17301-94-9

Usage

Uses

4-Methylnonane is a useful synthetic compound.

InChI:InChI=1/C13H9NO5/c15-12-4-2-1-3-11(12)13(16)19-10-7-5-9(6-8-10)14(17)18/h1-8,15H

Upstream product

• 23418-38-4 4-methyl-4-nonanol 
• 62065-03-6 5-decyl bromide 
• 5911-04-6 3-methyl-nonane 
• 124-18-5 decane 
• 1126420-86-7 rac-2-methylpentyl trifluoromethanesulfonate 
• 693-04-9 butyl magnesium bromide 
• 131375-70-7 1-(furan-2-yl)-2-methylpent-1-en-3-one 
• 96-22-0 pentan-3-one 
• 98-01-1 furfural 
• 109-52-4 valeric acid 
• 493-01-6 cis-decalin 
• 4485-09-0 nonan-4-one 
• 109-67-1 1-penten 
• 33717-91-8 2-propylhept-1-ene 

Downstream Products

• 871-83-0 isodecane 
• 5911-04-6 3-methyl-nonane 
• 74-98-6 propane 
• 75-28-5 Isobutane 
• 106-97-8 n-butane 
• 109-66-0 pentane 

Relevant academic research and scientific papers

Production of liquid hydrocarbon fuels with 3-pentanone and platform molecules derived from lignocellulose

Diesel or jet fuel range C10-C17 branched and cyclic alkanes were produced by reaction of 3-pentanone derived from lactic acid with bio-based aldehydes through aldol condensation followed by hydrodeoxygenation. DBU (1,8-diazabicycloundec-7-ene) was identified as an efficient catalyst for the aldol reaction of 3-pentanone with furan based aldehydes, and the selectivity of single or double aldol condensation product could be easily controlled by adjusting the reaction temperature. For the reaction with aromatic aldehydes, aluminium phosphate demonstrated a higher catalytic activity than DBU and mechanisms were proposed for the difference in the catalytic activity. The final hydrodeoxygenation step could be achieved by using a simple Pd/C + H-beta zeolite system, excellent selectivity was observed under the present system, the clean formation of hydrocarbons with a narrow distribution of alkanes occurred in most cases.

Solvent-free synthesis of C9 and C10 branched alkanes with furfural and 3-pentanone from lignocellulose

Jet fuel range branched alkanes were first synthesized under solvent-free conditions by the aldol condensation of furfural and 3-pentanone from lignocellulose followed by the one-step hydrodeoxygenation (HDO). Among the investigated solid base catalysts,

Conversion of levulinic acid derived valeric acid into a liquid transportation fuel of the kerosene type

In the transformation of lignocellulosic biomass into fuels and chemicals carboncarbon bond formations and rising hydrophobicity are highly desired. The ketonic decarboxylation fits these requirements perfectly as it converts carboxylic acids into ketones forming one carboncarbon bond and eliminates three oxygen atoms as carbon dioxide and water. This reaction is used, in a cascade process, together with a hydrogenation and dehydration catalyst to obtain hydrocarbons in the kerosene range from hexose-derived valeric acid. It is shown that zirconium oxide is a very selective and stable catalyst for this process and when combined with platinum supported on alumina, the oxygen content was reduced to almost zero. Furthermore, it is demonstrated that alumina is superior to active carbon, silica, or zirconium oxide as support for the hydrogenation/dehydration/hydrogenation sequence and a palladium-based catalyst deactivated more rapidly than the platinum catalyst. Hence, under optimized reaction conditions valeric acid is converted into n-nonane with 80% selectivity (together with a 10% of C10-C15 hydrocarbons) in the organic liquid phase upto a 100:1 feed to catalyst ratio [w/w]. The oxygen free hydrocarbon product mixture (85% yield) meets well with the boiling point range of kerosene as evidenced by a simulated distillation. In the gas phase, butane was detected together with mainly carbon dioxide.

