56745-61-0

Usage

Uses

Used in Pharmaceutical Industry:
2-Hexanone, 5-hydroxy(6CI,9CI) is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows it to be a key component in the development of new drugs, particularly those targeting specific medical conditions.
Used in Chemical Synthesis:
In the chemical industry, 2-Hexanone, 5-hydroxy(6CI,9CI) serves as a versatile building block for the creation of a wide range of chemical products. Its reactivity and functional groups make it suitable for use in the synthesis of various organic compounds, including fragrances, flavors, and other specialty chemicals.
Used in Research and Development:
Due to its unique chemical structure, 2-Hexanone, 5-hydroxy(6CI,9CI) is also utilized in research and development settings. Scientists and researchers can use 2-Hexanone, 5-hydroxy- (6CI,9CI) to study its properties, reactivity, and potential applications in various fields, such as materials science, drug discovery, and chemical engineering.
Used in Analytical Chemistry:
2-Hexanone, 5-hydroxy(6CI,9CI) can be employed as a reference material or standard in analytical chemistry. Its distinct properties make it useful for calibrating instruments, validating analytical methods, and ensuring the accuracy of experimental results.

InChI:InChI=1/C6H12O2/c1-5(7)3-4-6(2)8/h5,7H,3-4H2,1-2H3

Upstream product

• 59416-72-7 3,6-dimethyl-1,2-dioxacyclohexane 
• 110-13-4 2,5-hexanedione 
• 2935-44-6 hexane-2,5-diol 
• 67-47-0 5-hydroxymethyl-2-furfuraldehyde 

Downstream Products

• 110-13-4 2,5-hexanedione 
• 65709-73-1 (5R)-hydroxyhexane-2-one 

Relevant academic research and scientific papers

Insight into the hydrogenation of pure and crude HMF to furan diols using Ru/C as catalyst

5-hydroxymethylfurfural (HMF) is one of the most important renewable platform-chemicals, a very valuable precursor for the synthesis of bio-fuels and bio-products. In this work, the hydrogenation of HMF to two furan diols, 2,5-bis(hydroxymethyl)furan (BHMF) and 2,5-bis(hydroxymethyl)tetrahydrofuran (BHMTHF), both promising renewable monomers, was investigated. Three commercial catalysts, Ru/C, Pd/C and Pt/C, were tested in the hydrogenation of aqueous HMF solutions (2–3 wt%), using a metal loading of 1 wt% respect to HMF content. By appropriate tuning of the process conditions, either BHMF or BHMTHF were obtained in good yields, and Ru/C resulted the best catalyst for this purpose, allowing us to obtain BHMF or BHMTHF yields up to 93.0 and 95.3 mol%, respectively. This catalyst was also tested for in the hydrogenation of a crude HMF-rich hydrolyzate, obtained by one-pot the dehydration of fructose. The influence of each component of this hydrolyzate on the hydrogenation efficiency was investigated, including unconverted fructose, rehydration acids and humins, in order to improve the yields towards each furan diol. Moreover, ICP-OES and TEM analysis showed that the catalyst was not subjected to important leaching and sintering phenomena, as further confirmed by catalyst recycling study.

Simultaneous hydrogenation and acid-catalyzed conversion of the biomass-derived furans in solvents with distinct polarities

Furfural and 5-hydroxymethylfurfural (HMF), the two typical biomass-derived furans, can be converted into biofuels and value-added chemicals via hydrogenation or acid catalysis or both. The potential competition between the hydrogenation and the catalyzed-conversion of HMF and furfural has been investigated with Pd/C and Amberlyst 70 as the catalysts at 170°C in various solvents. In water, the hydrogenation of HMF or the derivatives of HMF could take place, but the acid-catalyzed conversion of HMF to the diketones (2,5-hexanedione) was the dominant reaction pathway. On the contrary, with ethanol as the solvent, the full hydrogenation of HMF to 2,5-tetrahydrofurandimethanol was the dominant route, and the acid-catalyzed routes became insignificant. The efficiency for hydrogenation of HMF was much higher in ethanol than in water. As for furfural, its hydrogenation proceeded more efficiently in the polar solvents (i.e. ethanol, diethyl ether) than in non-polar solvents (i.e. toluene): a polar solvent tended to favor the hydrogenation of the furan ring in furfural over that of the carbonyl group in the same furfural.

