2539-75-5

Usage

Physical appearance

Clear, colorless liquid
The compound is a transparent liquid without any color and has a faint, sweet odor.

Chemical classification

Alkene
1-propylcyclohexene contains a carbon-carbon double bond in its structure.

Functional groups

Propyl group and cyclohexene ring
The compound has a propyl group attached to a cyclohexene ring, which influences its chemical properties.

Usage

Intermediate in chemical production
1-propylcyclohexene is commonly used as an intermediate to produce various other chemicals, including fragrance ingredients.

Applications

Synthesis of pharmaceuticals and polymers
The compound is also utilized in the synthesis of pharmaceuticals and polymers due to its chemical properties.

Environmental impact

Low toxicity
1-propylcyclohexene is considered to have low toxicity and is not expected to be harmful to the environment if it is properly handled and disposed of.

Upstream product

• 5445-24-9 1-n-propyl-1-cyclohexanol 
• 2129-93-3 n-propylidenecyclohexane 
• 927-77-5 n-propylmagnesium bromide 
• 108-94-1 cyclohexanone 
• 822-87-7 2-Chlorocyclohexanone 
• 635-46-1 1,2,3,4-tetrahydroisoquinoline 
• 767-92-0 decahydroquinoline 
• 2114-42-3 allylcyclohexane 
• 60-29-7 diethyl ether 
• 108-24-7 acetic anhydride 
• 103-71-9 phenyl isocyanate 
• 5846-43-5 cis-2-Propyl-cyclohexanol 
• 91-22-5 quinoline 
• 103-65-1 phenylpropane 

Downstream Products

• 20497-62-5 2-Acetyl-1-propyliden-cyclohexan 
• 167225-93-6 1-acetyl-2-propylcyclohexane 
• 20497-57-8 6-Acetyl-1-propyl-cyclohexen-⁽¹⁾ 
• 1678-92-8 propylcyclohexane 
• 4258-93-9 1-methyl-1-propylcyclohexane 
• 103-65-1 phenylpropane 
• 99942-87-7 Acetic acid 3-propyl-cyclohex-2-enyl ester 
• 4144-58-5 6-oxononanoic acid 

Relevant academic research and scientific papers

METHODS OF BORYLATION AND USES THEREOF

The present invention relates, in general terms, to methods of borylation and uses thereof. In particular, the present invention provides a method of borylating an alkene compound by contacting the compound with a boron compound, a Fe pre-catalyst and a protic additive. The borylation occurs at a vicinal (β) position to an electron donating or electron withdrawing moiety of the compound.

Iron-Catalyzed Tunable and Site-Selective Olefin Transposition

The catalytic isomerization of C-C double bonds is an indispensable chemical transformation used to deliver higher-value analogues and has important utility in the chemical industry. Notwithstanding the advances reported in this field, there is compelling demand for a general catalytic solution that enables precise control of the C═C bond migration position, in both cyclic and acyclic systems, to furnish disubstituted and trisubstituted alkenes. Here, we show that catalytic amounts of an appropriate earth-abundant iron-based complex, a base and a boryl compound, promote efficient and controllable alkene transposition. Mechanistic investigations reveal that these processes likely involve in situ formation of an iron-hydride species which promotes olefin isomerization through sequential olefin insertion/β-hydride elimination. Through this strategy, regiodivergent access to different products from one substrate can be facilitated, isomeric olefin mixtures commonly found in petroleum-derived feedstock can be transformed to a single alkene product, and unsaturated moieties embedded within linear and heterocyclic biologically active entities can be obtained.

E-Olefins through intramolecular radical relocation

Full control over the selectivity of carbon-carbon double-bond migrations would enable access to stereochemically defined olefins that are central to the pharmaceutical, food, fragrance, materials, and petrochemical arenas. The vast majority of double-bond migrations investigated over the past 60 years capitalize on precious-metal hydrides that are frequently associated with reversible equilibria, hydrogen scrambling, incomplete E/Z stereoselection, and/or high cost. Here, we report a fundamentally different, radical-based approach.We showcase a nonprecious, reductant-free, and atom-economical nickel (Ni)(I)-catalyzed intramolecular 1,3-hydrogen atom relocation to yield E-olefins within 3 hours at room temperature. Remote installations of E-olefins over extended distances are also demonstrated.

Simultaneous hydrodenitrogenation and hydrodesulfurization on unsupported Ni-Mo-W sulfides

The catalytic properties of unsupported Ni-Mo-W sulfides (composites of Ni-Mo(W)S2 mixed sulfides and Ni3S2) obtained from precursors synthesized via co-precipitation, hydrothermal, and thiosalt decomposition were explored

Low temperature hydrodeoxygenation of phenols under ambient hydrogen pressure to form cyclohexanes catalysed by Pt nanoparticles supported on H-ZSM-5

The hydrodeoxygenation of various phenols to form cyclohexanes was achieved at 110 °C under an H2 atmosphere at ambient pressure using a Pt/H-ZSM-5 catalyst and octane as the solvent.

