Methyl 2,6-dimethoxybenzoate

Base Information

• Chemical Name: Methyl 2,6-dimethoxybenzoate
• CAS No.: 2065-27-2
• Molecular Formula: C10H12O4
• Molecular Weight: 196.203
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID70174686
• Nikkaji Number: J127.121K
• Wikidata: Q63395878
• ChEMBL ID: CHEMBL2252254
• Mol file: 2065-27-2.mol

Synonyms:Methyl 2,6-dimethoxybenzoate;2065-27-2;2,6-dimethoxybenzoic acid methyl ester;Benzoic acid, 2,6-dimethoxy-, methyl ester;MFCD00075861;Methyl 2,6-Dimethoxybenzate;SCHEMBL2095636;CHEMBL2252254;DTXSID70174686;CS-M1001;Methyl 2,6-dimethoxybenzoate, 98%;AKOS008904368;AS-8778;SY229858;FT-0634014;A814770;J-013491;Q63395878;2,6-Dihydroxybenzoic acid, dimethyl ether, methyl ester

Chemical Property of Methyl 2,6-dimethoxybenzoate

Chemical Property:

• Vapor Pressure: 0.00157mmHg at 25°C
• Melting Point: 87-90°C
• Refractive Index: 1.497
• Boiling Point: 294.9°Cat760mmHg
• Flash Point: 128°C
• PSA: 44.76000
• Density: 1.119g/cm³
• LogP: 1.49040
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 196.07355886
• Heavy Atom Count: 14
• Complexity: 181

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl 2,6-dimethoxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C(C(=CC=C1)OC)C(=O)OC
• Uses: Methyl 2,6-dimethoxybenzoate may be employed as starting reagent in the total synthesis of (±)-hyperforin.

Technology Process of Methyl 2,6-dimethoxybenzoate

There total 19 articles about Methyl 2,6-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: 99.0%

2-6-dimethoxybenzoic acid (1466-76-8) + carbonic acid dimethyl ester (616-38-6) → methyl 2,6-dimethoxybenzoate (2065-27-2)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; for 4h; Heating;

DOI:10.1021/jo011036s

Reference yield: 96.0%

Trimethyl orthoacetate (1445-45-0) + 2-6-dimethoxybenzoic acid (1466-76-8) → methyl 2,6-dimethoxybenzoate (2065-27-2)

Guidance literature:

In various solvent(s); at 80 ℃; for 2h;

DOI:10.1016/j.tet.2005.09.147

Reference yield: 94.0%

methanol (67-56-1) + 2-6-dimethoxybenzoic acid (1466-76-8) → methyl 2,6-dimethoxybenzoate (2065-27-2)

Guidance literature:

With sulfuric acid; for 18h; Reflux;

DOI:10.1016/j.tetlet.2009.11.093

upstream raw materials:

diazomethane

2-6-dimethoxybenzoic acid

methanol

2-hydroxy-6-methoxybenzoic acid

Downstream raw materials:

C₁₃H₁₈O₄

dimethyl [2-(2,6-dimethoxyphenyl)-2-oxoethyl]phosphonate

2-(chloromethyl)-1,3-dimethoxybenzene

methyl 6-methoxysalicylate

Refernces

• 1、 Dobrovetsky, Roman,Fallek, Amit,Kramer, Maria,Portnoy, Moshe,Weiss-Shtofman, Mor. "Phosphorylation Organocatalysts Highly Active by Design". supporting information. . Retrieved 2020/05/01.
• 2、 Subramanian, Kripa,Yedage, Subhash L.,Bhanage, Bhalchandra M.. "An electrochemical method for carboxylic ester synthesis from N-alkoxyamides". . p. 10025 - 10032. Retrieved 2018/05/31.