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14691-89-5 - 4-Acetamido-TEMPO, free radical, 98+% - 4-Acetamido-2,2,6,6-tetramethyl-1-piperidinyloxy, free radical - B23456 - Alfa Aesar

B23456 4-Acetamido-TEMPO, free radical, 98+%

CAS Number
14691-89-5
Synonyms
4-Acetamido-2,2,6,6-tetramethyl-1-piperidinyloxy, free radical

Size Price ($) Quantity Availability
1g 32.96
5g 88.68
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4-Acetamido-TEMPO, free radical, 98+%

MDL
MFCD00043593
EINECS
423-840-3

Chemical Properties

Formula
C11H21N2O2
Formula Weight
213.30
Melting point
143-146°
Solubility
Soluble in ethanol, acetone, acetonitrile, methylene chloride. Insoluble in hexane, ether.

Applications

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

Notes

Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Incompatible with oxidizing agents, heat.

Literature References

Erika Watanabe; Naoyuki Tamura; Tsuguyuki Saito; Naoto Habu; Akira Isogai. Preparation of completely C6-carboxylated curdlan by catalytic oxidation with 4-acetamido-TEMPO. Carbohydrate Polymers. 2014, 100, 74-79.

Weili Yin; Changhu Chu1; Qiongqiong Lu1; Jianwei Tao; Xinmiao Liang and Renhua Liu. Iron Chloride/4-Acetamido-TEMPO/Sodium Nitrite-Catalyzed Aerobic Oxidation of Primary Alcohols to the Aldehydes. Advanced Synthesis & Catalysis. 2010, 352 (1), 113-118.

In the presence of an acid disproportionates to the oxoammonium salt, a highly selective reagent for alcohol oxidation. For a review of oxoammonium (nitrosonium) salts, see: Heterocycles, 27, 509 (1988); for a brief feature on oxoammonium salts, see: Synlett, 1757 (2003). In combination with tosic acid, oxidizes alcohols to aldehydes and ketones: J. Org. Chem., 56, 6110 (1991). For oxidation of diols to ɑ-dicarbonyl compounds, see: J. Org. Chem., 59, 6338 (1994). Review of the use of stable nitroxyl radicals for the oxidation of primary and secondary alcohols: Synthesis, 1153 (1996) Cf also 4-Hydroxy-TEMPO, A12497, and TEMPO, A12733. .

GHS Hazard and Precautionary Statements

Hazard Statements: H302

Harmful if swallowed.

Precautionary Statements: P264-P270-P301+P312-P330-P501a

Wash thoroughly after handling. Do not eat, drink or smoke when using this product. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. Rinse mouth. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
3546225
Harmonized Tariff Code
2933.39
TSCA
Yes

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