540-09-0

Usage

Uses

Used in Chemical Synthesis:
12-Tricosanone is used as an intermediate in the chemical synthesis of hydrocarbons, particularly during the process of converting C4-12-carboxylic acids over activated alumina. Its role in this process is crucial for the production of various hydrocarbon compounds.
Used in Petrochemical Industry:
In the petrochemical industry, 12-Tricosanone is used as a starting material for the production of various hydrocarbon-based products. Its ability to be synthesized from carboxylic acids makes it a valuable component in the creation of fuels, lubricants, and other petrochemical products.
Used in Pharmaceutical Industry:
12-Tricosanone may also find applications in the pharmaceutical industry, potentially serving as a building block for the synthesis of complex organic molecules with medicinal properties. Its unique structure could be utilized in the development of new drugs or drug delivery systems.
Used in Cosmetics Industry:
Due to its organic nature, 12-Tricosanone could be used in the cosmetics industry as a component in the formulation of various cosmetic products. Its compatibility with other ingredients and potential for enhancing product performance make it a candidate for use in creams, lotions, and other personal care items.
Used in Research and Development:
In the field of research and development, 12-Tricosanone can be employed as a model compound for studying the properties and behavior of organic compounds, particularly those with similar structures. Its synthesis and application in various industries can provide valuable insights into the development of new materials and processes.

Safety Profile

Poison by intravenous route. A flammable liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also KETONES.

InChI:InChI=1/C23H46O/c1-3-5-7-9-11-13-15-17-19-21-23(24)22-20-18-16-14-12-10-8-6-4-2/h3-22H2,1-2H3

Upstream product

• 112-53-8 1-dodecyl alcohol 
• 111-82-0 methyl n-dodecanoate 
• 102020-26-8 dodecanethioic acid S-p-tolyl ester 
• 704890-56-2 B-undecyl-9-borabicyclo[3.3.1]nonane 
• 143-07-7 lauric acid 
• 112-72-1 1-Tetradecanol 
• 88-14-2 2-furanoic acid 
• 112-30-1 1-Decanol 
• 67-64-1 acetone 
• 65-85-0 benzoic acid 
• 1264-57-9 decanoyl coenzyme A 
• 1763-10-6 S-palmitoyl-coenzyme A 
• 821-95-4 1-undecene 
• 112-16-3 n-dodecanoyl chloride 

Downstream Products

• 638-67-5 n-tricosane 
• 24897-74-3 tricosan-12-ol 
• 143-07-7 lauric acid 
• 1180000-21-8 C₅₀H₆₆S₂ 
• 63829-20-9 1-(4-methoxyphenyl)dodecan-1-one 
• 76836-30-1 2-(1-Undecyldodecyloxy)phenol 
• 67-64-1 acetone 

Relevant academic research and scientific papers

Heterogeneous ketonic decarboxylation of dodecanoic acid: Studying reaction parameters

Ketonic decarboxylation has gained significant attention in recent years as a pathway to reduce the oxygen content within biomass-derived oils, and to produce sustainable ketones. The reaction is base catalysed, with MgO an economic, accessible and highly basic heterogeneous catalyst. Here we use MgO to catalyse the ketonic decarboxylation of dodecanoic acid to form 12-tricosanone at moderate temperatures (250 °C, 280 °C and 300 °C) with low catalyst loads of 1% (w/w), 3% (w/w) and 5% (w/w) with respect to the dodecanoic acid, with a reaction time of 1 hour under batch conditions. Three different particle sizes for the MgO were tested (50 nm, 100 nm and 44 μm). Ketone yield was found to increase with increasing reaction temperature, reaching approximately 75% yield for all the samples tested. Temperature was found to be the main control on reaction yield, rather than surface area or particle size.

Production of renewable oleo-furan surfactants by cross-ketonization of biomass-derived furoic acid and fatty acids

Synthesis of 2-dodecanoyl furan is a crucial step in the formulation of oleo-furan sulfonates as bio-surfactants from biomass-derived furans and vegetable-oil-derived molecules. Herein, cross-ketonization of 2-furoic acid and lauric acid is proposed to produce the bio-surfactant precursor. Among the commonly reported metal oxide ketonization catalysts, the inexpensive and abundant iron oxides are demonstrated as effective and recyclable catalysts, enabling up to 77% selectivity to 2-dodecanoyl furan at 56% lauric acid conversion. Catalyst characterization by X-ray diffraction, H2temperature-programmed reduction, and X-ray photoelectron spectroscopy indicates that Fe3O4is the catalytically active and stable phase.13C isotopic tracing experiments suggest that cross-ketonization on Fe3O4proceedsviaa β-keto acid intermediate.

