161776-41-6

Basic information

• Product Name: 1-hydroxy-2-phenyl-2-(2',2',6',6'-tetramethyl-1'-piperidinyloxy)ethane
• Synonyms: 1-hydroxy-2-phenyl-2-(2',2',6',6'-tetramethyl-1'-piperidinyloxy)ethane
• CAS NO: 161776-41-6
• Molecular Weight: 277.407
• Mol File: 161776-41-6.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: 1-hydroxy-2-phenyl-2-(2',2',6',6'-tetramethyl-1'-piperidinyloxy)ethane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-hydroxy-2-phenyl-2-(2',2',6',6'-tetramethyl-1'-piperidinyloxy)ethane(161776-41-6)
• EPA Substance Registry System: 1-hydroxy-2-phenyl-2-(2',2',6',6'-tetramethyl-1'-piperidinyloxy)ethane(161776-41-6)

Safety Data

• Hazardous Substances Data: 161776-41-6(Hazardous Substances Data)

Upstream product

• 100-42-5 styrene 
• 5132-07-0 TEMPO 
• 2564-83-2 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical 
• 529-64-6 Tropic acid 
• 96-09-3 styrene oxide 
• 41252-83-9 2-bromo-2-phenylethanol 
• 81913-53-3 1-(2-benzoyloxy-1-phenylethoxy)-2,2,6,6-tetramethylpiperidine 

Downstream Products

• 16355-00-3 (R)-1-phenyl-1,2-ethanediol 
• 25779-13-9 (S)-1-phenyl-1,2-ethanediol 
• 93-56-1 phenylethane 1,2-diol 
• 936331-29-2 (S)-2-phenyl-2-(2,2,6,6-tetramethylpiperidin-1-yloxy)ethanol 
• 477953-45-0 2-Phenyl-2-(2,2,6,6-tetramethyl-piperidin-1-yloxy)ethyl acrylate 
• 1202364-92-8 2-phenyl-2-((2,2,6,6-tetramethylpiperidin-1-yl)oxy)acetaldehyde 
• 81913-53-3 1-(2-benzoyloxy-1-phenylethoxy)-2,2,6,6-tetramethylpiperidine 
• 7031-93-8 2,2,6,6-tetramethylpiperidin-1-ol 
• 49594-84-5 Styrylbenzoat 
• 341968-36-3 1-(2-allyloxy-1-phenyl-ethoxy)-2,2,6,6-tetramethyl-piperidin 

Relevant articles and documents

Bifunctional initiators for free radical polymerization of non-crosslinked block copolymers

Novel bifunctional initiators have been designed with functional groups that independently produce free radicals. Initiators were synthesized to contain both diazene (-N=N-) and 2,2,6,6-tetramethylpiperidinyl-1-oxy (TEMPO) moieties tethered by ester or ether linkages. It is anticipated that these compounds will be useful for producing a diverse number of block copolymers for applications in polymer-supported organic synthesis and materials science.

Highly efficient generation of radicals from ester enolates by the ferrocenium ion. application to selective α-oxygenation and dimerization reactions of esters

-

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.

C-ON bond homolysis of alkoxyamines: When too high polarity is detrimental

Throughout the last decade, the effect of electron withdrawing groups (EWGs) has been known to play a role-minor or moderate depending on the nitroxyl fragment R1R2NO-in the change in the homolysis rate constant (kd) for C-ON bond homolysis in alkoxyamines (R1R2NOR). It has been shown that the effect of EWGs on kd is described by a linear relationship with the electrical Hammett constant σI. Since then, linear multi-parameter relationships f(σRS,ν,σI) have been developed to account for the effects involved in the changes in kd, which are the stabilization of the released radical (σRS) and the bulkiness (ν) and polarity (σI) of the alkyl fragment. Since a decade ago, new results have been published highlighting the limits of such correlations. In this article, previous multi-parameter linear relationships are amended using a parabolic model, i.e. (σI,nitroxide - σI,alkyl)2, to describe the effect of EWGs in the alkyl fragment on kd. In contrast to previous studies, these improved linear multi-parameter relationships f(σRS,ν,ΔσI2) are able to account for the presence of several EWGs on the alkyl fragment, R. An unexpectedly strong solvent effect-a ca. 1500-fold increase in kd-from tert-butylbenzene to the water/methanol mixture is also observed for 3-((2,2,6,6-tetramethylpiperidin-1-yl)oxyl)pentane-2,4-dione 1b in comparison to a ca. 5-fold increase in kd that is generally observed.