Distribution of Metal Cations in Ni-Mo-W Sulfide Catalysts

The distribution of metal cations and the morphology of unsupported NiMo, NiW, and NiMoW sulfide catalysts were explored qualitatively and quantitatively. In the bi- and trimetallic catalysts, Mo(W)S2 nanoparticles are deposited on Ni sulfide particles of varying stoichiometry and sizes (crystalline Ni9S8, and Ni3S4 were identified). These nanoparticles are stacks of Mo(W)S2 slabs with varying size, degrees of bending and mismatch between the slabs. High resolution electron microscopy and X-ray absorption spectroscopy based on particle modeling revealed a statistical distribution of Mo and W within individual layers in sulfide NiMoW, forming intralayer mixed Mo1-xWxS2. Ni is associated with MoS2, WS2, and Mo1-xWxS2 creating Ni-promoted phases. The incorporation of Ni at the edges of the slabs was the highest for sulfide NiMoW. This high concentration of Ni in sulfide NiMoW, as well as its long bent Mo1-xWxS2 slabs, were paralleled by the highest activity for nitrogen and sulfur removal from model hydrocarbons such as o-propylaniline and dibenzothiophene.

γ-Al2O3-supported and unsupported (Ni)MoS 2 for the hydrodenitrogenation of quinoline in the presence of dibenzothiophene

Supported MoS2/γ-Al2O3 and Ni-MoS2/γ-Al2O3 as well as unsupported Ni-MoS2 were investigated in the hydrodenitrogenation (HDN) of quinoline in the presence of dibenzothiophene (DBT). The supported oxide catalyst precursors had a well-dispersed amorphous polymolybdate structure that led to the formation of a highly dispersed sulfide phase. In contrast, the unsupported catalyst precursor consisted of a mixture of nickel molybdate and ammonium nickel molybdate phases that formed stacked sulfide slabs after sulfidation. On all catalysts, the reaction pathway for the removal of N in quinoline HDN mainly followed the sequence quinoline→1,2,3,4- tetrahydroquinoline→decahydroquinoline→propylcyclohexylamine→ propylcyclohexene→propylcyclohexane. The hydrodesulfurization of DBT proceeded mainly by direct desulfurization towards biphenyl. For both processes, the activity increased in the order MoS2/γ-Al 2O32/unsupported2/γ-Al2O3. The promotion of the MoS 2 phase with Ni enhances the activity of the unsupported catalyst to a greater extent than the supported one. However, the multiply stacked unsupported Ni-MoS2 exhibited lower rates than Ni-MoS 2/γ-Al2O3 because of its lower dispersion. I want to break free (from your nitrogen): Ni and Al 2O3 exert particular effects on the physicochemical and kinetic features of molybdenum oxide species and the corresponding MoS 2 phase. The support maximizes the concentration of active sites, whereas the promoter changes their intrinsic activity. In turn, the support also influences the promotion mechanism. Copyright

Increasing the aromatic selectivity of quinoline hydrogenolysis using Pd/MOx-Al2O3

Catalysts consisting of Pd nanoparticles supported on highly dispersed TiOx-Al2O3, TaOx-Al2O3, and MoOx-Al2O3 are studied for catalytic quinoline hydrogenation and selective C-N bond cleavage at 275°C and 20 bar H2. The Pd/MOx-Al2O3 materials exhibit significantly greater aromatic product selectivity and thus 10-15 % less required H2 for a given level of denitrogenation relative to an unmodified Pd/Al2O3 catalyst.

Hydrodeoxygenation of bio-derived phenols to hydrocarbons using RANEY Ni and Nafion/SiO2 catalysts

A simple, green, cost- and energy-efficient route for converting phenolic components in bio-oil to hydrocarbons and methanol has been developed, with nearly 100% yields. In the heterogeneous catalysts, RANEY Ni acts as the hydrogenation catalyst and Nafion/SiO2 acts as the Bronsted solid acid for hydrolysis and dehydration.

Ionic-liquid-like copolymer stabilized nanocatalysts in ionic liquids: II. Rhodium-catalyzed hydrogenation of arenes

Rhodium nanoparticles stabilized by the ionic-liquid-like copolymer poly[(N-vinyl-2-pyrrolidone)-co-(1-vinyl-3-butylimidazolium chloride)] were used to catalyze the hydrogenation of benzene and other arenes in ILs. The nanoparticle catalysts can endure forcing conditions (75 °C, 40 bar H2), resulting in high reaction rates and high conversions compared with other nanoparticles that operate in ILs. The hydrogenation of benzene attained record total turnovers of 20,000, and the products were easily separated without being contaminated by the catalysts. Other substrates, including alkyl-substituted arenes, phenol, 4-n-propylphenol, 4-methoxylphenol, and phenyl-methanol, were studied and in most cases were found to afford partially hydrogenated products in addition to cyclohexanes. In-depth investigations on reaction optimization, including characterization of copolymers, transmission electron microscopy, and an infrared spectroscopic study of nanocatalysts, were also undertaken.