6064-27-3

Basic information

• Product Name: 6-DODECANONE
• Synonyms: 6-DODECANONE;Dodecane-6-one;Pentylhexyl ketone;Ai3-07073
• CAS NO: 6064-27-3
• Molecular Formula: C₁₂H₂₄O
• Molecular Weight: 184.32
• Mol File: 6064-27-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: 10°C
• Boiling Point: 243.3°C (estimate)
• Flash Point: 76.8°C
• Appearance: /
• Density: 0.8300
• Vapor Pressure: 0.0312mmHg at 25°C
• Refractive Index: 1.4323 (estimate)
• CAS DataBase Reference: 6-DODECANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-DODECANONE(6064-27-3)
• EPA Substance Registry System: 6-DODECANONE(6064-27-3)

Safety Data

• Hazardous Substances Data: 6064-27-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 49, p. 5175, 1984 DOI: 10.1021/jo00200a032

InChI:InChI=1/C12H24O/c1-3-5-7-9-11-12(13)10-8-6-4-2/h3-11H2,1-2H3

Upstream product

• 6975-99-1 6-dodecyne 
• 256379-28-9 N-(3-methyl-2-pyridyl)-N-[(E)-3-phenyl-2-propenyl]amine 
• 111-14-8 oenanthic acid 
• 142-62-1 hexanoic acid 
• 111-71-7 heptanal 
• 66-25-1 hexanal 
• 3021-89-4 2-pentyl-2-nonenal 
• 111-13-7 hexyl-methyl-ketone 
• 71-36-3 butan-1-ol 
• 142-61-0 Hexanoyl chloride 
• 592-41-6 1-hexene 
• 111-27-3 hexan-1-ol 
• 100448-97-3 7-Trimethylsilanyloxy-dodecan-6-one 
• 3839-31-4 dimethyl(phenyl)silyllithium 

Relevant articles and documents

Cerium oxide as a catalyst for the ketonization of aldehydes: Mechanistic insights and a convenient way to alkanes without the consumption of external hydrogen

The ketonization of aldehydes joins two molecules, with n carbon atoms each, to a ketone with 2n - 1 carbon atoms. When employing cerium oxide as a catalyst with nano-sized crystals (15 nm) the ketone can be obtained in almost 80% yield. In addition, other ketones are observed so that the total ketone selectivity reached almost 90%. Water is consumed during the reaction when the aldehyde is oxidized to the corresponding carboxylic acid, which is established as a reaction intermediate, co-producing hydrogen. Consequently, water has to be co-fed in the reaction to enhance the reaction rate and to improve the catalyst stability with time on stream. In contrast to zirconium oxide which possesses catalytic activity for the aldol condensation liberating water, with cerium oxide water is not abundant on the surface and the reaction kinetics show that the reaction rate depends on the concentration of the water in the gas-phase, in addition to the dependence on the gas-phase concentration of the aldehyde. The liberated hydrogen can be consumed in the hydrodeoxygenation of the ketone product. Doing so, when starting from heptanal, a biomass derived aldehyde, an alkane mixture was obtained with almost 90% diesel content. For the whole cascade reaction with five single steps no reagents are necessary and the only by-product is one molecule of innocuous carbon dioxide (related to two molecules of aldehyde). This shows that cerium oxide possesses a big potential to convert biomass derived aldehydes into biofuels in a very sustainable way.

An Efficient Direct α-Alkylation of Ketones with Primary Alcohols Catalyzed by [Ir(cod)CI]2/PPh3/KOH System without Solvent

α-Alkylation of ketones was successfully achieved by the reaction of ketones with alcohols catalyzed by iridium complexes in the presence of a small amount of base. For example, 2-octanone was allowed to react with butanol under the influence of [Ir(cod)Cl]2/PPh3/KOH to give 6-dodecanone in good yield. The reaction was found to proceed by using a 1:1 mixture of ketone and alcohol without use of any solvent. Copyright

Cleavage of carbon-carbon triple bond of alkyne via hydroiminoacylation by Rh(I) catalyst [4]

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