19340-13-7

Upstream product

• 24522-15-4 2,2-dimethyl-6-phenyl-4-piperidone 
• 77-78-1 dimethyl sulfate 
• 19543-52-3 1,2,2-trimethyl-6-phenyl-piperidin-4-ol 
• 87961-28-2 C₁₄H₂₀⁽²⁾HNO 
• 19543-52-3 cis-2,trans-2-dimethyl-trans-trans-6-phenyl-N-methylpiperidin-r-4-ol 
• 19543-52-3 c-2,t-2,N-trimethyl-c-6-phenylpiperidin-r-4-ol 

Downstream Products

• 38132-30-8 1,2,2-trimethyl-6-phenyl-piperidin-4-one-(Z)-oxime 
• 40245-23-6 1,2,2-trimethyl-6-phenyl-piperidin-4-one-(E)-oxime 
• 87961-28-2 C₁₄H₂₀⁽²⁾HNO 

Relevant academic research and scientific papers

Kinetics of oxidation of heterocyclic secondary alcohols by N-chloro-r-2,c-6-diphenyl-t-3 methyl piperidin-4-one (NCP) in perchloric acid medium

An investigation of the kinetics of oxidation of epimeric piperidin-4-ols, oxan-4-ols, and cyclohexanol by N-chloro-r-2, c-6-diphenyl-t-3-methylpiperidin-4-one (NCP) in aqueous acetic acid in the presence of perchloric acid shows that the reaction is first-order each in substrate and oxidant. Both H3O+ and Cl- which catalyze the reaction, exhibit a fractional order kinetics. While increase in ionic strength increases the rate slightly, an inverse dependence is observed between rate and solvent polarity. Addition of r-2-c-6-diphenyl-t-3-methylpiperidin-4-one, one of the reaction products, did not influence the rate. Also, no kinetic isotope effect has been observed. A plausible mechanism consistent with these observations is proposed and the relative reactivities of the substrates are explained on conformational grounds.

Oxidation of Substituted 1-Hetera-4-cyclohexanols by N-Bromsuccinimide

The rates of NBS oxidation of some substituted 1-hetera-4-cyclohexanols have been measured at 50 deg in 80percent acetic acid-20percent water (v/v).The primary kinetic isotope effect is suggestive of the involvement of C-H or C-D bond of the hydroxy beari

Stereochemical Effects in Oxidation of Some Substituted 1-Hetera-4-cyclohexanols by Bromine

The rates of bromine oxidation of a number of substituted 1-hetera-4-cyclohexanols in acetic acid-water (80:20, percentv/v) have been measured at 50 deg C and the differences in reaction rates are rationalised based on the substituent and conformational e

Kinetics of Oxidation of Epimeric Piperidin-4-ols by Vanadium(v)

The kinetics of oxidation of six epimeric pairs of piperidin-4-ols by vanadium(v) in the presence of sulphuric and perchloric acids in aqueous acetic acid have been investigated.The corresponding deuteriated piperidin-4-ols have been prepared in most case

Reactivity of Certain Piperidin-4-ols Towards Oxidation with Cerium(IV)

Kinetics of the oxidation of six pairs of epimeric piperidin-4-ols by cerium(IV) in the presence of sulphuric acid in an aqueous acetic acid medium at 60 deg C have been investigated.The corresponding α-deuteriated piperidin-4-ols have been prepared and their oxidation rates measured.The oxidation is first-order in both oxidant and substrate at constant acid concentration.Mechanism involving free-redical intermediates are proposed.The observed kinetic isotope effect in the case of t-2,t-6-diphenyl-c-3-isopropyl-N-methylpiperidin-r-4-ol (4) (kH/kD= 6.26) suggests that the C-H (or C-D) bond of the carbinol carbon is involved in the rate-determining step.An alternative mechanism involving the participation of the O-H bond in the rate-limiting step is proposed to account for the absence of a kinetic isotope effect (kH/kD= 1.00) in the oxidation of t-2,t-6-diphenyl-c-3,c-5,N-trimethylpiperidin-r-4-ol (5) and c-2,c-6-diphenyl-t-3,t-5,N-trimethylpiperidin-r-4-ol (14).It is probable that both mechanisms operate simultaneously in the oxidation of those piperidin-4-ols which show a kinetic isotope effect of ca. 2.00.The conformational effects on the rates of oxidation are discussed.