Methyl 3,4,5-trimethoxybenzoate

Base Information

• Chemical Name: Methyl 3,4,5-trimethoxybenzoate
• CAS No.: 1916-07-0
• Molecular Formula: C11H14O5
• Molecular Weight: 226.229
• Hs Code.: 2918.90
• European Community (EC) Number: 217-629-3
• NSC Number: 16955
• UNII: QFP1LSC7TK
• DSSTox Substance ID: DTXSID0062058
• Nikkaji Number: J33.614I
• Wikidata: Q27287238
• ChEMBL ID: CHEMBL1651039
• Mol file: 1916-07-0.mol

Synonyms:Methyl 3,4,5-trimethoxybenzoate;1916-07-0;Trimethylgallic acid methyl ester;Methyl tri-O-methylgallate;3,4,5-Trimethoxybenzoic acid methyl ester;BENZOIC ACID, 3,4,5-TRIMETHOXY-, METHYL ESTER;Methyl EudesMate;3,4,5-Trimethoxybenzoic acid, methyl ester;Methyl 3,4,5-trimethoxy benzoate;QFP1LSC7TK;UNII-QFP1LSC7TK;EINECS 217-629-3;NSC 16955;BRN 2218156;Methyl gallate trimethyl ether;AI3-21154;NSC-16955;methyl 3,4,5-trimethoxy-d9-benzoate;1182838-07-8;4-10-00-01999 (Beilstein Handbook Reference);Trimethoprim EP Impurity H;Trimethylgallicacidmethylester;Methyl 3,5-trimethoxybenzoate;SCHEMBL211747;CHEMBL1651039;DTXSID0062058;CHEBI:192678;AMY22196;BCP18705;HY-N2044;NSC16955;3,4,5-Trimethoxybenzoic acid methyl;BBL009653;MFCD00008431;s3863;STK401656;AKOS003283901;CCG-266765;3,5-Trimethoxybenzoic acid methyl ester;Methyl 3,4,5-trimethoxybenzoate, 98%;3,5-Trimethoxybenzoic acid, methyl ester;AC-11227;AC-34705;AS-60488;LS-38496;Benzoic acid,4,5-trimethoxy-, methyl ester;CS-0018534;FT-0614163;T1092;TRIMETHOPRIM IMPURITY H [EP IMPURITY];D70529;EN300-1228933;AC-907/25014289;3,4,5-TRIMETHOXY BENZOIC ACID METHYL ESTER;TRIMEBUTINE MALEATE IMPURITY C [EP IMPURITY];W-107730;Q27287238;Z18364264;F0001-0689;3,4,5-Trimethoxybenzoic Acid Methyl Ester;Methyl Eudesmate;Methyl Gallate Trimethyl Ether;Methyl Tri-O-methylgallateMethyl 3,4,5-Trimethoxybenzoate;Trimethylgallic Acid Methyl Ester

Chemical Property of Methyl 3,4,5-trimethoxybenzoate

Chemical Property:

• Appearance/Colour: white to light yellow powder
• Vapor Pressure: 0.00538mmHg at 25°C
• Melting Point: 81-85 °C
• Refractive Index: 1.494
• Boiling Point: 274.5 °C at 760 mmHg
• Flash Point: 115.2 °C
• PSA: 53.99000
• Density: 1.134 g/cm³
• LogP: 1.49900
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 226.08412354
• Heavy Atom Count: 16
• Complexity: 216

Purity/Quality:

99% ^*data from raw suppliers

Methyl 3,4,5-Trimethoxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1OC)OC)C(=O)OC
• Uses: Trimebutine (T795605) impurity standard.

Technology Process of Methyl 3,4,5-trimethoxybenzoate

There total 143 articles about Methyl 3,4,5-trimethoxybenzoate 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) + Eudesmic acid (118-41-2) → 3,4,5-trimethoxybenzoic acid methyl ester (1916-07-0)

Guidance literature:

With sulfuric acid; at 65 ℃; for 24h;

DOI:10.1016/j.ejmech.2018.05.010

Reference yield: 94.4%

methyl galloate (99-24-1) + dimethyl sulfate (77-78-1) → 3,4,5-trimethoxybenzoic acid methyl ester (1916-07-0)

Guidance literature:

With potassium carbonate; In acetonitrile; for 48h; Reflux;

DOI:10.1016/j.tet.2014.05.111

Reference yield: 92.0%

3,4,5-trihydroxybenzoic acid (149-91-7) + aminomethyl phosphate → 3,4,5-trimethoxybenzoic acid methyl ester (1916-07-0)

Guidance literature:

3,4,5-trihydroxybenzoic acid; aminomethyl phosphate; With sodium chloride; tin(ll) chloride; sodium sulfite; at 45 ℃; for 1.33333h;

With potassium bisulfite; for 4h; pH=10; pH-value; Temperature;

upstream raw materials:

diazomethane

methyl 3,5-dihydroxy-4-methoxybenzoate

Eudesmic acid

1-methyl-4-nitrosobenzene

Downstream raw materials:

3-(3',4',5'-trimethoxyphenyl)-3-oxopropanenitrile

2-Phenyl-3-(3,4,5-trimethoxy-phenyl)-4,5,6,7,8,9,10,11,12,13-decahydro-2H-cyclododecapyrazole

8-Allyl-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one

methyl 2-iodo-3,4,5-tri-methoxybenzoate

Refernces

• 1、 Zhang, Ying-Jun,Abe, Tomomi,Tanaka, Takashi,Yang, Chong-Ren,Kouno, Isao. "Phyllanemblinins A-F, new ellagitannins from Phyllanthus emblica". . p. 1527 - 1532. Retrieved 2001.
• 2、 Tanaka, Takashi,Nonaka, Gen-Ichiro,Nishioka, Itsuo. "PUNICAFOLIN, AN ELLAGITANNIN FROM THE LEAVES OF PUNICA GRANATUM". . p. 2075 - 2078. Retrieved 1985.
• 3、 Chida,Vani,Chandrasekharam,Srinivasan,Singh. "Synthesis of 2,3-dimethoxy-5-methyl-1,4-benzoquinone: A key fragment in coenzyme-q series". . p. 657 - 660. Retrieved 2001.
• 4、 Jurd. "-". . p. 3445,3446. Retrieved 1956.
• 5、 Lee, Seung-Ho,Tanaka, Takashi,Nonaka, Gen-Ichiro,Nishioka, Itsuo. "Structure and biogenesis of jolkinin, a highly oxygenated ellagitannin from Euphorbia jolkinii". . p. 1018 - 1022. Retrieved 2004.
• 6、 Kuhn,von Wartburg. "". . p. 1546,1560, 1561. Retrieved 1967.
• 7、 Degotte, Gilles,Francotte, Pierre,Pirotte, Bernard,Frédérich, Michel. "Polyhydroxybenzoic acid derivatives as potential new antimalarial agents". . . Retrieved 2021/08/07.
• 8、 Cao, Xiao,Liu, Fang,Liu, Liwei,Liu, Tingting,Peng, Feng,Wang, Qifan,Xie, Chengwei,Xue, Wei,Yang, Jinsong. "Antibacterial and Antiviral Activities of 1,3,4-Oxadiazole Thioether 4H-Chromen-4-one Derivatives". . p. 11085 - 11094. Retrieved 2021/10/01.