High-performance ring-opening catalysts based on iridium-containing zeolite Beta in the hydroconversion of decalin

Decalin was converted in a flow-type reactor under a hydrogen pressure of 5.2 MPa on Ir/H,A-Beta zeolite catalysts, where A stands for an alkali metal cation. In one series of catalysts, the Ir content was 3 wt.%, and the nature of A was varied from lithi

New zeolite Al-COE-4: Reaching highly shape-selective catalytic performance through interlayer expansion

A ferrierite-type layered aluminosilicate, Al-RUB-36, was prepared for the first time and its interlayer expansion resulted in new zeolite catalysts denoted Al-COE-3 and Al-COE-4. Decane hydroconversion tests demonstrated the highly active and shape-selective nature of the new Al-COE-4 catalyst with an unprecedented isomerization yield, highlighting the potential of this material as a hydroisomerization catalyst. This is the first report on achieving shape-selectivity via interlayer expansion. The Royal Society of Chemistry 2012.

Al-RUB-41: A shape-selective zeolite catalyst from a layered silicate

A new zeolite catalyst, Al-RUB-41, was synthesized for the first time. It was tested as a catalyst in methanol amination, and showed a shape-selective performance that results in a highly favorable product distribution. The shape-selective nature was also evidenced by using Pt-Al-RUB-41 as a bifunctional catalyst for decane hydroconversion. With its unique pore architecture and remarkable shape-selective character, Al-RUB-41 presents a significant commercial potential in industrial catalysis.

Exploring the void structure and activity of RUB-39 based expanded materials using the hydroconversion of decane

The layered silicate RUB-39 can be transformed by topotactic condensation into RUB-41 (RRO), a zeolite with 8- and 10- ring pores. If the layered RUB-39 is first silylated with dichlorodimethylsilane (DCDMS) or hexamethyldisiloxane (HMDS), an interlayer expanded structure is created after calcination. The DCDMS expanded material contains 10- and 12-ring pores instead of 8- and 10-ring pores. Detailed physicochemical characterization showed that the Al content is not significantly changed during the expansion. In the hydroconversion of decane, the expanded materials have a significantly increased activity, as demonstrated by the lower temperatures at which isomerization and cracking occur. Detailed comparison of the product selectivities obtained with RUB-41 or with its expanded analogs shows that the void structure of the expanded materials is significantly less constrained, as reflected in the distribution of methylnonane isomers, of the ethyloctane vs. methylnonane isomers, and in the ratio of monobranched vs. dibranched isomers.

Selective dimerisation of α-olefins using tungsten-based initiators

The selective dimerisation of the α-olefins 1-pentene through to 1-nonene is reported using an in situ-generated catalyst derived from tungsten hexachloride, aniline, triethylamine and alkylaluminium halide. The influence of reagent identity and reaction stoichiometry, along with activator, solvent and α-olefin substrate choice are probed. The catalyst is found to be highly selective towards dimerisation, minimising the formation of undesired heavier oligomers. Notably, the selectivity within the dimer fraction is found to favour the formation of products with methyl branches. The selectivity towards individual olefin isomers has been determined and the system is found to also produce trace levels of dienes and alkanes. A kinetic study of the system reveals a second order dependence on substrate. Comparison of the products observed, with those expected for metallacyclic and Cossee-type mechanisms, suggests that the latter is in operation, something confirmed by the results of a C2H4/C2D4 co-dimerisation experiment which showed full isotopic scrambling in the products. Thus a mechanistic proposal is made to account for the observed behaviour of the system, including the diene and alkane formation. The Royal Society of Chemistry 2010.

Zeolite SSZ-53: An extra-large-pore zeolite with interesting catalytic properties

(Figure Presented) Wide pores for wide applications: The catalytic properties of SSZ-53, an extra-large-pore high-silica zeolite, were explored by using ethylbenzene disproportionation and the isomerization and hydrocracking of n-decane as test reactions. High activity together with a very open channel system render this zeolite an attractive candidate as catalyst for applications in petroleum refining.