Methyl furan-3-carboxylate

Base Information

• Chemical Name: Methyl furan-3-carboxylate
• CAS No.: 13129-23-2
• Molecular Formula: C6H6O3
• Molecular Weight: 126.112
• Hs Code.: 2932190090
• European Community (EC) Number: 672-679-7
• NSC Number: 305748
• UNII: V05P3H54N5
• DSSTox Substance ID: DTXSID00871954
• Nikkaji Number: J127.896G
• Wikidata: Q27291369
• Mol file: 13129-23-2.mol

Synonyms:methyl furan-3-carboxylate;13129-23-2;Methyl 3-furoate;3-Furancarboxylic Acid Methyl Ester;Methyl 3-furancarboxylate;3-Furancarboxylic acid, methyl ester;3-Furoic acid, methyl ester;3-(Methoxycarbonyl)furan;NSC-305748;UNII-V05P3H54N5;V05P3H54N5;furan-3-carboxylic acid methyl ester;3-Furoic Acid Methyl Ester;methylfuran-3-carboxylate;WS10TS94NA;SCHEMBL826948;DTXSID00871954;BCP22945;GEO-03412;MFCD06203671;NSC305748;AKOS009099213;NSC 305748;SB60958;AC-25742;CS-0187526;F0468;FT-0636805;EN300-61704;D90674;A806235;W-201048;Q27291369

Chemical Property of Methyl furan-3-carboxylate

Chemical Property:

• Appearance/Colour: Colorless oil
• Vapor Pressure: 0.858mmHg at 25°C
• Melting Point: 64-67 °C
• Refractive Index: 1.462
• Boiling Point: 160 °C at 760 mmHg
• Flash Point: 47.3 °C
• PSA: 39.44000
• Density: 1.145 g/cm³
• LogP: 1.06620
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 126.031694049
• Heavy Atom Count: 9
• Complexity: 111

Purity/Quality:

99% ^*data from raw suppliers

Methylfuran-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=COC=C1

Technology Process of Methyl furan-3-carboxylate

There total 21 articles about Methyl furan-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: 92.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 3-Furoic acid (488-93-7) → methyl furan-3-carboxylate (13129-23-2)

Guidance literature:

In diethyl ether; at -78 ℃;

DOI:10.1021/np300468h

Reference yield: 85.0%

2-Oxabicyclo<3.2.0>hept-3-en-5-carbonsaeure-methylester (77612-03-4) → methyl furan-3-carboxylate (13129-23-2)

Guidance literature:

In benzene; at 370 ℃;

Reference yield: 84.0%

3-Furoic acid (488-93-7) + methyl iodide (74-88-4) → methyl furan-3-carboxylate (13129-23-2)

Guidance literature:

3-Furoic acid; With potassium carbonate; In N,N-dimethyl-formamide; at 90 ℃; for 1.5h; Inert atmosphere; Schlenk technique;

methyl iodide; In N,N-dimethyl-formamide; at 90 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.9b01567

upstream raw materials:

3-Furoic acid

methanol

2-Oxabicyclo<3.2.0>hept-3-en-5-carbonsaeure-methylester

diepoxy-1,4,5,8 hexahydro-1,4,4a,5,8,8a naphtalene carboxylate-4a de methyle

Downstream raw materials:

1-(3-furyl)-3-(2'-hydroxy-3'-methoxymethyl-5'-methylphenyl)propane-1,3-dione

methyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)furan-3-carboxylate

4-(1-Hydroxy-1-methyl-ethyl)-furan-2-sulfonamide

C₁₉H₂₂N₄O₂S

Refernces

• 1、 Budzikiewicz,Roemer. "-". . p. 1761,1762, 1767. Retrieved 1975.
• 2、 Wang, Congcong,Zhang, Yu-Fang,Guo, Shimeng,Zhao, Quan,Zeng, Yanping,Xie, Zhicheng,Xie, Xin,Lu, Boxun,Hu, Youhong. "GPR52 Antagonist Reduces Huntingtin Levels and Ameliorates Huntington's Disease-Related Phenotypes". . p. 941 - 957. Retrieved 2020/11/30.
• 3、 Nag, Ekta,Gorantla, Sai Manoj N. V. T.,Arumugam, Selvakumar,Kulkarni, Aditya,Mondal, Kartik Chandra,Roy, Sudipta. "Tridentate Nickel(II)-Catalyzed Chemodivergent C-H Functionalization and Cyclopropanation: Regioselective and Diastereoselective Access to Substituted Aromatic Heterocycles". supporting information. p. 6313 - 6318. Retrieved 2020/09/02.