Efficient desymmetrization of 1,2 and 1,3 diols by dimethyldioxirane

Dimethyldioxirane was used to monooxide 1,2 and 1,3 sec,sec-diols to the corresponding ketoalcohols, exploiting the inhibiting effect of the formed carbonyl group on the course of the process.

ASYMMETRISCHE KATALYSEN, 69. ENANTIOSELEKTIVE HYDRIERUNG VON DICARBONYLVERBINDUNGEN MIT NaBr/L-(+)-WEINSAEURE MODIFIZIERTEN NICKELKATALYSATOREN

Enantioselective hydrogenation of ethyl pyruvate BTSE to methyl lactate MSE, methyl acetoacetate AEME to methyl 3-hydroxybutanoate HBME, and 2,5-hexanedione Acyac to 5-hydroxy-2-hexanone HH and 2,5-hexanediol HD by NaBr/L-(+)-tartaric acid modified transition metal catalysts were carried out.Finely divided catalysts prepared by cocondensation of transition metals (Cr, Mn, Fe, Co, Ni), 4 different supported nickel catalysts (BaSO4, Al2O3, C, SiO2) and 3 Ni/Al alloys (2:1, 10:7, 1:1) were used in the enantioselective hydrogenation of AEME.Transition metals, Ni/Al alloys and supported nickel catalysts showed satisfactory enantioselectivity but had a low hydrogenation rate.Additionally, 20 nickel powders with different surface areas were tested.Low enantioselectivities were obtained in the hydrogenation of ethyl pyruvate and 2,5-hexanedione.In contrast, the β-keto ester AEME was hydrogenated with high enantioselectivity (up to 68percent ee).The best results were achieved using catalysts with a surface area between 4.1-7.5 m2/g.

Meerwein-Ponndorf-Verley-Type Reduction of Dicarbonyl Compounds to Hydroxy Carbonyl Compounds and α,β-Unsaturated Carbonyl Compounds to Allylic Alcohols Catalyzed by Zirconocene and Hafnocene Complexes

Group IVA metallocene complexes such as bis(η5-cyclopentadienyl)zirconium dihydrides, Cp2ZrH2 (1), and hafnium dihydrides, Cp2HfH2 (8), catalyze the chemoselective reduction of polycarbonyl compounds to hydroxy carbonyl compounds.For instance, the reduction of keto aldehydes 3-ketobutanal (2g) and 2-phenyl-2-ketoethanal (2h) proceeded selectively at aldehyde group to provide the corresponding hydroxy ketones 3g and 3h in 91percent and 93percent yields, respectively.Under similar conditions, however, cyclohexanediones were easily aromatized to benzenediols.On the other hand, 1 and 8 also catalyze the selective 1,2-reduction of various types of α,β-unsaturated carbonyl compounds, giving the corresponding allylic alcohols in good to excellent yields.Thus, steroidal dicarbonyl compounds, having an enone framework in their molecules Δ4-androstene-3,17-dione (11a) and Δ4-progestene-3,20-dione (11b) were reduced by 1 to 17-hydroxy-Δ4-androsten-3-one (12a) and 20-hydroxy-Δ4-progest-3-one (12b), which are essential human hormones, in 80percent and 67percent yields, respectively.

Dehydrogenation of Cyclic and Bicyclic Secondary Alkyl Peroxides during Flash Vacuum Pyrolysis

Dehydrogenation to the corresponding diketone occurs to the extent of 16percent and 42percent respectively in the flash vacuum pyrolysis of 3,6-dimethyl-1,2-dioxacyclohexane and 2,3-dioxabicyclooctane, but is unimportant in similar pyrolyses of 3,5-dimethyl-1,2-dioxacyclopentane and 2,3-dioxabicycloheptane.