22975-58-2

Usage

Uses

Used in Fragrance Industry:
1-(1-Ethyl-propyl)-4-methyl-benzene is used as a fragrance ingredient for its aromatic properties, adding pleasant scents to perfumes and personal care products.
Used in Industrial Applications:
In the industrial sector, 1-(1-ethyl-propyl)-4-methyl-benzene is used as a solvent, facilitating various chemical processes and reactions.
Used in Chemical Manufacturing:
1-(1-ETHYL-PROPYL)-4-METHYL-BENZENE is also utilized in the production of other chemicals, contributing to the synthesis of a wide range of products.
It is important to handle and store 1-(1-ethyl-propyl)-4-methyl-benzene with caution, as it can be harmful if it comes into contact with the skin, eyes, or if it is inhaled. Overall, due to its aromatic and solvent properties, 1-(1-ethyl-propyl)-4-methyl-benzene plays a significant role in the fragrance, industrial, and chemical manufacturing industries.

InChI:InChI=1/C12H18/c1-4-11(5-2)12-8-6-10(3)7-9-12/h6-9,11H,4-5H2,1-3H3

Upstream product

• 74-85-1 ethene 
• 106-42-3 para-xylene 
• 96-22-0 pentan-3-one 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 1809-10-5 3-bromopentane 
• 108-88-3 toluene 
• 106-38-7 para-bromotoluene 
• 23229-29-0 2-(4-methylphenyl)-1,3-dithiolane 
• 925-90-6 ethylmagnesium bromide 
• 6032-29-7 (+/-)-2-pentanol 
• 109-66-0 pentane 
• 29540-83-8 p-tolyl triflate 
• 120-12-7 anthracene 
• 584-02-1 2-pentanol 

Downstream Products

• 23020-24-8 cis-1-Methyl-4-(1-aethylpropyl)cyclohexan 

Relevant academic research and scientific papers

Dilithium Amides as a Modular Bis-Anionic Ligand Platform for Iron-Catalyzed Cross-Coupling

Dilithium amides have been developed as a bespoke and general ligand for iron-catalyzed Kumada-Tamao-Corriu cross-coupling reactions, their design taking inspiration from previous mechanistic and structural studies. They allow for the cross-coupling of alkyl Grignard reagents with sp2-hybridized electrophiles as well as aryl Grignard reagents with sp3-hybridized electrophiles. This represents a rare example of a single iron-catalyzed system effective across diverse coupling reactions without significant modification of the catalytic protocol, as well as remaining operationally simple.

Terminal-Selective Functionalization of Alkyl Chains by Regioconvergent Cross-Coupling

Hydrocarbons are still the most important precursors of functionalized organic molecules, which has stirred interest in the discovery of new C?H bond functionalization methods. We describe herein a new step-economical approach that enables C?C bonds to be constructed at the terminal position of linear alkanes. First, we show that secondary alkyl bromides can undergo in situ conversion into alkyl zinc bromides and regioconvergent Negishi coupling with aryl or alkenyl triflates. The use of a suitable phosphine ligand favoring Pd migration enabled the selective formation of the linear cross-coupling product. Subsequently, mixtures of secondary alkyl bromides were prepared from linear alkanes by standard bromination, and regioconvergent cross-coupling then provided access to the corresponding linear arylation product in only two steps.

Microwave-assisted silica-supported aluminum chloride-catalyzed Friedel-Crafts alkylation

Microwave irradiation is a popular method in organic synthesis to achieve high yields in shorter reaction times. This decreases total 'man-hours' in a synthetic setting. Another technique used in organic chemistry to decrease manual manipulations, is solid support reagents. The benefits of this approach is that upon completion of a reaction, a simple filtration can be performed which expedites the work-up and also produces less organic waste. Friedel-Crafts alkylation has been explored using microwave chemistry as well as with solid-supported reagents. In comparison with traditional heating, as well as with AlCl3, superior yields were observed with silica-gel bound aluminum chloride (Si-AlClx) when microwave irradiated for only 5 min.

