123-18-2

Usage

Uses

Used in Fragrance Industry:
2,6,8-TRIMETHYL-4-NONANONE is used as a fragrance ingredient for its fruity odor, adding a pleasant scent to various products such as perfumes, colognes, and other fragranced items.
Used in Flavor Industry:
2,6,8-TRIMETHYL-4-NONANONE is used as a flavoring agent for its fruity taste, enhancing the flavor profile of food and beverage products, particularly those with fruity notes.

Production Methods

The U.S. production of trimethyl nonanone was estimated to be 1-＜10 million lb in 2005 according to the 2006 U.S.EPA Inventory Update Reporting database. Its primary uses are as a reactant, an industrial cleaner, a degreaser, and in the production of 2,6,8-trimethyl-4-nonanol.

InChI:InChI=1/C12H24O/c1-9(2)6-11(5)8-12(13)7-10(3)4/h9-11H,6-8H2,1-5H3/t11-/m0/s1

Upstream product

• 59357-11-8 2,6,8-trimethyl-6-hydroxy-4-nonanone 
• 123-17-1 2,6,8-trimethyl-4-nonanol 
• 67-64-1 acetone 
• 108-20-3 di-isopropyl ether 
• 108-10-1 4-methyl-2-pentanone 
• 19796-88-4 3,5-dimethyl-hexanal 
• 6570-91-8 1-Bromo-2,4-dimethylpentane 

Downstream Products

• 10137-98-1 2,6,8-trimethyl-4-nonanone 

Relevant academic research and scientific papers

Direct Synthesis of Renewable Dodecanol and Dodecane with Methyl Isobutyl Ketone over Dual-Bed Catalyst Systems

For the first time, we demonstrated two integrated processes for the direct synthesis of dodecanol or 2,4,8-trimethylnonane (a jet fuel range C12-branched alkane) using methyl isobutyl ketone (MIBK) that can be derived from lignocellulose. The reactions were carried out in dual-bed continuous flow reactors. In the first bed, MIBK was selectively converted to a mixture of C12 alcohol and ketone. Over the Pd-modified magnesium– aluminium hydrotalcite (Pd-MgAl-HT) catalyst, a high total carbon yield (73.0 %) of C12 oxygenates can be achieved under mild conditions. In the second bed, the C12 oxygenates generated in the first bed were hydrogenated to dodecanol over a Ru/C catalyst or hydrodeoxygenated to 2,4,8-trimethylnonane over a Cu/SiO2 catalyst. The as-obtained dodecanol can be used as feedstock in the production of sodium dodecylsulfate (SDS) and sodium dodecyl benzene sulfonate (SDBS), which are widely used as surfactants or detergents. The asobtained 2,4,8-trimethylnonane can be blended into conventional jet fuel without hydroisomerization.

Synthesis of Acetone-Derived C6, C9, and C12Carbon Scaffolds for Chemical and Fuel Applications

A simple, inexpensive catalyst system (Amberlyst 15 and Ni/SiO2–Al2O3) is described for the upgrading of acetone to a range of chemicals and potential fuels. Stepwise hydrodeoxygenation of the produced ketones can yield branched alcohols, alkenes, and alkanes. An analysis of these products is provided, which demonstrates that this approach can provide a product profile of valuable bioproducts and potential biofuels.

Multifunctional catalysis by Pd@MIL-101: One-step synthesis of methyl isobutyl ketone over palladium nanoparticles deposited on a metal-organic framework

Palladium nanoparticles deposited on a chromium terephthalate MIL-101 is a highly efficient multifunctional catalyst for the one-step synthesis of methyl isobutyl ketone, with significantly higher activity than palladium on traditional materials, such as metal oxides and zeolites.

Pd supported on ZnII-CrIII mixed oxide as a catalyst for one-step synthesis of methyl isobutyl ketone

Pd metal supported on ZnII-CrIII mixed oxide is an efficient bifunctional catalyst for the one-step synthesis of methyl isobutyl ketone (MIBK) from acetone and H2 in the gas and liquid phases. The reaction involves acid-catalysed condensation of acetone to mesityl oxide, followed by its hydrogenation to MIBK. Diisobutyl ketone (DIBK) is a useful byproduct in this process. Zn-Cr oxides (Zn/Cr = 20:1-1:30) are prepared by coprecipitation of ZnII and CrIII hydroxides. The texture and acid properties (i.e., the nature, density, and strength of acid sites) of Zn-Cr oxides, as well as the Pd dispersion in the catalysts, are thoroughly characterised. For both the continuous gas-phase process and the batch liquid-phase process, the preferred catalyst formulation is 0.3 wt% Pd on the amorphous Zn-Cr (1:1) oxide (SBET = 132 m2 / g) having Lewis acid sites (1.2 mmol/g density) with an enthalpy of NH3 adsorption of - 155 kJ / mol. Both processes produce MIBK with a selectivity of 70-78% and 90% MIBK + DIBK total selectivity at 38-40% acetone conversion. Evidence is provided that hydrogenation of mesityl oxide to MIBK is the rate-limiting step in the gas-phase process.

Multifunctional catalysis by Pd-polyoxometalate: One-step conversion of acetone to methyl isobutyl ketone

Pd metal supported on Cs2.5H0.5PW12O 40 is an efficient bifunctional catalyst for the one-step conversion of acetone to methyl isobutyl ketone in gas and liquid phase. The Royal Society of Chemistry 2006.

Process for hydrolyzing di-isopropyl ether to isopropyl alcohol by catalytic distillation using a solid acid catalyst

The invention relates to the production of isopropyl alcohol from di-isopropyl ether by catalytic distillation. The process solves, in particular, problems associated with the Sulfuric Acid Process.

Low-pressure one-step synthesis of methyl isobutyl ketone from acetone and hydrogen over metal modified solid base catalysts

One-step synthesis of methyl isobutyl ketone (MIBK) from acetone and hydrogen over metal modified solid base catalysts has been studied at atmospheric pressure and 175-250 °C by using a fixed-bed, integral-flow reactor. Two types of catalysts have been utilized: (1) zeolites modified with palladium (Pd/Kβ, Pd/KZSM-5); and (2) metal oxides modified with sodium and palladium (Pd/Na/MgO, Pd/Na/NaOH/γ-Al2O3). The catalyst properties were characterized by the methods of atomic absorption, temperature-programmed desorption and gas adsorption. Sodium vapor deposition on magnesia, followed by impregnation with tetraamine palladium (II) chloride apparently enhances the catalyst basicity as compared with that of magnesia supported palladium. For catalysts with different supports, the base amount decreases in the order of Pd/Na/MgO > Pd/Na/NaOH/γ-Al2O 3 > Pd/KZSM-5 > Pd/Kβ, in accordance with the catalytic activities. As the amount of sodium or palladium in Pd/Na/MgO increases, the catalyst base amount, acetone conversion and MIBK selectivity are also enhanced to a maximum and then decline. Better catalytic results were attained at a higher pretreating temperature of hydrogen on the catalyst. The optimum conditions for this reaction are 0.5%Pd/0.47%Na/MgO pretreated with hydrogen at 400 °C, reaction temperature 200 °C, acetone/hydrogen mol ratio 1, and W/Fa 6g·h/mol. Under these conditions, the acetone conversion and MIBK yield are 47.3% and 30.7%, respectively, at 480 min time-on-stream. The reaction network and reaction mechanism for the formation of MIBK are proposed and discussed.