2,2-Dimethyl-5-(1-propenyl)-3(2H)-furanone

Base Information

• Chemical Name: 2,2-Dimethyl-5-(1-propenyl)-3(2H)-furanone
• CAS No.: 102415-35-0
• Molecular Formula: C₉H₁₂O₂
• Molecular Weight: 152.193
• Mol file: 102415-35-0.mol

Synonyms:2,2-Dimethyl-5-(1-propenyl)-3(2H)-furanone;3(2H)-Furanone, 2,2-dimethyl-5-(1-propenyl)-;102415-35-0

Chemical Property of 2,2-Dimethyl-5-(1-propenyl)-3(2H)-furanone

Chemical Property:

• Vapor Pressure: 0.0733mmHg at 25°C
• Boiling Point: 228.5°Cat760mmHg
• Flash Point: 90.6°C
• Density: 1.072g/cm³
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 152.083729621
• Heavy Atom Count: 11
• Complexity: 234

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=CC1=CC(=O)C(O1)(C)C
• Isomeric SMILES: C/C=C/C1=CC(=O)C(O1)(C)C

Technology Process of 2,2-Dimethyl-5-(1-propenyl)-3(2H)-furanone

There total 7 articles about 2,2-Dimethyl-5-(1-propenyl)-3(2H)-furanone 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: 99.0%

3-acetoxy-2,2-dimethyl-5-<(E)-1-propenyl>-2,5-dihydrofuran (78957-39-8) → 2,2-dimethyl-5-styryl-2(3H)-furanone (88865-38-7,102415-35-0)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In benzene; at 25 ℃; for 1.8h;

DOI:10.1246/bcsj.56.3078

Reference yield: 9.0%

Allyl acetate (591-87-7) + carbon monoxide (201230-82-2) + 2-methyl-but-3-yn-2-ol (115-19-5) → 2,2-dimethyl-5-styryl-2(3H)-furanone (88865-38-7,102415-35-0) + 5-Allyl-2,2-dimethyl-furan-3-one

Guidance literature:

With carbon dioxide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; at 100 ℃; for 8h;

DOI:10.1246/bcsj.62.3518

Reference yield:

2-methyl-6-octen-3-yne-2,5-diol (78957-32-1) → 2,2-dimethyl-5-styryl-2(3H)-furanone (88865-38-7,102415-35-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / pyridine / CH₂Cl₂ / 1.5 h / 25 °C

2: 74 percent / AgClO₄ / benzene / 10 h / 80 °C

3: 99 percent / DDQ / benzene / 1.8 h / 25 °C

With pyridine; silver perchlorate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; benzene;

DOI:10.1246/bcsj.56.3078

upstream raw materials:

3-acetoxy-2,2-dimethyl-5-<(E)-1-propenyl>-2,5-dihydrofuran

Allyl acetate

carbon monoxide

2-methyl-but-3-yn-2-ol