3297-66-3

Basic information

• Product Name: Cyclohexanol, 2-(2-quinolinyl)-
• CAS NO: 3297-66-3
• Molecular Formula: C15H17NO
• Molecular Weight: 227.306
• Mol File: 3297-66-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Cyclohexanol, 2-(2-quinolinyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanol, 2-(2-quinolinyl)-(3297-66-3)
• EPA Substance Registry System: Cyclohexanol, 2-(2-quinolinyl)-(3297-66-3)

Safety Data

• Hazardous Substances Data: 3297-66-3(Hazardous Substances Data)

Upstream product

• 91-22-5 quinoline 
• 110-83-8 cyclohexene 
• 3311-56-6 2-(quinolin-2-yl)cyclohexanone 
• 1613-37-2 Quinoline N-oxide 

Downstream Products

• 1334808-86-4 [(1S,2R)-trans-2-(quinolin-2-yl)cyclohexan-1-oxy]diphenyl phosphine 
• 1334808-91-1 [(1R,2R)-cis-(2-quinolin-2-yl)cyclohexan-1-oxy]diphenyl phosphine 
• 1334808-97-7 (1R,2R)-cis-2-(quinolin-2-yl)cyclohexanol 
• 1334808-93-3 (1S,2R)-trans-2-(quinolin-2-yl)cyclohexanol 
• 950181-12-1 2-(cyclohex-1-en-1-yl)quinoline 

Relevant articles and documents

Visible-light-mediated three-component Minisci reaction for heteroarylethyl alcohols synthesis

Methods for heteroarylethyl alcohol synthesis are critical to the chemical and pharmaceutical industries. Herein, we report a mild, modular, practical Minisci reaction for catalytic synthesis of heteroarylethyl alcohols via sequential addition of H2O and N-heteroarenes across olefinic double bonds. This scalable protocol was used for direct hydroxy-heteroarylation of olefins with a wide range of N-heteroarenes and can be expected to permit rapid conversion of abundant feedstock materials into medically relevant molecules.

Synthesis of chiral P,N-ligands derived from quinoline and their application in asymmetric allylic alkylations

Chiral P,N-ligands derived from quinoline and with a trans and cis cyclohexane backbone were easily synthesised in four steps from quinoline N-oxide. The enantiopure trans isomer was obtained by the way of chiral resolution of the mixture of trans- and cis-2-(quinolin-2-yl)cyclohexanol with dibenzoyltartaric acid and then subjected to a Mitsunobu reaction and deprotection to give the corresponding cis isomer. The optical pure trans and cis isomer reacted with chlorodiphenylphosphine or PAr2NEt 2 to obtain trans and cis P,N-ligands, which were used in asymmetric allylic alkylations with up to 78% ee and 84% ee respectively.

Electron-transfer Processes: Metal Salt Catalysed Oxidation of Olefins by Peroxydisulphate

The reaction of simple olefins (oct-1-ene, oct-2-ene, cyclohexene, cycloheptene) with peroxydisulphate has been investigated under several conditions: (i) in aqueous medium and catalysis by AgI, FeII, and CuII; (ii) in acetic madium and catalysis by CuII, FeIII; (iii) in the presence of traps of nucleophilic alkyl radicals (protonated heteroaromatic bases and 1,4-benzoquinone either in water or in acetic acid).The catalyst and the radical trap govern the selectivity and allow a variety of new synthetic achievements.Evidence for a unified initial mechanism of electron transfer with formation of a radical cation from the olefin is reported to explain all the results.In water the radical cation gives a β-hydroxyalkyl radical, which, depending on the nature of the catalyst and the trap, can give the corresponding saturated alcohol by hydrogen abstraction, the products of CuII oxidation, or β-hydroxyalkylation of the heteroaromatic compound or 1,4-benzoquinone.In acetic acid the radical cation gives a β-acetoxyalkyl radical, which is oxidized to the corresponding allylic acetate by copper(II) acetate or trapped by the heteroaromatic base.