26460-91-3

Upstream product

• 45985-24-8 TEMPOL 
• 108-88-3 toluene 
• 122-78-1 phenylacetaldehyde 
• 103-82-2 phenylacetic acid 

Relevant academic research and scientific papers

Metal free decarboxylative aminoxylation of carboxylic acids using a biphasic solvent system

The smooth oxidative radical decarboxylation of carboxylic acids with TEMPO and other derivatives as radical scavengers is reported. The key to success was the use of a two-phase solvent system to avoid otherwise predominant side reactions such as the oxidation of TEMPO by persulfate and enabled the selective formation of synthetically useful alkoxyamines. The method does not require transition metals and was successfully used in a new synthetic approach for the antidepressant indatraline.

TEMPO-Mediated Oxidative Deformylation of Aldehydes: Applications in the Synthesis of Polyketide Fragments

A TEMPO-mediated oxidative deformylation of aldehydes is reported that yields the TEMPO adducts, which can be further oxidized to the corresponding ketones. The focus of this work was on the optimization of a synthetic protocol for use in natural product

PROCESS FOR THE PREPARATION OF STERICALLY HINDERED NITROXYL ETHERS

The present invention relates to a novel process for the preparation of a sterically hindered nitroxyl ether from the corresponding sterically hindered nitroxyl radical by reacting it with a carbonyl compound and a hydroperoxide. The compounds prepared by this process are effective stabilizers for polymers against harmful effects of light, oxygen and/or heat, as flame-retardants for polymers and as polymerization regulators.

The thermal reaction of sterically hindered nitroxyl radicals with allylic and benzylic substrates: Experimental and computational evidence for divergent mechanisms

The reaction of stable sterically hindered nitroxyl radicals with benzylic and allylic substrates was investigated. An allyloxyamine derivative was obtained by the reaction of 2 molar equiv of a nitroxyl radical with an unactivated alkene. Experimental an

Process for the synthesis of 4-substituted N-[(alk-2-en-1-yl)oxy]-and N-aralkyloxy-2,2,6,6-tetraalkylpiperidines

An environmentally friendly process for the preparation of the 4-functionalized N—OR derivatives of 2,2,6,6-tetraalkylpiperidines involves the hydrogen peroxide of the corresponding N—H compound to form the corresponding N-oxyl derivative, reacting two equivalents of the N-oxyl compound with one equivalent of a compound having an allylic hydrogen, a benzylic hydrogen or an activated methine hydrogen to form one equivalent of the corresponding N—OH compound and one equivalent of the corresponding N—OR compound, and recycling the N—OH compound back to the corresponding N-oxyl compound using hydrogen peroxide or air.

Organochromium(III) macrocyclic complexes. Factors controlling homolytic vs heterolytic cleavage of the chromium-carbon bond

Kinetics studies were done of the homolytic and heterolytic cleavage reactions of the chromium-carbon bonds in the complexes RCr(L)An+ (where L = [15]aneN4 = 1,4,8,12-tetraazacyclopentadecane; A = H2O, OH-). Activation parameters (ΔH?/kJ mol-1, ΔS?/J mol-1 K-1) for homolysis of RCrL(H2O)2+ are as follows: 111 ± 2, 54 ± 6 (R = p-CH3C6H4CH2); 103 ± 2, 28 ± 5 (C6H5CH2); 101 ± 3, 22 ± 9 (p-BrC6H4CH2); 110 ± 3, 62 ± 6 (i-C3H7). The ΔH? and ΔS? parameters are considerably smaller than those for homolysis of (H2O)5CrR2+ analogues. Primary alkyl macrocyclic complexes do not undergo homolysis. The complexes RCrL(OH)+ slowly hydrolyze for R = n-C3H7 and i-C3H7 whereas those for which R = ArCH2 do not. The activation parameters for hydrolysis are 78 ± 1, -53 ± 2 (R = i-C3H7) and 83 ± 3, -46 ± 9 (n-C3H7). This pathway shows no solvent deuterium isotope effect. The complexes RCrL(H2O)2+ are not subject to acidolysis by H3O+ or H2O, unlike their (H2O)5CrR2+ analogues.