3-Methyl-2-furoic acid

Base Information

• Chemical Name: 3-Methyl-2-furoic acid
• CAS No.: 4412-96-8
• Molecular Formula: C6H6O3
• Molecular Weight: 126.112
• Hs Code.: 29321900
• European Community (EC) Number: 224-571-2
• NSC Number: 508742
• UNII: 5JP68392HM
• DSSTox Substance ID: DTXSID90196047
• Nikkaji Number: J205.792A
• Wikidata: Q27262454
• Mol file: 4412-96-8.mol

Synonyms:3-Methyl-2-furoic acid;4412-96-8;3-Methylfuran-2-carboxylic acid;2-Furancarboxylic acid, 3-methyl-;3-methyl-2-furancarboxylic acid;MFCD00014111;UNII-5JP68392HM;3-methyl-furan-2-carboxylic acid;5JP68392HM;EINECS 224-571-2;NSC-508742;methylpyromucic acid;NSC508742;3-Methyl furoic acid;3-Methylpyromucic Acid;3-Methyl-2-furanoic acid;NCIOpen2_003774;3-methylfuranylcarboxylic acid;SCHEMBL353929;3-Methylfuran-2-carboxylicacid;3-methyluran-2-carboxylic acid;3-Methyl-2-furoic acid, 97%;DTXSID90196047;CHEBI:194895;AMY11077;GEO-01842;AKOS001208899;AB01137;NSC 508742;AC-26702;SY027534;TS-01650;A7028;CS-0059276;FT-0616065;M2376;EN300-23429;AB-337/25021043;W-200376;Q27262454;F8880-3986;Z147652428

Chemical Property of 3-Methyl-2-furoic acid

Chemical Property:

• Appearance/Colour: White solid.
• Vapor Pressure: 0.026mmHg at 25°C
• Melting Point: 133-137 °C
• Refractive Index: 1.4189 (estimate)
• Boiling Point: 236.4 °C at 760 mmHg
• PKA: 3.45±0.20(Predicted)
• Flash Point: 96.8 °C
• PSA: 50.44000
• Density: 1.248 g/cm³
• LogP: 1.28620
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 126.031694049
• Heavy Atom Count: 9
• Complexity: 122

Purity/Quality:

98% ^*data from raw suppliers

3-Methyl-2-furoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(OC=C1)C(=O)O
• Uses: 3-Methyl-2-furoic acid can be used in a palladium-catalyzed cross-coupling between heteroaryl carboxylic acids and aryl bromides leading to arylated heterocycles.1 Also used in a palladium-catalyzed asymmetric hydrogenation. Used in a palladium-catalyzed cross-coupling between heteroaryl carboxylic acids and aryl bromides leading to arylated heterocycles. Also used in a palladium-catalyzed asymmetric hydrogenation.

Technology Process of 3-Methyl-2-furoic acid

There total 21 articles about 3-Methyl-2-furoic acid 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: 95.0%

methyl 3-methylfuran-2-carboxylate (6141-57-7) → 3-methylfuran-2-carboxylic acid (4412-96-8)

Guidance literature:

methyl 3-methylfuran-2-carboxylate; With methanol; sodium hydroxide; In water; for 3.5h; Reflux; Inert atmosphere;

With hydrogenchloride; In water; pH=1; Inert atmosphere;

DOI:10.1016/j.tet.2012.09.070 DOI:10.1016/j.tet.2012.09.070

Reference yield:

3-methyl-furan-2-carbonitrile (84374-68-5) → 3-methylfuran-2-carboxylic acid (4412-96-8)

Guidance literature:

With potassium hydroxide;

DOI:10.1021/ja01161a090

Reference yield:

3-(chloromethyl)furan (14497-29-1) → 3-methylfuran-2-carboxylic acid (4412-96-8)

Guidance literature:

Multi-step reaction with 2 steps

1: water

2: aqueous methanol. KOH-solution

With potassium hydroxide; water;

DOI:10.1021/ja01161a090

upstream raw materials:

3-(chloromethyl)furan

potassium cyanide

3-methyl-2-furfuraldehyde

3-methyl-furan-2-carbonitrile

Downstream raw materials:

3-methylfuran

(3-methylfuran-2-yl)methanol

3-methylfuran-2-carbonyl chloride

3-Methyl-2-nitro-furan

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、 Fischer, Robert,Fiserova, Maria. "One-step synthesis of furan-2,5-dicarboxylic acid from furan-2-carboxylic acid using carbon dioxide". . p. 405 - 412. Retrieved 2014/01/23.