Methyl 3-methyl-2-furoate

Base Information

• Chemical Name: Methyl 3-methyl-2-furoate
• CAS No.: 6141-57-7
• Molecular Formula: C7H8 O3
• Molecular Weight: 140.139
• Hs Code.: 2932190090
• European Community (EC) Number: 228-131-0
• NSC Number: 508754
• DSSTox Substance ID: DTXSID10976969
• Nikkaji Number: J27.226D
• Wikidata: Q69999907
• Mol file: 6141-57-7.mol

Synonyms:Methyl 3-methyl-2-furoate;6141-57-7;methyl 3-methylfuran-2-carboxylate;Methyl 3-methylfuroate;methyl 3-methyl-2-furancarboxylate;MFCD00014110;Furancarboxylic acid, methyl-, methyl ester;2-Furoic acid, 3-methyl-, methyl ester;3-Methyl-2-furancarboxylic Acid Methyl Ester;3-methyl-furan-2-carboxylic acid methyl ester;2-Furancarboxylic acid, 3-methyl-, methyl ester;methyl-3-methyl-2-furoate;NCIOpen2_003734;SCHEMBL43076;DTXSID10976969;methyl3-methylfuran-2-carboxylate;Methyl 3-methyl-2-furoate, 96%;AMY11006;GEO-01874;NSC508754;STL370588;3-Methyl-2-furoic Acid Methyl Ester;3-methyl-2-furoic acid, methyl ester;AKOS004910609;CS-W001241;NSC-508754;AC-26703;SY048278;TS-01822;A8518;FT-0616066;M2377;EN300-43243;F16312;Z209835796;Methyl 3-Methyl-2-furancarboxylate

Chemical Property of Methyl 3-methyl-2-furoate

Chemical Property:

• Appearance/Colour: white crystalline low melting mass
• Vapor Pressure: 0.714mmHg at 25°C
• Melting Point: 32-36 °C
• Refractive Index: 1.4850 (estimate)
• Boiling Point: 60 °C (1 mmHg)
• Flash Point: 82 ºC
• PSA: 39.44000
• Density: 1.108 g/cm³
• LogP: 1.37460
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 1.5
• 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:

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

Methyl3-Methylfuroate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(OC=C1)C(=O)OC
• Uses: Methyl 3-Methylfuroate is a volatile substance in the unfermented apple pomace. Methyl 3-methyl-2-furoate is an important raw material used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs.It is a volatile substance in the unfermented apple pomace.

Technology Process of Methyl 3-methyl-2-furoate

There total 9 articles about Methyl 3-methyl-2-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: 85.0%

acetylacetaldehyde dimethyl acetal (5436-21-5) + methyl chloroacetate (96-34-4) → methyl 3-methylfuran-2-carboxylate (6141-57-7)

Guidance literature:

With sodium methylate; In diethyl ether; at -5 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.jphotochem.2017.08.052

Reference yield: 85.0%

methyl 5,5-dimethoxy-3-methyl-2,3-epoxypentanoate (99183-76-3) → methyl 3-methylfuran-2-carboxylate (6141-57-7)

Guidance literature:

at 160 ℃;

DOI:10.1016/j.bmcl.2006.12.012

Reference yield:

acetylacetaldehyde dimethyl acetal (5436-21-5) → methyl 3-methylfuran-2-carboxylate (6141-57-7)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium tert-butylate / diethyl ether / -10 - 20 °C / Inert atmosphere

2: 4 h / 160 °C

With potassium tert-butylate; In diethyl ether;

DOI:10.1016/j.cclet.2020.09.023

upstream raw materials:

methanol

3-methylfuran-2-carbonyl chloride

methyl 5,5-dimethoxy-3-methyl-2,3-epoxypentanoate

acetylacetaldehyde dimethyl acetal

Downstream raw materials:

3-methylfuran-2-carboxylic acid

3-methylfuran-2-carbohydrazide

(3-methylfuran-2-yl)methanol

5-bromo-3-methylfuran-2-carboxylic acid methyl ester

Refernces

• 1、 Maeda, Hajime,Koshio, Norihiro,Tachibana, Yuko,Chiyonobu, Kazuhiko,Konishi, Gen-ichi,Mizuno, Kazuhiko. "Diastereoselective photocycloaddition reactions of 2-naphthalenecarboxylates and 2,3-naphthalenedicarboxylates with furans governed by chiral auxiliaries and hydrogen bonding interactions". . p. 7 - 17. Retrieved 2017/09/12.
• 2、 Mal, Dipakranjan,Bandhyopadhyay, Mousumi,Datta,Murty, Kadiyala V. S. N.. "Anionic [4+2] cycloaddition strategy to linear furocoumarins: Synthesis of 8 methoxypsoralen and its isoster". . p. 7525 - 7538. Retrieved 2007/10/03.