3-Methylene-2,6-heptanedione

Base Information

• Chemical Name: 3-Methylene-2,6-heptanedione
• CAS No.: 22289-05-0
• Molecular Formula: C8H12 O2
• Molecular Weight: 140.182
• Hs Code.: 2914190090
• DSSTox Substance ID: DTXSID90426735
• Nikkaji Number: J267.207C
• ChEMBL ID: CHEMBL162283
• Mol file: 22289-05-0.mol

Synonyms:3-Methylene-2,6-heptanedione;22289-05-0;3-METHYLIDENEHEPTANE-2,6-DIONE;CHEMBL162283;SCHEMBL11918379;DTXSID90426735;AKOS006229654;FT-0616156

Chemical Property of 3-Methylene-2,6-heptanedione

Chemical Property:

• PSA: 34.14000
• Density: 86
• LogP: 1.50080
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 140.083729621
• Heavy Atom Count: 10
• Complexity: 168

Purity/Quality:

99% ^*data from raw suppliers

3-METHYLENE-2,6-HEPTANEDIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CCC(=C)C(=O)C

Technology Process of 3-Methylene-2,6-heptanedione

There total 17 articles about 3-Methylene-2,6-heptanedione 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: 78.0%

acetaldehyde (75-07-0,9002-91-9) + methyl vinyl ketone (78-94-4,25038-87-3) → 3-methyleneheptane-2,6-dione (22289-05-0) + 4-hydroxy-3-methylene-pentan-2-one (130973-42-1,136377-93-0,144370-33-2,37442-40-3)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; at 20 ℃; for 3h; neat (no solvent);

DOI:10.1139/V10-133

Reference yield: 77.0%

propionaldehyde (123-38-6) + methyl vinyl ketone (78-94-4,25038-87-3) → 3-methyleneheptane-2,6-dione (22289-05-0) + (+/-)-3-(1-hydroxypropyl)but-3-en-2-one (73255-30-8,500297-54-1,136378-00-2)

Guidance literature:

With isopropyl alcohol; dihydridotetrakis(triphenylphosphine)ruthenium; at 40 ℃; for 40h;

DOI:10.1016/0022-328X(88)80561-8

Reference yield: 74.0%

C11H10F3NO2 (915712-37-7) + methyl vinyl ketone (78-94-4,25038-87-3) → 3-methyleneheptane-2,6-dione (22289-05-0) + ethyl 4-oxo-1,3-bis(3-(trifluoromethyl)phenyl)-5-((3-(trifluoromethyl)phenyl)amino)imidazolidine-2-carboxylate (1097223-32-9)

Guidance literature:

With diphenyl(methyl)phosphine; In acetonitrile; at 20 ℃; for 48h; Molecular sieve; Inert atmosphere;

DOI:10.1039/b811167g

upstream raw materials:

benzaldehyde

methyl vinyl ketone

propionaldehyde

4-chlorobenzaldehyde

Downstream raw materials:

2,5-Dimethylphenol

3,4-Dimethylphenol

3-methyl-4-methylenecyclohex-2-enone

3-methyl-6-methylene-cyclohex-2-en-1-one