2-Methyl-3-acetyl-5-vinyl-4,5-dihydrofuran

Base Information

• Chemical Name: 2-Methyl-3-acetyl-5-vinyl-4,5-dihydrofuran
• CAS No.: 75822-61-6
• Molecular Formula: C9H12O2
• DSSTox Substance ID: DTXSID70503255
• Nikkaji Number: J1.545.235H
• Mol file: 75822-61-6.mol

Synonyms:75822-61-6;1-(2-ethenyl-5-methyl-2,3-dihydrofuran-4-yl)ethanone;115580-34-2;Ethanone, 1-(5-ethenyl-4,5-dihydro-2-methyl-3-furanyl)-, (-)- (9CI);1-(2-Methyl-5-vinyl-4,5-dihydrofuran-3-yl)ethanone;2-Methyl-3-acetyl-5-vinyl-4,5-dihydrofuran;DTXSID70503255;1-(2-methyl-5-vinyl-4,5-dihydro-3-furanyl)ethanone;1-(2-methyl-5-vinyl-4,5-dihydro-furan-3-yl)-ethanone;1-(5-Ethenyl-2-methyl-4,5-dihydrofuran-3-yl)ethan-1-one

Chemical Property of 2-Methyl-3-acetyl-5-vinyl-4,5-dihydrofuran

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 152.083729621
• Heavy Atom Count: 11
• Complexity: 226

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 2-Methyl-3-acetyl-5-vinyl-4,5-dihydrofuran

There total 19 articles about 2-Methyl-3-acetyl-5-vinyl-4,5-dihydrofuran 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%

1-(1-acetyl-2-vinylcyclopropyl)ethan-1-one (28438-42-8) → 1-(2-methyl-5-vinyl-4,5-dihydrofuran-3-yl)ethan-1-one (75822-61-6,115580-34-2)

Guidance literature:

Wilkinson's catalyst; acetic acid; In tetrahydrofuran; at 100 ℃; for 1h;

DOI:10.1007/BF00957856

Reference yield: 100.0%

(E)-1,4-dibromobutene (821-06-7) + acetylacetone (123-54-6,81235-32-7) → 1-(2-methyl-5-vinyl-4,5-dihydrofuran-3-yl)ethan-1-one (75822-61-6,115580-34-2)

Guidance literature:

acetylacetone; With caesium carbonate; In dimethyl sulfoxide; at 20 ℃; for 0.333333h; Inert atmosphere;

(E)-1,4-dibromobutene; In dimethyl sulfoxide; at 100 ℃; for 12h; Inert atmosphere;

DOI:10.1002/chem.201901675

Reference yield: 97.0%

buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) + acetylacetone (123-54-6,81235-32-7) → 1-(2-methyl-5-vinyl-4,5-dihydrofuran-3-yl)ethan-1-one (75822-61-6,115580-34-2)

Guidance literature:

With copper diacetate; manganese triacetate; In acetic acid; at 60 ℃; for 0.25h;

DOI:10.1007/BF00949477

upstream raw materials:

1-(1-acetyl-2-vinylcyclopropyl)ethan-1-one

1-acetyl-2-vinylcyclopropanecarboxylic acid ethyl ester

buta-1,3-diene

acetylacetone

Downstream raw materials:

5-[(E)-4-chlorobut-2-enyl]-4,6-dimethylacetophenone

methyl 5-[(E)-4-chlorobut-2-enyl]-4,6-dimethylsalicylate

methyl 5-[(E)-4-chlorobut-2-enyl]-3,4,6-trimethylsalicylate

ethyl 5-[(E)-4-chlorobut-2-enyl]-4,6-dimethylsalicylate