3-Methylhexane-2,5-dione

Base Information

• Chemical Name: 3-Methylhexane-2,5-dione
• CAS No.: 4437-50-7
• Molecular Formula: C7H12O2
• Molecular Weight: 128.171
• European Community (EC) Number: 224-650-1
• UNII: 28Z5BV9ZA2
• DSSTox Substance ID: DTXSID40871079
• Nikkaji Number: J205.818I
• Mol file: 4437-50-7.mol

Synonyms:3-methyl-2,5-hexanedione

Chemical Property of 3-Methylhexane-2,5-dione

Chemical Property:

• Vapor Pressure: 0.323mmHg at 25°C
• Melting Point: 26.25°C (estimate)
• Refractive Index: 1.4260
• Boiling Point: 200.5°Cat760mmHg
• Flash Point: 71°C
• PSA: 34.14000
• Density: 0.924g/cm³
• LogP: 1.19060
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 128.083729621
• Heavy Atom Count: 9
• Complexity: 127

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CC(=O)C)C(=O)C

Technology Process of 3-Methylhexane-2,5-dione

There total 13 articles about 3-Methylhexane-2,5-dione 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: 74.0%

2-(Trimethylsilyloxy)propene (1833-53-0) + trimethyl[(1-methylpropenyl)oxy]-silane (6651-39-4) → 3-methyl-hexane-2,5-dione (4437-50-7,600726-89-4)

Guidance literature:

With ammonium cerium(IV) nitrate; sodium hydrogencarbonate; In acetonitrile; for 0.0833333h; Ambient temperature;

DOI:10.1016/S0040-4039(01)80489-5

Reference yield: 48.0%

percarbonate de O,O-tert-butyle et O-isopropyle (65700-06-3) + butanone (78-93-3) → 3-methyl-hexane-2,5-dione (4437-50-7,600726-89-4)

Guidance literature:

at 130 ℃; for 2.5h;

Reference yield: 41.0%

1-tributylstannanyl-propan-2-one (14583-98-3) + 3-bromo-butanone (814-75-5) → 3-methyl-hexane-2,5-dione (4437-50-7,600726-89-4)

Guidance literature:

bis(benzonitrile)palladium(II) dichloride; In benzene; at 80 ℃; for 20h; var.: 1 mol percent PdCl₂(PhCN)2;

DOI:10.1246/cl.1984.1221

upstream raw materials:

2-acetyl-3-methyl-4-oxopentanoic acid ethyl ester

2-(Trimethylsilyloxy)propene

trimethyl[(1-methylpropenyl)oxy]-silane

4-Methyl-5-nitro-hexan-2-one

Downstream raw materials:

2,4,5-trimethylthiophene

3-methyl-hex-3-ene-2,5-dione

4-methyl-hexane-2,3,5-trione

2,4,5-trimethyl-1-phenyl-1H-pyrrole-3-carbaldehyde

Refernces

• 1、 Baciocchi, Enrico,Casu, Angela,Ruzziconi, Renzo. "SYNTHESIS OF UNSYMMETRICAL 1,4-DIKETONES BY THE CERIC AMMONIUM NITRATE PROMOTED CROSS-COUPLING OF TRIMETHYLSILYL ENOL ETHERS". . p. 3707 - 3710. Retrieved 1989.
• 2、 Hegedus, Louis S.,Perry, Robert J.. "(Phosphine)carbonylnitrosylacylcobaltate Complexes as Acyl Transfer Reagents. Acylation of Allylic Halides, Conjugated Enones, and Quinones". . p. 4955 - 4960. Retrieved 2007/10/02.