3,5-Dimethylfuran-2(3H)-one

Base Information

• Chemical Name: 3,5-Dimethylfuran-2(3H)-one
• CAS No.: 3740-58-7
• Molecular Formula: C6H8O2
• Molecular Weight: 112.128
• DSSTox Substance ID: DTXSID60498343
• Mol file: 3740-58-7.mol

Synonyms:3,5-Dimethylfuran-2(3H)-one;3740-58-7;SCHEMBL5936336;DTXSID60498343

Chemical Property of 3,5-Dimethylfuran-2(3H)-one

Chemical Property:

• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 112.052429494
• Heavy Atom Count: 8
• Complexity: 147

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1C=C(OC1=O)C

Technology Process of 3,5-Dimethylfuran-2(3H)-one

There total 2 articles about 3,5-Dimethylfuran-2(3H)-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: 43.0%

ethyl 2-methylpenta-2,3-dienoate (24642-00-0) → 3,5-dimethylfuran-2(5H)-one (5584-69-0,59417-65-1,127418-12-6) + 2,4-dimethyl-Δ3-γ-butyrolactone (3740-58-7)

Guidance literature:

ethyl 2-methylpenta-2,3-dienoate; With water; lithium hydroxide; In tetrahydrofuran; methanol; at 0 ℃; Darkness;

With silver nitrate; In acetone; Darkness;

DOI:10.1021/ja205674x

Reference yield:

3-ethoxycarbonyl-3-penten-2-one (15301-37-8,67556-07-4,67556-08-5) → 2-methyl-4-oxopentanoic acid (6641-83-4) + 2,4-dimethyl-Δ3-γ-butyrolactone (3740-58-7)

Guidance literature:

With hydrogenchloride; potassium cyanide; ethanol; Erhitzen des Reaktionsgemisches unter vermindertem Druck;

Reference yield: 95.0%

2,4-dimethyl-Δ3-γ-butyrolactone (3740-58-7) → (5α)-3,5-dimethyl-2-furanone (5584-69-0,59417-65-1,127418-12-6)

Guidance literature:

With C₁₉H₂₄N₂O₃; In dichloromethane; at 20 ℃; for 1h; optical yield given as %ee; enantioselective reaction;

DOI:10.1021/ja205674x

upstream raw materials:

3-ethoxycarbonyl-3-penten-2-one

ethyl 2-methylpenta-2,3-dienoate

Downstream raw materials:

3,5-dimethylfuran-2(5H)-one

3-Methyl-5-methyliden-2(5H)-furanon

lepiochlorin

(5α)-3,5-dimethyl-2-furanone