Methyl homovanillate

Base Information

• Chemical Name: Methyl homovanillate
• CAS No.: 15964-80-4
• Molecular Formula: C10H12 O4
• Molecular Weight: 196.203
• Hs Code.: 2918990090
• European Community (EC) Number: 240-101-9
• DSSTox Substance ID: DTXSID10166702
• Nikkaji Number: J127.890H
• Wikidata: Q83035921
• ChEMBL ID: CHEMBL443859
• Mol file: 15964-80-4.mol

Synonyms:15964-80-4;Methyl homovanillate;methyl 2-(4-hydroxy-3-methoxyphenyl)acetate;Methyl 4-hydroxy-3-methoxyphenylacetate;Benzeneacetic acid, 4-hydroxy-3-methoxy-, methyl ester;Methyl 3-methoxy-4-hydroxyphenylacetate;Homovanillic acid methyl ester;Methyl (4-hydroxy-3-methoxyphenyl)acetate;EINECS 240-101-9;Acetic acid, (4-hydroxy-3-methoxyphenyl)-, methyl ester;(4-hydroxy-3-methoxy-phenyl)-acetic acid methyl ester;3,5-di-t-butylbenzoicacid;CHEMBL443859;SCHEMBL1751797;3,5-Di-tert-butyl-benzoic acid;DTXSID10166702;MFCD00127727;AKOS006275444;methyl-3-methoxy-4-hydroxyphenylacetate;BS-15842;methyl2-(4-hydroxy-3-methoxyphenyl)acetate;CS-0162633;Methyl (4-hydroxy-3-methoxyphenyl)acetate #;D83473;EN300-6491709;(4-hydroxy-3-methyoxy-phenyl)-acetic acid methyl ester;Z1198150768

Chemical Property of Methyl homovanillate

Chemical Property:

• Vapor Pressure: 0.000396mmHg at 25°C
• Melting Point: 120 °C
• Boiling Point: 307.6°Cat760mmHg
• PKA: 9.77±0.18(Predicted)
• Flash Point: 118.8°C
• PSA: 55.76000
• Density: 1.191g/cm³
• LogP: 1.11630
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 196.07355886
• Heavy Atom Count: 14
• Complexity: 193

Purity/Quality:

99% ^*data from raw suppliers

Methyl2-(4-hydroxy-3-methoxyphenyl)acetate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl homovanillate

There total 11 articles about Methyl homovanillate 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) + Homovanillic acid (306-08-1) → 2-(4-hydroxy-3-methoxyphenyl)acetic acid methyl ester (15964-80-4)

Guidance literature:

With sulfuric acid; for 3h; Reflux;

DOI:10.1021/acschemneuro.7b00402

Reference yield: 100.0%

methanol (67-56-1) + 2-(4-acetoxy-3-methoxyphenyl)acetic acid (5447-38-1) → 2-(4-hydroxy-3-methoxyphenyl)acetic acid methyl ester (15964-80-4)

Guidance literature:

With thionyl chloride; at 50 ℃;

Reference yield: 86.0%

methanol (67-56-1) + 4-hydroxy-3-methoxy-mandelic acid (55-10-7,2394-20-9) → 2-(4-hydroxy-3-methoxyphenyl)acetic acid methyl ester (15964-80-4)

Guidance literature:

With phosphonic Acid; methanesulfonic acid; sodium iodide; at 80 ℃; for 4h;

upstream raw materials:

4-allylguaiacol

methanol

Homovanillic acid

methyl 4-benzyloxy-3-methoxyphenylethanoate

Downstream raw materials:

[4-(3-Chloro-4-isobutoxy-benzyloxy)-3-methoxy-phenyl]-acetic acid

[4-(4-Allyloxy-3-chloro-benzyloxy)-3-methoxy-phenyl]-acetic acid

4-benzyloxy-3-methoxyphenylacetic acid

[4-(4-Isopropoxy-benzyloxy)-3-methoxy-phenyl]-acetic acid