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00375 Sigma-Aldrich

4-Acetamido-2,2,6,6-tetramethylpiperidine 1-oxyl

Green Alternative

purum, ≥98.0% (HPLC)

  • CAS Number 14691-89-5

  • Empirical Formula (Hill Notation) C11H21N2O2

  • Molecular Weight 213.30

  •  Beilstein/REAXYS Number 3546225

  •  EC Number 423-840-3

  •  MDL number MFCD00043593

  •  PubChem Substance ID 329747053

  •  NACRES NA.22

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Properties

Related Categories Chemical Synthesis, Greener Alternative Products, Radical Chemistry, Re−engineered Products, Stable Radicals,
Quality Level   200
grade   purum
assay   ≥98.0% (HPLC)
greener alternative product score   old score: 9
new score: 8
Find out more about DOZN™ Scoring.
greener alternative product characteristics   Waste Prevention
Safer Solvents and Auxiliaries
Inherently Safer Chemistry for Accident Prevention
Learn more about the Principles of Green Chemistry.
mp   143-145 °C (lit.)
  143-146 °C
greener alternative category   Re-engineered
storage temp.   2-8°C
SMILES string   CC(=O)NC1CC(C)(C)N([O])C(C)(C)C1
InChI   1S/C11H21N2O2/c1-8(14)12-9-6-10(2,3)13(15)11(4,5)7-9/h9H,6-7H2,1-5H3,(H,12,14)
InChI key   UXBLSWOMIHTQPH-UHFFFAOYSA-N

Description

General description

4-Acetamido-2,2,6,6-tetramethylpiperidine 1-oxyl undergoes one-electron oxidation and reduction reactions. Reaction products were analyzed by 1H, 13C and 15N NMR spectral data.

Application

4-Acetamido-2,2,6,6-tetramethylpiperidine 1-oxyl radical may be employed in the catalytic system used for the regioselective oxidation of curdlan. It may be employed as model nitroxyl radical to study its reaction with thiophosgene. Reaction afforded 2,2,6,6-tetramethylpiperidine and 2,2,6,6-tetramethyl-1-hydroxypiperidine as major products.

Other Notes

New oxidant for the mild oxidation of alcohols to carbonyls

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 1
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles
Peer-Reviewed Papers
15

References

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