Iron(II) complexes with functionalized amine-pyrazolyl tripodal ligands in the cross-coupling of aryl Grignard with alkyl halides

Structurally distinctive Fe(ii) complexes with furan, thiophene and pyridine functionalized amine-pyrazolyl tripodal hybrid ligands have been synthesized and crystallographically characterized. The tether substituent at the central amine plays an active role in determining the coordination mode of the ligand and the metal geometry. All complexes are catalytically active towards cross-coupling of aryl Grignard reagents with primary and secondary alkyl halides with β-hydrogen under ambient conditions. ESI-MS spectra analysis revealed the ligand-stabilised Fe(ii) and Mg(ii) species. The Royal Society of Chemistry 2011.

Iron(III) amine-bis(phenolate) complexes as catalysts for the coupling of alkyl halides with aryl Grignard reagents

Catalytic cross-coupling of aryl Grignard reagents with primary and secondary alkyl halides bearing β-hydrogens is achieved using Fe(III) amine-bis(phenolate) halide complexes. The Royal Society of Chemistry.

Iron-phosphine, -phosphite, -arsine, and -carbene catalysts for the coupling of primary and secondary alkyl halides with aryl grignard reagents

Simple catalysts formed in situ from iron chloride and a wide range of monodentate and bidentate phosphines and arsines have been screened in the coupling of alkyl halides bearing β-hydrogens with aryl Grignard reagents. The best of these show excellent activity, as do catalysts formed in situ with monodentate trialkyl and triaryl phosphite ligands. N-heterocyclic carbene-based precatalysts, either preformed or made in situ, also show excellent performance.

Iron nanoparticles in the coupling of alkyl halides with aryl Grignard reagents

Iron nanoparticles, either formed in situ stabilized by 1,6-bis(diphenylphosphino)hexane or polyethylene glycol (PEG), or preformed stabilized by PEG, are excellent catalysts for the cross-coupling of aryl Grignard reagents with primary and secondary alkyl halides bearing β-hydrogens and they also prove effective in a tandem cyclization/cross- coupling reaction. The Royal Society of Chemistry 2006.

Simple iron-amine catalysts for the cross-coupling of aryl Grignards with alkyl halides bearing β-hydrogens

Mixtures of iron(III) chloride and appropriate amine ligands are active catalysts for the coupling of aryl Grignard reagents with primary and secondary alkyl halide substrates bearing β-hydrogens, under mild and simple reaction conditions. The Royal Society of Chemistry 2005.

NiCl2(dppe)-Catalyzed Geminal Dialkylation of Dithioacetals and Trimethylation of Ortho Thioesters

NiCl2(dppe)-catalyzed cross-coupling of cinnamaldehyde dithioacetals gave the corresponding geminal dimethylation products in excellent yields.Allylic ortho thioesters afforded regioselectively the corresponding trimethylation products.The reaction may occur via an 18-electron ?-allyl intermediate, which undergoes facile reductive elimination to afford the geminal dimethylation product.Benzylic dithioacetals having an ortho amino group gave 2-isopropylanilines exclusively.The reaction of benzylic dithioacetals with EtMgBr under the same conditions yielded geminal diethylation products.

Catalysis of Friedel-Crafts Alkylation by a Montmorillonite Doped with Transition-Metal Cations

Catalysts are obtained by exchange of the interstitial cations in the K10 montmorillonite.They are applied to Friedel-Crafts alkylations with halides, alcohols, and olefins.They are quite effective even with unactivated hydrocarbons.Isomer distribution depends little on the catalyst used.Thermodynamic equilibration does not take place, the reactions appear to be kinetically controlled.Efficiency of the catalysts bears no apparent relation to that of the corresponding Lewis acids under homogeneous conditions, and it depends on the nature of the alkylating agent.Zr(IV) and Ti(IV), in general, give the best results.