2177-34-6

Basic information

• Product Name: 1-cyclohexyl-2-propen-1-one
• Synonyms: 1-cyclohexyl-2-propen-1-one;Cyclohexylvinyl ketone;2-Propen-1-one, 1-cyclohexyl
• CAS NO: 2177-34-6
• Molecular Formula: C₉H₁₄O
• Molecular Weight: 138.20686
• EINECS: 218-539-7
• Mol File: 2177-34-6.mol
• Article Data: 30

Chemical Properties

• Boiling Point: 213.2°Cat760mmHg
• Flash Point: 78.9°C
• Appearance: /
• Density: 0.925g/cm³
• Vapor Pressure: 0.166mmHg at 25°C
• Refractive Index: 1.464
• CAS DataBase Reference: 1-cyclohexyl-2-propen-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-cyclohexyl-2-propen-1-one(2177-34-6)
• EPA Substance Registry System: 1-cyclohexyl-2-propen-1-one(2177-34-6)

Safety Data

• Hazardous Substances Data: 2177-34-6(Hazardous Substances Data)

Usage

Uses

Cyclohexyl Vinyl Ketone is a reagent used in the synthesis of α,β-unsaturated carbonyl compounds which are aminotrifluoromethylathiolated.

InChI:InChI=1/C9H14O/c1-2-9(10)8-6-4-3-5-7-8/h2,8H,1,3-7H2

Upstream product

• 90646-78-9 1-cyclohexyl-1-hydroxypropan-2-one 
• 4352-44-7 1-cyclohexylprop-2-en-1-ol 
• 1826-67-1 vinyl magnesium bromide 
• 80783-98-8 N-methoxy-N-methylcyclohexanecarboxamide 
• 50-00-0 formaldehyd 
• 823-76-7 Cyclohexyl methyl ketone 
• 2043-61-0 cyclohexanecarbaldehyde 
• 1123-86-0 cyclohexyl ethyl ketone 
• 75-11-6 diiodomethane 
• 112683-62-2 1-(phenylsulfonyl)-2-cyclohexyl-ethan-2-one 
• 7715-09-5 α-(Methylsulfinyl)-propionylcyclohexan 
• 876508-47-3 1-Hydroxy-1-(cyclohex-3-enyl)-propan-2-on 
• 108-94-1 cyclohexanone 
• 38289-30-4 trans-4-n-trans-cyclohexanecarboxylic acid 

Downstream Products

• 138175-34-5 2-(3-cyclohexyl-3-oxopropyl)-1H-isoindole-1,3(2H)-dione 
• 103108-54-9 1-Cyclohexyl-3-hydroxy-2-methylene-pentan-1-one 
• 73488-03-6 (+/-)-4-bromo-2-cyclohexylbutan-2-ol 
• 31152-17-7 E-1,4-Dicyclohexyl-2-buten-1,4-dion 
• 1295508-82-5 C₁₇H₂₀BrClO 
• 1461703-54-7 C₂₇H₃₁NO₂ 
• 58688-35-0 cyclohexyl(cyclopropyl)methanone 

Relevant articles and documents

Palladium-mediated ring opening of hydroxycyclopropanes

(matrix presented) The palladium-mediated ring opening of substituted cyclopropanols has been found to take place predominantly at the less substituted C-C bond. Thus, sequential application of the titanium-mediated cyclopropanation of esters and the palladium-mediated ring opening of the resulting cyclopropanols provides a convenient method for functionalizing monosubstituted olefins.

Studies Targeting Ryanodol Result in an Annulation Reaction for the Synthesis of a Variety of Fused Carbocycles

An annulation reaction is described to access a range of polycyclic and highly oxygenated carbocycles. First developed in an approach to the synthesis of ryanodol, metallacycle-mediated annulative diketone-alkyne coupling defines a framework for realization of new retrosynthetic relationships for complex molecule synthesis. In addition to demonstrating this reaction in the context of forging distinct carbocyclic systems, including those featuring a seven-membered ring, the choice of quenching reagent leads to unique reaction outcomes.

Indium(III)-Catalyzed Hydration and Hydroalkoxylation of α,β-Unsaturated Ketones in Aqueous Media

The hydration of α,β-unsaturated ketones with water proceeded efficiently in the presence of In(OTf)3 (20 mol%) in aqueous media to afford synthetically versatile β-hydroxyketones in moderate to good yields with good functional group compatibility. The method also can be extended to the hydroalkoxylation of α,β-unsaturated ketones with various alcohols for the efficient synthesis of β-alkoxyketones as well as tetrahydrofuran derivatives. (Figure presented.).