3742-42-5

Basic information

• Product Name: 4-Ethylcyclohexene
• Synonyms: 4-Ethyl-1-cyclohexene;4-Ethylcyclohexene
• CAS NO: 3742-42-5
• Molecular Formula: C₈H₁₄
• Molecular Weight: 110.2
• Mol File: 3742-42-5.mol
• Article Data: 28

Chemical Properties

• Melting Point: -81.99°C (estimate)
• Boiling Point: 131 ºC
• Flash Point: 13 ºC
• Appearance: /
• Density: 0.802
• Vapor Pressure: 11.7mmHg at 25°C
• Refractive Index: 1.4470
• CAS DataBase Reference: 4-Ethylcyclohexene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Ethylcyclohexene(3742-42-5)
• EPA Substance Registry System: 4-Ethylcyclohexene(3742-42-5)

Safety Data

• Hazardous Substances Data: 3742-42-5(Hazardous Substances Data)

Usage

General Description

4-Ethylcyclohexene is a chemical compound with the molecular formula C8H14. It is classified as an alkene, with a double bond between carbon atoms 1 and 2 in the cyclohexene ring. 4-Ethylcyclohexene is a clear, colorless liquid with a sweet, gasoline-like odor. 4-Ethylcyclohexene is commonly used as a solvent and as an intermediate in the production of other chemicals. It is also used in the manufacture of rubber, plastics, and other industrial products. The compound is flammable and should be handled and stored with care due to its potential hazards.

InChI:InChI=1/C8H14/c1-2-8-6-4-3-5-7-8/h3-4,8H,2,5-7H2,1H3

Upstream product

• 100-40-3 4-ethenylcyclohexene 
• 978-70-1 tris<2-(3-cyclohexen-1-yl)ethyl>aluminum 
• 123-07-9 4-Ethylphenol 
• 201230-82-2 carbon monoxide 
• 106-99-0 buta-1,3-diene 
• 1873-88-7 1,1,1,3,5,5,5-heptamethyltrisiloxan 
• 1453-24-3 1-ethylcyclohexene 
• 64-17-5 ethanol 
• 1678-91-7 ethyl-cyclohexane 
• 617-86-7 triethylsilane 
• 500283-40-9 4-Ethyl-cyclohexanol-acetat 
• 932-66-1 1-cyclohexenyl methyl ketone 
• 4534-74-1 4-ethylcyclohexanol 

Downstream Products

• 32658-82-5 1-(1-ethylcyclohexyl)benzene 

Relevant articles and documents

Heterometallic Mg?Ba Hydride Clusters in Hydrogenation Catalysis

Reaction of a MgN“2/BaN”2 mixture (N“=N(SiMe3)2) with PhSiH3 gave three unique heterometallic Mg/Ba hydride clusters: Mg5Ba4H11N”7 ? (benzene)2 (1), Mg4Ba7H13N“9 ? (toluene)2 (2) and Mg7Ba12H26N”12 (3). Product formation is controlled by the Mg/Ba ratio and temperature. Crystal structures are described. While 3 is fully insoluble, clusters 1 and 2 retain their structures in aromatic solvents. DFT calculations and AIM analyses indicate highly ionic bonding with Mg?H and Ba?H bond paths. Also unusual H????H? bond paths are observed. Catalytic hydrogenation with MgN“2, BaN”2 and the mixture MgN“2/BaN”2 has been studied. Whereas MgN“2 is only active in imine hydrogenation, alkene and alkyne hydrogenation needs the presence of Ba. The catalytic activity of the MgN”2/BaN“2 mixture lies in general between that of its individual components and strong cooperative effects are not evident.

Mononuclear calcium complex as effective catalyst for alkenes hydrogenation

Hydrogenolysis of the scorpionate-supported calcium benzyl complex [(TpAd,iPr)Ca(p-CH2C6H4-Me)(THP)] (TpAd,iPr= hydrotris(3-adamantyl-5-isopropyl-pyrazolyl)borate, THP = tetrahydropyran) (2-THP) afforded the mononuclear calcium hydrido complex [(TpAd,iPr)Ca(H)(THP)] (3). Under mild conditions (40 °C, 10 atm H2, 5 mol% cat.), complex3effectively catalyzed the hydrogenation of a variety of alkenes, including activated alkenes, semi-activated alkenes, non-activated terminal and internal alkenes. Mononuclear calcium unsubstituted alkyl complex [(TpAd,iPr)Ca{(CH2)4Ph}(THP)] (6), proposed as the catalytic hydrogenation intermediate, was isolated and structurally characterized.

Alkene Transfer Hydrogenation with Alkaline-Earth Metal Catalysts

The alkene transfer hydrogenation (TH) of a variety of alkenes has been achieved with simple AeN′′2 catalysts [Ae=Ca, Sr, Ba; N′′=N(SiMe3)2] using 1,4-cyclohexadiene (1,4-CHD) as a H source. Reaction of 1,4-CHD with AeN′′2 gave benzene, N′′H, and the metal hydride species N′′AeH (or aggregates thereof), which is a catalyst for alkene hydrogenation. BaN′′2 is by far the most active catalyst. Hydrogenation of activated C=C bonds (e.g. styrene) proceeded at room temperature without polymer formation. Unactivated (isolated) C=C bonds (e.g. 1-hexene) needed a higher temperature (120 °C) but proceeded without double-bond isomerization. The ligands fully control the course of the catalytic reaction, which can be: 1) alkene TH, 2) 1,4-CHD dehydrogenation, or 3) alkene polymerization. DFT calculations support formation of a metal hydride species by deprotonation of 1,4-CHD followed by H transfer. Convenient access to larger quantities of BaN′′2, its high activity and selectivity, and the many advantages of TH make this a simple but attractive procedure for alkene hydrogenation.