3239-03-0

Basic information

• Product Name: Cyclohexanol, 4-methyl-1-(1-methylethyl)-, cis-
• CAS NO: 3239-03-0
• Molecular Formula: C10H20O
• Molecular Weight: 156.268
• Mol File: 3239-03-0.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Cyclohexanol, 4-methyl-1-(1-methylethyl)-, cis-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanol, 4-methyl-1-(1-methylethyl)-, cis-(3239-03-0)
• EPA Substance Registry System: Cyclohexanol, 4-methyl-1-(1-methylethyl)-, cis-(3239-03-0)

Safety Data

• Hazardous Substances Data: 3239-03-0(Hazardous Substances Data)

Upstream product

• 14539-76-5 rac-neomenthyl-4-tolylsulfonate 
• 1068-56-0 isopropylmagnesium iodide 
• 589-92-4 1-methylcyclohexan-4-one 
• 920-39-8 isopropylmagnesium bromide 
• 562-74-3 TERPINEN-4-OL 
• 2438-10-0 (+)-terpinen-4-ol 
• 77983-71-2 p-3-Menthene oxide 
• 1124-27-2 p-4⁽⁸⁾-menthene 
• 20126-76-5 (-)-terpinen-4-ol 
• 562-75-4 (-)-trans-p-Menthen-⁽²⁾-ol-⁽⁴⁾ 
• 99-82-1 Menthane 
• 20082-33-1 trans-Δ⁸-p-Menthen-4-ol 
• 105-87-3 3,7-dimethyl-2E,6-octadien-1-yl acetate 
• 6070-04-8 (+)-4-Hydroxy-N_.N-dimethyl-neomenthylamin 

Downstream Products

• 3239-04-1 4-Acetamino-trans-menthan 
• 73908-38-0 cis-4-menthanyl-3,5-dinitrobenzoate 
• 500-00-5 3-p-menthene 

Relevant articles and documents

Heterogeneous Hydroxyl-Directed Hydrogenation: Control of Diastereoselectivity through Bimetallic Surface Composition

Directed hydrogenation, in which product selectivity is dictated by the binding of an ancillary directing group on the substrate to the catalyst, is typically catalyzed by homogeneous Rh and Ir complexes. No heterogeneous catalyst has been able to achieve equivalently high directivity due to a lack of control over substrate binding orientation at the catalyst surface. In this work, we demonstrate that Pd-Cu bimetallic nanoparticles with both Pd and Cu atoms distributed across the surface are capable of high conversion and diastereoselectivity in the hydroxyl-directed hydrogenation reaction of terpinen-4-ol. We postulate that the OH directing group adsorbs to the more oxophilic Cu atom while the olefin and hydrogen bind to adjacent Pd atoms, thus enabling selective delivery of hydrogen to the olefin from the same face as the directing group with a 16:1 diastereomeric ratio.

Palladium on graphene: The in situ generation of a catalyst for the chemoselective reduction of α,β-unsaturated carbonyl compounds

Palladium-supported graphene oxide has been successfully applied as a catalyst precursor for the selective reduction of α,β-unsaturated carbonyl compounds. Pd nanoparticles were formed during the course of the reduction with only negligible leaching of the Pd species into the reaction mixture.

Directing Effects in Homogeneous Hydrogenation with PF6

The presence of a ligating group, e.g., OH, CO2Me, C=O, or OMe, on an olefinic substrate is shown to direct the attack of the hydrogenation catalyst PF6/H2/CH2Cl2 from the face of the molecule containing the directing group.Isomerization is a minor side reaction in the cases studied.The origin of this effect is discussed and a model intermediate isolated.