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4-ACETAMIDO-TEMPO

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4-ACETAMIDO-TEMPO Basic information

Product Name:
4-ACETAMIDO-TEMPO
Synonyms:
  • 4-ACETAMIDO-2,2,6,6-TETRAMETHYLPIPERIDINE 1-OXYL PURUM 98%
  • 4-Acetamido-2,2,6,6-tetramethylpiperidine 1-Oxyl 
  • Free Radical [Catalyst for Oxidation]
  • 4-Acetamido-2,2,6,6-tetramethyl-N-piperidinyloxy (free radical) for synthesis
  • 1-Piperidinyloxy radical,4-(acetylamino)-2,2,6,6-tetramethyl-
  • 1-Piperidinyloxy, 4-(acetylamino)-2,2,6,6-tetramethyl-
  • 2,2,6,6-Tetramethyl-4-acethylamino-piperidin-1-oxyl
  • 4-(acetylamino)-2,2,6,6-tetramethyl-1-piperidinylox
CAS:
14691-89-5
MF:
C11H21N2O2*
MW:
213.3
EINECS:
423-840-3
Product Categories:
  • Analytical Chemistry
  • ESR Spectrometry
  • Oxidation
  • Spin Labels
  • Synthetic Organic Chemistry
  • Piperidine
  • Radical Chemistry
  • Stable Radicals
  • TEMPO Derivatives
Mol File:
14691-89-5.mol
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4-ACETAMIDO-TEMPO Chemical Properties

Melting point:
143-145 °C (lit.) 143-146 °C
Boiling point:
353.29°C (rough estimate)
Density 
1.0451 (rough estimate)
refractive index 
1.4620 (estimate)
storage temp. 
2-8°C
solubility 
Soluble in ethanol, acetone, acetonitrile, methylene chloride. Insoluble in hexane, ether.
form 
powder to crystaline
color 
Light yellow to Brown
BRN 
3546225
InChI
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)
InChIKey
UXBLSWOMIHTQPH-UHFFFAOYSA-N
SMILES
C1(NC(=O)C)CC(N([O])C(C)(C)C1)(C)C |^1:8|
CAS DataBase Reference
14691-89-5(CAS DataBase Reference)
EPA Substance Registry System
1-Piperidinyloxy, 4-(acetylamino)-2,2,6,6-tetramethyl- (14691-89-5)
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-22-36/37
Safety Statements 
26-36-24/25-22
WGK Germany 
1
9
TSCA 
Yes
HS Code 
29339900

MSDS

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4-ACETAMIDO-TEMPO Usage And Synthesis

Chemical Properties

ORANGE-RED CRYSTALLINE POWDER

Uses

4-Acetamido-TEMPO, free radical oxidizes alcohols to carbonyl compounds in the presence of TsOH.

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.

Purification Methods

Dissolve the 1-oxyl in CH2Cl2, wash it with saturated K2CO3, then saturated aqueous NaCl, dry (Na2SO4), filter and evaporate. The red solid is recrystallised from aqueous MeOH, m 147.5o. [Ma & Bobbitt J Org Chem 56 6110 1991, Rozantsev & Kokhanov Bull Acad Sci USSR, Div Chem Sci 15 1422 1966, Beilstein 22/8 V 174.]

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