17299-34-2

Basic information

• Product Name: 3-ethylcyclohex-2-en-1-one
• CAS NO: 17299-34-2
• Molecular Formula: C₈H₁₂O
• Molecular Weight: 124.1803
• Mol File: 17299-34-2.mol
• Article Data: 29

Chemical Properties

• Boiling Point: 201.2°C at 760 mmHg
• Flash Point: 78.1°C
• Density: 0.942g/cm³
• Vapor Pressure: 0.312mmHg at 25°C
• Refractive Index: 1.469
• CAS DataBase Reference: 3-ethylcyclohex-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ethylcyclohex-2-en-1-one(17299-34-2)
• EPA Substance Registry System: 3-ethylcyclohex-2-en-1-one(17299-34-2)

Safety Data

• Hazardous Substances Data: 17299-34-2(Hazardous Substances Data)

Upstream product

• 1453-24-3 1-ethylcyclohexene 
• 90611-06-6 5-Ethyl-1-methoxycyclohexa-1,4-dien 
• 14736-75-5 2-(3-oxo-cyclohex-1-enyl)-propionic acid ethyl ester 
• 855754-01-7 methyl-(3-oxo-cyclohex-1-enyl)-malonic acid diethyl ester 
• 78-94-4 methyl vinyl ketone 
• 78-93-3 butanone 
• 38275-04-6 octane-2,6-dione 
• 5234-61-7 4-ethyl-3-cyclohexen-1-one 
• 10467-10-4 ethylmagnesium iodide 
• 5323-87-5 3-Ethoxycyclohex-2-en-1-one 
• 10568-38-4 3-ethylanisole 
• 81036-84-2 3-bromocyclohex-2-en-1-one ethylene ketal 
• 75-03-6 ethyl iodide 
• 925-90-6 ethylmagnesium bromide 

Downstream Products

• 5668-93-9 3-ethyl-1,1'-biphenyl 
• 856184-42-4 1,3-diethyl-cyclohexa-1,3-diene 
• 64847-85-4 3-ethyl cyclohexanone 
• 114962-26-4 3-ethyl-cyclohex-2-enone semicarbazone 
• 142467-27-4 (±)-3-ethylcyclohex-2-en-1-ol 
• 443119-38-8 3-ethyl-2,2-dimethyl-3-cyclohexen-1-one 
• 22461-89-8 3-ethylcyclohexanone 
• 1092571-63-5 (R)-3-ethyl-3-phenylcyclohexanone 
• 912959-46-7 (+/-)-1-ethyl-2-cyclohexene-1-propanol acetate 
• 844655-73-8 4-[3-(acetyloxy)propyl]-4-ethyl-2-cyclohexen-1-one 
• 844655-74-9 4-[3-(acetyloxy)propyl]-4-ethyl-2-iodo-2-cyclohexen-1-one 
• 912959-47-8 4-ethyl-4-(3-hydroxypropyl)-2-(2-nitrophenyl)-2-cyclohexen-1-one 
• 844655-78-3 4-(3-azidopropyl)-4-ethyl-2-(2-nitrophenyl)-2-cyclohexen-1-one 

Relevant articles and documents

Formation of 2-(3'-Oxocyclohexyl)-2-cyclohexen-1-one via Reduction of 2-Cyclohexen-1-one with Electrogenerated Nickel(I) Salen

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Enantioselective Intermolecular [2+2] Photocycloaddition Reaction of Cyclic Enones and Its Application in a Synthesis of (-)-Grandisol

The intermolecular [2+2] photocycloaddition of typical cyclic α,β-unsaturated enones, such as 2-cyclohexenone, with olefins was performed in moderate to good yields (42-82%) and with high enantioselectivity (82%-96% ee). An unusual substitution pattern at the chiral oxazaborolidine-AlBr3 Lewis acid complex that promotes the reaction was found to be crucial for the success of the reaction. The method was applied to the enantioselective synthesis of the monoterpene (-)-grandisol, which could be accomplished in six steps and with an overall yield of 13% starting from 3-methyl-2-cyclohexenone.

Cp2ZrMeCl: A Reagent for Asymmetric Methyl Addition

The use of Cp2ZrMeCl is described as a source of nucleophilic methyl in asymmetric catalysis. This easily prepared reagent is bench stable, weighable in air, and generally useful in highly enantioselective copper-catalyzed addition reactions at room temperature. Methyl is successfully (generally >90% ee) added in 1,4-additions to cyclic and acyclic α,β-unsaturated ketones to provide tertiary and quaternary centers. Examples of catalyst controlled diastereoselective 1,6-addition and dynamic kinetic asymmetric allylic alkylation reactions are also reported. The reagent is used in the catalytic asymmetric synthesis of naturally occurring fragrance (R)-(-)-muscone (82% yield, 91% ee).