5452-52-8

Basic information

• Product Name: 2-cyclohexylidene-1-phenylethanone
• CAS NO: 5452-52-8
• Molecular Formula: C₁₄H₁₆O
• Molecular Weight: 200.2762
• Mol File: 5452-52-8.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 320.7°C at 760 mmHg
• Flash Point: 136.2°C
• Density: 1.093g/cm³
• Vapor Pressure: 0.000312mmHg at 25°C
• Refractive Index: 1.61
• CAS DataBase Reference: 2-cyclohexylidene-1-phenylethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-cyclohexylidene-1-phenylethanone(5452-52-8)
• EPA Substance Registry System: 2-cyclohexylidene-1-phenylethanone(5452-52-8)

Safety Data

• Hazardous Substances Data: 5452-52-8(Hazardous Substances Data)

Upstream product

• 20109-09-5 1-(phenylethynyl)-1-cyclohexanol 
• 108-94-1 cyclohexanone 
• 20913-05-7 (Benzoylmethylene)triphenylphosphorane 
• 120802-85-9 1-(1-morpholinocyclohexyl)-1H-1,2,3-benzotriazole 
• 1052762-47-6 lithium 1-phenylethenolate 
• 25445-76-5 acetophenone N-ethoxycarbonylhydrazone 
• 683-08-9 Diethyl methylphosphonate 
• 100-47-0 benzonitrile 
• 70-11-1 α-bromoacetophenone 
• 7664-93-9 sulfuric acid 
• 13735-81-4 1-styrenyloxytrimethylsilane 
• 1122-60-7 1-nitrocyclohexane 
• 33414-83-4 1-(2-cyclohexylethynyl)benzene 
• 24332-24-9 1-(hex-1-ynyl)cyclohexyl acetate 

Downstream Products

• 1168156-45-3 4-ethoxy-2-phenyl-3-oxa-spiro[5,5]undec-1-ene 
• 97597-31-4 rac-2-cyclohexylidene-1-phenylethan-1-ol 
• 4442-82-4 rac-2-cyclohexyl-1-phenylethan-1-ol 
• 5653-09-8 2-cyclohexyl-1-phenylethan-1-one 

Relevant articles and documents

Asymmetric transfer hydrogenation of unsaturated ketones; factors influencing 1,4- vs 1,2- regio- and enantioselectivity, and alkene vs alkyne directing effects

A detailed study has been completed on the asymmetric transfer hydrogenation (ATH) of a series of enones using Ru(II) catalysts. Electron-rich rings adjacent to the C[dbnd]O group reduce the level of C[dbnd]O reduction compared to C[dbnd]C. The ATH reaction can readily discriminate between double and triple bonds adjacent to ketones, reducing the double bond but leaving a triple bond intact in the major product.

Acylation of Alkenes with the Aid of AlCl3 and 2,6-Dibromopyridine

Friedel-Crafts-type acylation of alkenes with acyl chlorides has been successfully conducted with a wide substrate scope by the combined use of AlCl3 and 2,6-dibromopyridine. Trisubstituted alkenes afford allylketones or vinylketones depending on the presence or absence of hydrogen atom(s) at the β-position to the acylation site, while monosubstituted alkenes exclusively afford vinylketones.

Gold-catalyzed highly regioselective oxidation of C-C triple bonds without acid additives: Propargyl moieties as masked α,β-unsaturated carbonyls

Gold-catalyzed intermolecular oxidations of internal alkynes have been achieved with high regioselectivities using 8-alkylquinoline N-oxides as oxidants and in the absence of acid additives. Synthetically versatile α,β-unsaturated carbonyls are obtained in good to excellent yields and with excellent E-selectivities. A range of functional groups such as THP, MOMO, N3, OTBS, and N-Boc are tolerated. This reaction allows α,β-unsaturated carbonyls to be masked as propargyl moieties, thus offering a practical solution to compatibility issues with these functional groups likely encountered in syntheses of complex structures.