1462-27-7

Basic information

• Product Name: 1-CYCLOHEXYL-1-BUTANONE
• Synonyms: 1-CYCLOHEXYL-1-BUTANONE;1-Cyclohexanol-1-butanone;1-cyclohexylbutan-1-one
• CAS NO: 1462-27-7
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.25
• EINECS: 215-966-0
• Mol File: 1462-27-7.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 237.64°C (rough estimate)
• Flash Point: 87.5°C
• Appearance: /
• Density: 0.9030
• Vapor Pressure: 0.134mmHg at 25°C
• Refractive Index: 1.4537
• CAS DataBase Reference: 1-CYCLOHEXYL-1-BUTANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-CYCLOHEXYL-1-BUTANONE(1462-27-7)
• EPA Substance Registry System: 1-CYCLOHEXYL-1-BUTANONE(1462-27-7)

Safety Data

• Hazardous Substances Data: 1462-27-7(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthetic Communications, 8, p. 59, 1978 DOI: 10.1080/00397917808062184

InChI:InChI=1/C10H18O/c1-2-6-10(11)9-7-4-3-5-8-9/h9H,2-8H2,1H3

Upstream product

• 64-17-5 ethanol 
• 103649-07-6 1-propyl-cyclohexanecarbaldehyde 
• 62039-12-7 1-cyclohexyl-1-butanol 
• 931-51-1 cyclohexylmagnesiumchloride 
• 123-72-8 butyraldehyde 
• 18736-82-8 1-cyclohexyl-but-2-en-1-ol 
• 72824-04-5 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 2043-61-0 cyclohexanecarbaldehyde 
• 67-56-1 methanol 
• 1123-86-0 cyclohexyl ethyl ketone 
• 93-91-4 1-phenylbutan-1,3-dione 
• 557-93-7 2-bromoprop-1-ene 
• 1021934-20-2 1-(1-bromobutyl)cyclohexanol 
• 6838-60-4 4,5-bis-trimethylsilanyloxy-oct-4-ene 

Downstream Products

• 4456-99-9 3-hexylcyclohexane 
• 35383-65-4 7-oxo-decanoic acid 
• 4352-42-5 (S)-1-cyclohexyl-1-butanol 
• 4352-42-5 (R)-1-cyclohexyl-1-butanol 
• 62039-12-7 1-cyclohexyl-1-butanol 

Relevant articles and documents

Rh-Catalyzed Coupling of Aldehydes with Allylboronates Enables Facile Access to Ketones

We present herein a novel strategy for the preparation of ketones from aldehydes and allylic boronic esters. This reaction involves the allylation of aldehydes with allylic boronic esters and the Rh-catalyzed chain-walking of homoallylic alcohols. The key to this successful development is the protodeboronation of alkenyl borylether intermediate via a tetravalent borate anion species in the presence of KHF2 and MeOH. This approach features mild reaction conditions, broad substrate scope, and excellent functional group tolerance. Mechanistic studies also supported that the tandem allylation and chain-walking process were involved.

Selective Hydrogenation and Hydrodeoxygenation of Aromatic Ketones to Cyclohexane Derivatives Using a Rh&at;SILP Catalyst

Rhodium nanoparticles immobilized on an acid-free triphenylphosphonium-based supported ionic liquid phase (Rh&at;SILP(Ph3-P-NTf2)) enabled the selective hydrogenation and hydrodeoxygenation of aromatic ketones. The flexible molecular approach used to assemble the individual catalyst components (SiO2, ionic liquid, nanoparticles) led to outstanding catalytic properties. In particular, intimate contact between the nanoparticles and the phosphonium ionic liquid is required for the deoxygenation reactivity. The Rh&at;SILP(Ph3-P-NTf2) catalyst was active for the hydrodeoxygenation of benzylic ketones under mild conditions, and the product distribution for non-benzylic ketones was controlled with high selectivity between the hydrogenated (alcohol) and hydrodeoxygenated (alkane) products by adjusting the reaction temperature. The versatile Rh&at;SILP(Ph3-P-NTf2) catalyst opens the way to the production of a wide range of high-value cyclohexane derivatives by the hydrogenation and/or hydrodeoxygenation of Friedel–Crafts acylation products and lignin-derived aromatic ketones.

Manganese PNP-pincer catalyzed isomerization of allylic/homo-allylic alcohols to ketones-activity, selectivity, efficiency

We report the first manganese catalyzed isomerization of allylic alcohols to produce the corresponding carbonyl compounds. The ligand plays a decisive role in the efficiency of this reaction. Very high conversions could be obtained using a solvent-free reaction system. A detailed DFT study reveals a self-dehydrogenation/hydrogenation reaction mechanism which was verified by the isolation of the α,β-unsaturated ketone as intermediate and a deuterium labeling experiment. It also provided a rationale for the observed selectivity and the higher efficiency of phenyl over isopropyl substitution.