5-hydroxy-4-methylfuran-2(5H)-one

Base Information

• Chemical Name: 5-hydroxy-4-methylfuran-2(5H)-one
• CAS No.: 40834-42-2
• Molecular Formula: C5H6O3
• Molecular Weight: 114.101
• Hs Code.: 2932209090
• DSSTox Substance ID: DTXSID30961251
• Nikkaji Number: J407.526I
• Mol file: 40834-42-2.mol

Synonyms:40834-42-2;5-hydroxy-4-methylfuran-2(5H)-one;5-HYDROXY-4-METHYL-2(5H)FURANONE;5-Hydroxy-4-methyl-2(5H)-furanone;2-hydroxy-3-methyl-2H-furan-5-one;2(5H)-Furanone, 5-hydroxy-4-methyl-;5-hydroxy-4-methyl-2,5-dihydrofuran-2-one;MFCD07782086;4-Methyl-5-hydroxy-2(5H)-furanone;EC 609-869-6;5-hydroxy-4-methyl-2[5H]-furanone;5-Hydroxy-4-methyl-5H-furan-2-one;SCHEMBL363396;4-hydroxy-3-methylbut-2-enolide;DTXSID30961251;AMY11083;BCP22811;AC-505;GEO-03047;4-Methyl-5-hydroxyfuran-2(5H)-one;AKOS006284931;BCP9000185;DS-1694;SB40605;SY104829;CS-0050459;FT-0601904;EN300-97402;A825305;J-509619;2(5H)-Furanone, 5-hydroxy-4-methyl (Intermediates of Isotretinoin)

Chemical Property of 5-hydroxy-4-methylfuran-2(5H)-one

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.529
• Boiling Point: 328.121 °C at 760 mmHg
• PKA: 10.04±0.40(Predicted)
• Flash Point: 163.168 °C
• PSA: 46.53000
• Density: 1.35 g/cm³
• LogP: -0.19210
• Storage Temp.: 2-8°C
• Solubility.: DMSO, Methanol (Slightly)
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 114.031694049
• Heavy Atom Count: 8
• Complexity: 148

Purity/Quality:

99.9% ^*data from raw suppliers

5-Hydroxy-4-methyl-2(5H)-furanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=O)OC1O
• Uses: 5-Hydroxy-4-methyl-2(5H)-furanone is a non-halogenated furanone used in studies to verify the mutagenicity of halogen substituted furanones.

Technology Process of 5-hydroxy-4-methylfuran-2(5H)-one

There total 12 articles about 5-hydroxy-4-methylfuran-2(5H)-one 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: 100.0%

ethyl (E/Z)-4,4-dimethoxy-3-methylbut-2-enoate (83803-81-0) → 5-hydroxy-4-methyl-5H-furan-2-one (40834-42-2)

Guidance literature:

With hydrogenchloride; iodine; for 3h; Heating;

DOI:10.1248/cpb.55.1365

Reference yield: 81.0%

C14H26O3Si → 5-hydroxy-4-methyl-5H-furan-2-one (40834-42-2)

Guidance literature:

With amberlyst-15; water; Ambient temperature;

DOI:10.1055/s-1998-1574

Reference yield: 76.0%

propionaldehyde (123-38-6) + Glyoxilic acid (298-12-4) → 5-hydroxy-4-methyl-5H-furan-2-one (40834-42-2)

Guidance literature:

With morpholine; hydrogenchloride; In water; at 20 ℃; for 13h; Reflux;

DOI:10.1055/s-0040-1707344

upstream raw materials:

citraconic acid anhydride

propionaldehyde

Glyoxilic acid

2,2-dihydroxyacetic acid

Downstream raw materials:

methyl (Z)-3-methyl-4-oxo-2-butenoate

dihydro-4-methyl-2(3H)-furanone

3-ethyl-4-methyl-3-pyrrolin-2-one

1-benzyl-4-methyl-1,5-dihydro-2H-pyrrol-2-one

Refernces

• 1、 Chavan, Subhash P.,Pawar, Ambaji A.,Patil, Niteen B.,Kadam, Appasaheb L.,Shinde, Shrikrishna S.. "Scalable Synthesis of 3-Ethyl-4-methyl-1,5-dihydro-2 H -pyrrol-2-one: An Important Building Block of the Antidiabetic Drug Glimepiride". . p. 3480 - 3484. Retrieved 2020.
• 2、 -. "THREE COMPONENT CO-CRYSTAL FORMATION BETWEEN DIASTEREOMERIC MIXTURES OF 3-ALKYL-4-((S)-1'PHENYLETHYLAMINO) BUTANOIC ACID AND OPTICALLY PURE 1, 1'-BI-2-NAPHTHOL". Page/Page column 21-22. . Retrieved 2012/02/02.