)

Guidance literature:

With sulfuric acid; for 6h; Reflux;

DOI:10.1021/acs.jmedchem.6b00772

Reference yield: 100.0%

3,4,5-trimethoxybenzoic acid methyl ester (1916-07-0) → methyl syringate (884-35-5)

Guidance literature:

With iodine; magnesium; In diethyl ether; dichloromethane; at 80 ℃; for 1h;

DOI:10.1039/C9CC01666J

Reference yield: 95.0%

methanol (67-56-1) + 4-methyl-3,5-dimethoxybenzoic acid (61040-81-1) → methyl syringate (884-35-5)

Guidance literature:

With thionyl chloride; at 0 ℃; Reflux;

DOI:10.1021/ol302653g

upstream raw materials:

methanol

3,5-dimethoxy-4-hydroxybenzoic acid

methyl 4-benzyloxy-3,5-dimethoxybenzoate

diazomethane

Downstream raw materials:

(4-Hydroxy-3,5-dimethoxy-phenyl)-diphenyl-methanol

methyl 4-benzyloxy-3,5-dimethoxybenzoate

methyl 4-(allyloxy)-3,5-dimethoxybenzoate

methyl 4-<(5'-formylfuran-2'-yl)methoxy>-3,5-dimethoxybenzoate

Refernces

• 1、 Vendeville, Jean-Baptiste,Matters, Rebecca F.,Chen, Anqi,Light, Mark E.,Tizzard, Graham J.,Chai, Christina L. L.,Harrowven, David C.. "A synthetic approach to chrysophaentin F". supporting information. p. 4837 - 4840. Retrieved 2019/05/02.
• 2、 Kuhire, Sachin S.,Sharma, Pragati,Chakrabarty, Suman,Wadgaonkar, Prakash P.. "Partially bio-based poly(amide imide)s by polycondensation of aromatic diacylhydrazides based on lignin-derived phenolic acids and aromatic dianhydrides: Synthesis, characterization, and computational studies". . p. 3636 - 3645. Retrieved 2017/10/31.