Methyl 2-methylfuran-3-carboxylate

Base Information

• Chemical Name: Methyl 2-methylfuran-3-carboxylate
• CAS No.: 6141-58-8
• Molecular Formula: C7H8 O3
• Molecular Weight: 140.139
• Hs Code.: 2932190090
• European Community (EC) Number: 228-132-6
• DSSTox Substance ID: DTXSID40210343
• Nikkaji Number: J110.552C
• Wikidata: Q72492834
• Mol file: 6141-58-8.mol

Synonyms:Methyl 2-methylfuran-3-carboxylate;6141-58-8;Methyl 2-methyl-3-furoate;Methyl 2-methyl-3-furancarboxylate;3-Furancarboxylic acid, 2-methyl-, methyl ester;2-Methyl-furan-3-carboxylic acid methyl ester;METHYL2-METHYL-3-FUROATE;3-Furoic acid, 2-methyl-, methyl ester;EINECS 228-132-6;2-methylfuran-3-carboxylic acid methyl ester;SCHEMBL701960;Methyl 2-methyl-3-furoate #;DTXSID40210343;METHYL-2-METHYL-3-FUROATE;BBL011396;MFCD00003249;STL146499;AKOS000119414;2-Methylfuran-3-carboxylic acid methyl;AS-43527;Methyl 2-methyl-3-furancarboxylate, 99%;CS-0098016;FT-0612942;EN300-18727;2-Methyl Furan-3-Carboxylic Acid Methyl Ester;A849586;J-640077;J-800079;W-110085

Chemical Property of Methyl 2-methylfuran-3-carboxylate

Chemical Property:

• Appearance/Colour: CLEAR YELLOW TO BROWN LIQUID
• Vapor Pressure: 1.1mmHg at 25°C
• Refractive Index: n20/D 1.473(lit.)
• Boiling Point: 75 °C20 mm Hg(lit.)
• Flash Point: 147 °F
• PSA: 39.44000
• Density: 1.116 g/mL at 25 °C(lit.)
• LogP: 1.37460
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 140.047344113
• Heavy Atom Count: 10
• Complexity: 133

Purity/Quality:

97% ^*data from raw suppliers

Methyl 2-methyl-3-furancarboxylate 99% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CO1)C(=O)OC
• Uses: Methyl 2-methyl-3-furoate is a useful building block used in a variety of synthetic applications, such as the nickel-?catalyzed amide bond formation from methyl esters, and gold-catalyzed arylation by arylsilanes.

Technology Process of Methyl 2-methylfuran-3-carboxylate

There total 12 articles about Methyl 2-methylfuran-3-carboxylate 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: 86.0%

vinyl acetate (108-05-4,9003-20-7) + 2-Diazo-3-oxo-butyric acid methyl ester (24762-04-7) → methyl 2-methyl-3-furancarboxylate (6141-58-8)

Guidance literature:

With dirhodium tetraacetate; In 1,2-dichloro-ethane; at 20 - 80 ℃; for 8h; Inert atmosphere;

DOI:10.1016/j.tet.2017.04.007

Reference yield: 85.0%

2-Diazo-3-oxo-butyric acid methyl ester (24762-04-7) + ethyl vinyl ether (109-92-2,25104-37-4) → methyl 2-methyl-3-furancarboxylate (6141-58-8)

Guidance literature:

With dirhodium tetraacetate; In 1,2-dichloro-ethane; at 20 - 80 ℃; for 8h; Inert atmosphere;

DOI:10.1016/j.tet.2017.04.007

Reference yield: 79.0%

2-[1-(1-methoxyallyloxy)ethyl]acrylic acid methyl ester → methyl 2-methyl-3-furancarboxylate (6141-58-8)

Guidance literature:

2-[1-(1-methoxyallyloxy)ethyl]acrylic acid methyl ester; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; Heating;

With trifluoroacetic acid; In dichloromethane; at 20 ℃;

DOI:10.1002/ejoc.200500113

upstream raw materials:

spiro<5-carbomethoxy-4-methyl-7-oxabicyclo<2.2.1>hept-5-en-2-one-3,1'-cyclopropane>

methyl 5-(acetyloxy)-2-methyl-4,5-dihydrofuran-3-carboxylate

methanol

2-methyl-3-furancarboxylic acid

Downstream raw materials:

2-methylfuran-3-carboxamide

methyl 5-formyl-2-methyl-3-furancarboxylate

methyl 2-phenyl-1H-pyrrole-4-carboxylate

methyl 4-aminonaphthalene-1-carboxylate