Methyl 2,5-dimethyl-3-furoate

Base Information

• Chemical Name: Methyl 2,5-dimethyl-3-furoate
• CAS No.: 6148-34-1
• Molecular Formula: C8H10 O3
• Molecular Weight: 154.166
• Hs Code.: 2932190090
• European Community (EC) Number: 228-155-1
• DSSTox Substance ID: DTXSID20210442
• Nikkaji Number: J100.170A
• Wikidata: Q83085161
• Mol file: 6148-34-1.mol

Synonyms:Methyl 2,5-dimethyl-3-furoate;6148-34-1;Methyl 2,5-dimethylfuran-3-carboxylate;Methyl 2,5-dimethyl-3-furancarboxylate;EINECS 228-155-1;3-Furoic acid, 2,5-dimethyl-, methyl ester;3-Furancarboxylic acid, 2,5-dimethyl-, methyl ester;MLS004257376;SCHEMBL3179093;DTXSID20210442;methyl 2,5-dimethyl-3-furanoate;3-carbomethoxy-2,5-dimethylfuran;STL301441;AKOS000120253;Methyl2,5-dimethylfuran-3-carboxylate;SB61266;Methyl=2,5-dimethyl-furan-3-carboxylate;BS-29116;SMR003082508;Methyl 2,5-dimethylfuran-3-carboxylic acid;FT-0648304;EN300-15471;E75983;Methyl 2,5-dimethyl-3-furancarboxylate, 95%;2,5-dimethylfuran-3-carboxylic acid methyl ester;A899823;Z19023124;F0001-1622

Chemical Property of Methyl 2,5-dimethyl-3-furoate

Chemical Property:

• Vapor Pressure: 0.47mmHg at 25°C
• Refractive Index: n20/D 1.475(lit.)
• Boiling Point: 198 °C(lit.)
• Flash Point: 177 °F
• PSA: 39.44000
• Density: 1.037 g/mL at 25 °C(lit.)
• LogP: 1.68300
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 154.062994177
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

97% ^*data from raw suppliers

Methyl 2,5-dimethyl-3-furancarboxylate 95% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=C(O1)C)C(=O)OC
• Uses: Methyl 2,5-dimethyl-3-furoate is a reactant used in the new furan annulation via palladium-catalyzed reaction of 2-?alkynyl carbonates or 2-?(1-?alkynyl)?oxiranes with β-?keto esters.

Technology Process of Methyl 2,5-dimethyl-3-furoate

There total 19 articles about Methyl 2,5-dimethyl-3-furoate 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: 80.0%

methyl 2-acetylpent-4-ynoate (101413-11-0) → methyl 2,5-dimethylfuran-3-carboxylate (6148-34-1) + methyl 2-methyl-5-methylene-4,5-dihydrofuran-3-carboxylate (146896-48-2)

Guidance literature:

With tungsten hexacarbonyl; triethylamine; In toluene; for 18h; Irradiation; Inert atmosphere;

DOI:10.1055/s-0032-1316536

Reference yield: 76.0%

methyl 2-acetylpent-4-ynoate (101413-11-0) → methyl 2,5-dimethylfuran-3-carboxylate (6148-34-1)

Guidance literature:

With iron(III) chloride; In 1,2-dichloro-ethane; at 20 ℃; for 35h;

DOI:10.1021/jo300957q

Reference yield: 74.0%

5-iodomethyl-3-methoxycarbonyl-2-methyl-4,5-dihydrofuran (128738-19-2) → methyl 2,5-dimethylfuran-3-carboxylate (6148-34-1)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In benzene; at 60 ℃; for 12h;

DOI:10.1016/j.tet.2004.08.042

upstream raw materials:

(E)-2,3-diacetylacrylate

methyl 2-methyl-5-methylene-4,5-dihydrofuran-3-carboxylate

4-methyleneoxetan-2-one

2-Diazo-3-oxo-butyric acid methyl ester

Downstream raw materials:

2,5-dimethylfuran-3-carboxylic acid

2,5-dimethyl-furan-3-carbonyl chloride

2,5-dimethyl-3-(hydroxymethyl)furan

8-Methyl-5-{4-[2-(3,4,5-trimethoxy-phenyl)-ethyl]-phenyl}-2,3,5,6-tetrahydro-furo[3,2-c]imidazo[1,2-a]pyridin-5-ol