2,4,6-Heptanetrione

Base Information

• Chemical Name: 2,4,6-Heptanetrione
• CAS No.: 626-53-9
• Molecular Formula: C7H10 O3
• Molecular Weight: 142.155
• UNII: A95Z6Y7NCX
• DSSTox Substance ID: DTXSID60211650
• Nikkaji Number: J6.863B
• Wikipedia: 2,4,6-Heptanetrione
• Wikidata: Q27273796
• Mol file: 626-53-9.mol

Synonyms:2,4,6-HEPTANETRIONE;heptane-2,4,6-trione;Diacetylacetone;626-53-9;1,3-Diacetylacetone;BRN 0636115;UNII-A95Z6Y7NCX;A95Z6Y7NCX;2-Propanone, 1,3-diacetyl-;4-01-00-03783 (Beilstein Handbook Reference);2,4,6-Heptatrione;SCHEMBL235434;DTXSID60211650;AKOS000276814;LS-74360;Q27273796

Chemical Property of 2,4,6-Heptanetrione

Chemical Property:

• Vapor Pressure: 0.0796mmHg at 25°C
• Melting Point: 49°C
• Refractive Index: 1.4930
• Boiling Point: 227°C at 760 mmHg
• Flash Point: 86.8°C
• PSA: 51.21000
• Density: 1.049g/cm³
• LogP: 0.51370
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 142.062994177
• Heavy Atom Count: 10
• Complexity: 152

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,4,6-Heptanetrione

There total 2 articles about 2,4,6-Heptanetrione 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:

isopropenyl acetoacetate (93304-66-6) → 2,6-dimethylpyrone (1004-36-0) + 3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one (771-03-9) + 2,2,6-trimethyl-4H-1,3-dioxin-4-one (5394-63-8) + 4-methyl-1,5-dioxaspiro[5.5]undec-3-en-2-one (4412-03-7) + 1,3-diacetyl acetone (626-53-9)

Guidance literature:

In xylene; at 91.7 ℃; for 0.75h; Product distribution;

DOI:10.1021/ja00188a037

Reference yield:

Isopropenyl acetate (108-22-5) → 3-acetyl-2,6-dimethyl-4H-pyran-4-one (7521-38-2) + 3,5-Diacetyl-2,6-dimethyl-4H-pyran-4-one (19396-77-1) + 3-(1-hydroxyethylidene)-2,4-pentadienone (1704-16-1) + 1,3-diacetyl acetone (626-53-9) + acetylacetone (123-54-6,81235-32-7)

Guidance literature:

With aluminum (III) chloride; In 1,2-dichloro-ethane; at 20 ℃; for 24h; Cooling with ice;

DOI:10.1007/s11172-010-0283-0

Reference yield: 88.0%

(P(C6H5)3)2Pt(CO3)*C6H6 (17030-86-3) + 1,3-diacetyl acetone (626-53-9) → Pt(CH(COCH3)COCH(COCH3))(P(C6H5)3)2

Guidance literature:

In ethanol; (Pt(CO3)(PPh3)2)*C6H6 and heptane-2,4,6-trione in ethanol stirred and slowly heated to 45-65°C; soln. filtered, filtrate evapd. under reduced pressure, oil dissolved in CH2Cl2, Et2O added, solid recrystd. from dichloromethane-light petroleum; elem. anal.;

DOI:10.1039/DT9850000549

upstream raw materials:

isopropenyl acetoacetate

Isopropenyl acetate

Downstream raw materials:

1',8'-dihydroxy-3',6'-dimethyl-2'-acetonaphthone

2,6-dimethyl-1-phenylpyridin-4(1H)-one

N-methyl-2,6-dimethylpyridin-4-one

2,6-dimethylpyrone

Refernces

• 1、 Clemens, Robert J.,Witzeman, Stewart J.. "Kinetic and Spectroscopic Studies on the Thermal Decomposition of 2,2,6-Trimethyl-4H-1,3-dioxin-4-one: Generation of Acetylketene". . p. 2186 - 2193. Retrieved 2007/10/02.