Highly productive α-alkylation of ketones with alcohols mediated by an Ir-oxalamidato/solid base catalyst system

An Ir-oxalamidato complex in combination with a solid base (e.g., magnesium aluminometasilicate/Ca(OH)2) significantly improved the catalyst productivity in α-alkylation of methyl ketones with primary alcohols. Optimization through systematic variation of the oxalamidato ligand led to a practical turnover number (TON) of 10 000.40 000.

ZWITTERIONIC SURFACTANTS SUITABLE FOR ENHANCED OIL RECOVERY

The instant invention relates to surfactants having the following formula (I) wherein: each of Ra and Rb is a a linear or branched, saturated or unsaturated, hydrocarbon chain, each of Rc and Rd is a alkyl chain having 1 to 10 carbon atoms, each of (E1) and (E2) is a divalent hydrocarbon radical, A is: a group a carboxylate group —COO? (optionally in all or part in the form —COOH); or a sulfonate group —SO3? (optionally in all or part in the form —SO3H). The invention also relate to the preparation of these surfactants and their use in oil extraction, especially in EOR applications.

PROCESS FOR THE PREPARATION OF ALKOXYLATES COMPOSITIONS

A mixture of two alkoxylates surfactants, one being an aryl aliphatic carbinol alkoxylate, the other one being a dialiphatic carbinol alkoxylate, said mixture being useful for stabilizing emulsions and dispersions used in agricultural or pharmaceutical formulations. The alkoxylates surfactants may serve as substitutes for nonylphenol ethoxylates (NPE) and tristyrylphenol ethoxylates (TSE).

A Redox Strategy for Light-Driven, Out-of-Equilibrium Isomerizations and Application to Catalytic C-C Bond Cleavage Reactions

We report a general protocol for the light-driven isomerization of cyclic aliphatic alcohols to linear carbonyl compounds. These reactions proceed via proton-coupled electron-transfer activation of alcohol O-H bonds followed by subsequent C-C β-scission of the resulting alkoxy radical intermediates. In many cases, these redox-neutral isomerizations proceed in opposition to a significant energetic gradient, yielding products that are less thermodynamically stable than the starting materials. A mechanism is presented to rationalize this out-of-equilibrium behavior that may serve as a model for the design of other contrathermodynamic transformations driven by excited-state redox events.

Ether lubricants from fatty acids

Long chain ether compositions may comprise at least one long chain ether of general Formula I: wherein R1′ and R2′ are independently selected from C5-C21 linear or branched alkyl and C5-C21 linear or branched alkenyl, and R1′ and R2′ are the same or different, and R is selected from linear or branched alkyl having up to 52 carbon atoms and linear or branched alkenyl having up to 52 carbon atoms. In an embodiment, long chain ether compositions of matter such as those disclosed herein may find applications as lubricants.

PROCESS FOR THE CATALYTIC DECARBOXYLATIVE CROSS-KETONIZATION OF ARYL AND ALIPHATIC CARBOXYLIC ACID

The present invention pertains to a process for the cross-ketonization (Piria reaction) between an aryl carboxylic acid and an aliphatic carboxylic acid using a metal-based compound and a slight or a moderate excess of aryl carboxylic acid. A good selectivity, up to 99 mol %, can be achieved. The aryl aliphatic ketone can be used for the preparation of surfactants and other downstream products.

PROCESS FOR THE DECARBOXYLATIVE KETONIZATION OF FATTY ACIDS OR FATTY ACID DERIVATIVES

The present invention is directed to a process for synthesizing an internal ketone K1 by decarboxylative ketonization reaction of a fatty acid, a fatty acid derivative or a mixture thereof in a liquid phase with a metal compound as catalyst in a reaction medium, said process being characterized in that a ketone K2 at liquid state, which is identical or similar to the ketone K1, is introduced into the reaction medium. The so-synthesized internal ketone K1 can be used for the preparation of a variety of end compounds, including surfactants having a twin-tail structure or a Gemini structure.

DIAMINES SURFACTANTS SUITABLE AS EMULSIFIER

The instant invention relates to diamines having the formula (I) wherein: ? each of Ra and Rb is a hydrocarbon chain, ? each of Rc and Rd is a alkyl chain with 1-10 carbon atoms, ? (E1) is a divalent hydrocarbon chain. The invention also relate to the preparation of these diamine and to their use as surfactant, especially in bitumen emulsions.