29474-12-2

Basic information

• Product Name: cimepanol
• Synonyms: cimepanol;Bilidia;Cimepanole;Cyclohexylmethylpropanol;α-Isopropylcyclohexanemethanol
• CAS NO: 29474-12-2
• Molecular Formula: C₁₀H₂₀O
• Molecular Weight: 156.267
• EINECS: 249-661-9
• Mol File: 29474-12-2.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 220.3oC at 760 mmHg
• Flash Point: 95oC
• Appearance: /
• Density: 0.903g/cm3
• Vapor Pressure: 0.0237mmHg at 25°C
• Refractive Index: 1.463
• CAS DataBase Reference: cimepanol(CAS DataBase Reference)
• NIST Chemistry Reference: cimepanol(29474-12-2)
• EPA Substance Registry System: cimepanol(29474-12-2)

Safety Data

• Hazardous Substances Data: 29474-12-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H20O/c1-8(2)10(11)9-6-4-3-5-7-9/h8-11H,3-7H2,1-2H3

Upstream product

• 78-84-2 isobutyraldehyde 
• 931-50-0 cyclohexylmagnesium bromide 
• 62039-08-1 (1-Cyclohexyl-2-methyl-propoxy)-diethyl-silane 
• 90334-44-4 N-Cyclohexylidene-N'-(diphenyl-pyridin-4-yl-methyl)-hydrazine 
• 503606-98-2 1-cyclohexyl-1-[dimethyl(phenyl)silyl]-1-[dimethyl(phenyl)silyloxy]-2-methylpropane 
• 155397-15-2 1,1-biscyclohexanemethanol 
• 2719-27-9 cyclohexanylcarbonyl chloride 
• 108-94-1 cyclohexanone 
• 1125-71-9 1-cyclohexyl-2-methylpropan-1-one 
• 611-70-1 phenyl isopropyl ketone 
• 67-56-1 methanol 
• 1193-81-3 rac-1-cyclohexylethanol 

Downstream Products

• 1125-71-9 1-cyclohexyl-2-methylpropan-1-one 

Relevant articles and documents

Manganese(I)-Catalyzed β-Methylation of Alcohols Using Methanol as C1 Source

Highly selective β-methylation of alcohols was achieved using an earth-abundant first row transition metal in the air stable molecular manganese complex [Mn(CO)2Br[HN(C2H4PiPr2)2]] 1 ([HN(C2H4PiPr2)2]=MACHO-iPr). The reaction requires only low loadings of 1 (0.5 mol %), methanolate as base and MeOH as methylation reagent as well as solvent. Various alcohols were β-methylated with very good selectivity (>99 %) and excellent yield (up to 94 %). Biomass derived aliphatic alcohols and diols were also selectively methylated on the β-position, opening a pathway to “biohybrid” molecules constructed entirely from non-fossil carbon. Mechanistic studies indicate that the reaction proceeds through a borrowing hydrogen pathway involving metal–ligand cooperation at the Mn-pincer complex. This transformation provides a convenient, economical, and environmentally benign pathway for the selective C?C bond formation with potential applications for the preparation of advanced biofuels, fine chemicals, and biologically active molecules.

Tuning the chemoselective hydrogenation of aromatic ketones, aromatic aldehydes and quinolines catalyzed by phosphine functionalized ionic liquid stabilized ruthenium nanoparticles

Ruthenium nanoparticles (Ru NPs) stabilized by phosphine-functionalized ionic liquids (PFILs) were synthesized in an imidazolium-based ionic liquid using H2 as a reductant. Characterization showed well-dispersed particles of about 2.2 nm (TEM) and confirmed the PFIL stabilization of the Ru NPs (NMR). The Ru NPs stabilized by PFILs exhibited excellent activity and switchable chemoselectivity in the heterogeneous selective hydrogenation of aromatic ketones, aromatic aldehydes and quinolines under mild conditions.

1,1-Disilyl alcohols as d1 synthons: Harnessing the 1,2-Brook rearrangement

1,1-Disilyl alcohols like 6 give the silyl ethers like 9 on treatment with base and alkyl halides, in a reaction which may be formulated as the alkylation of the Brook-rearranged carbanion 8. The products can be oxidised to give ketones like 10, showing that this Brook-rearranging system supplies a controlled d1 synthon of the acyl anion class. The alcohols can be prepared from the acid chloride 12 and dimethyl(phenyl)silyllithium, but the intermediate anion 21 need not be worked up; it can be used directly in the alkylation step.