ol

• ChemBase ID: 147822
• Molecular Formular: C11H21N2O2
• Molecular Mass: 213.29664
• Monoisotopic Mass: 213.16030292
• SMILES: CC(=O)NC1CC(N(C(C1)(C)C)[O])(C)C
• Canonical SMILES: [O]N1C(C)(C)CC(CC1(C)C)NC(=O)C
• 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

NAMES AND DATABASE IDS

Names

• IUPAC name: ol
• IUPAC Traditional name: tyrosine(.)
• Synonyms: 4-Acetamido-2,2,6,6-tetramethylpiperidine 1-oxyl; 4-Acetamido-TEMPO, free radical; 4-Acetamido-2,2,6,6-tetramethyl-1-piperidinyloxy, free radical; 4-Acetamido-2,2,6,6-tetramethylpiperidine 1-oxyl; 4-乙酰氨-2,2,6,6-四甲基哌啶-1-氧; 4-乙酰氨-2,2,6,6-四甲基哌啶-1-氧，自由基; 4-乙酰胺基, 自由基; 4-乙酰氨-2,2,6,6-四甲基哌啶-1-氧

Database IDs

• CAS Number: 14691-89-5
• EC Number: 423-840-3
• MDL Number: MFCD00043593
• Beilstein Number: 3546225
• PubChem SID: 24845016; 24864140; 162242005
• PubChem CID: 518988

CALCULATED PROPERTIES

• Acid pKa: 15.998419
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.065413184
• LogD (pH = 7.4): -0.0654131
• Log P: -0.0654131
• Molar Refractivity: 58.2759 cm^3
• Polarizability: 23.198305 Å^3
• Polar Surface Area: 32.34 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 143-145 °C(lit.); 143-146 °C; 143-146°C

Safety Information

• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 1
• Risk Statements: 22
• Safety Statements: 22
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• GHS Precautionary statements: P264-P270-P301+P312-P330-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (HPLC); 98%; 98+%
• Grade: purum
• Empirical Formula (Hill Notation): C11H21N2O2

DETAILS

Sigma Aldrich - 390380

Packaging
5, 25, 100 g in glass bottle
Application
Oxidizes alcohols to carbonyl compounds in the presence of TsOH.1

Sigma Aldrich - 00375

Other Notes
New oxidant for the mild oxidation of alcohols to carbonyls1

REFERENCES

• 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. .