Ethyl 2-Methyl-3-furoate

Base Information

• Chemical Name: Ethyl 2-Methyl-3-furoate
• CAS No.: 28921-35-9
• Molecular Formula: C8H10O3
• Molecular Weight: 154.166
• Hs Code.: 29162090
• European Community (EC) Number: 631-103-4
• NSC Number: 94975
• DSSTox Substance ID: DTXSID30294172
• Nikkaji Number: J471.204H
• Wikidata: Q82033295
• Mol file: 28921-35-9.mol

Synonyms:28921-35-9;Ethyl 2-Methyl-3-furoate;2-Methyl-3-furancarboxylic Acid Ethyl Ester;ethyl 2-methylfuran-3-carboxylate;3-Furancarboxylic acid, 2-methyl-, ethyl ester;MFCD00134327;Ethyl 2-Methyl-3-furancarboxylate;ETHYL2-METHYL-3-FUROATE;NSC94975;SCHEMBL1757222;DTXSID30294172;DOHUEYINVDLUSG-UHFFFAOYSA-N;AMY12263;2-Methyl-3-furoic Acid Ethyl Ester;2-Methyl-furan-3-carboxylic acid et;NSC-94975;AKOS002663466;SB17986;AS-31681;SY025556;(4-METHYLPHENOXY)ACETICACIDETHYLESTER;CS-0313029;FT-0638819;M1140;A819673

Chemical Property of Ethyl 2-Methyl-3-furoate

Chemical Property:

• Vapor Pressure: 0.603mmHg at 25°C
• Refractive Index: n20/D 1.465(lit.)
• Boiling Point: 188.3°Cat760mmHg
• Flash Point: 67.7°C
• PSA: 39.44000
• Density: 1.078g/cm³
• LogP: 1.76470
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 154.062994177
• Heavy Atom Count: 11
• Complexity: 144

Purity/Quality:

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

Ethyl2-Methyl-3-furoate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(OC=C1)C

Technology Process of Ethyl 2-Methyl-3-furoate

There total 26 articles about Ethyl 2-Methyl-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: 94.0%

2-chloroethanal (107-20-0) + ethyl acetoacetate (141-97-9) → 2-methyl-3-ethoxycarbonyl-furan (28921-35-9)

Guidance literature:

With pyridine; In water; at 20 ℃; for 24h;

DOI:10.1021/ol301513h

Reference yield: 89.0%

indole (120-72-9) + ethyl 5-hydroxy-2-methyl-4,5-dihydrofuran-3-carboxylate → 2-methyl-3-ethoxycarbonyl-furan (28921-35-9) + 1-Methyl-9H-carbazol-2-carbonsaeure-ethylester (101283-44-7)

Guidance literature:

With hydrogen bromide; In acetonitrile; at 80 ℃; for 2h; Reagent/catalyst;

DOI:10.1002/adsc.201800669

Reference yield: 87.0%

vinyl acetate (108-05-4,9003-20-7) + ethyl 2-diazo-3-oxobutanoate (2009-97-4) → 2-methyl-3-ethoxycarbonyl-furan (28921-35-9)

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

upstream raw materials:

1,2-dichloro-2-ethoxyethane

ethyl acetoacetate

2,4-dimethyloxazole

propynoic acid ethyl ester

Refernces

• 1、 Skaddan, Marc B.. "Novel synthesis of [13C4,15N]1H-pyrrole-2, 3,5-tricarboxylic acid: An important biomarker for melatonin metabolism". . p. 73 - 77. Retrieved 2010.
• 2、 Xu, Jing,Huang, Wenbo,Bai, Rongxian,Queneau, Yves,Jér?me, Fran?ois,Gu, Yanlong. "Utilization of bio-based glycolaldehyde aqueous solution in organic synthesis: Application to the synthesis of 2,3-dihydrofurans". . p. 2061 - 2069. Retrieved 2019.
• 3、 Wang, Hongyu,Gao, Xuheng,Zhang, Xiaoxiao,Jin, Hong,Tao, Ke,Hou, Taiping. "Design, synthesis and antifungal activity of novel fenfuram-diarylamine hybrids". supporting information. p. 90 - 93. Retrieved 2016/12/09.