4-Acetamido-TEMPO

Base Information

• Chemical Name: 4-Acetamido-TEMPO
• CAS No.: 14691-89-5
• Deprecated CAS: 201863-94-7,1031706-07-6
• Molecular Formula: C11H21N2O2
• Molecular Weight: 215.316
• Hs Code.: 29339900
• UNII: G7ABJ73L6S
• DSSTox Substance ID: DTXSID60932959
• Nikkaji Number: J1.576.000A,J817.276E
• Mol file: 14691-89-5.mol

Synonyms:tempace

Chemical Property of 4-Acetamido-TEMPO

Chemical Property:

• Appearance/Colour: Orange-red crystalline powder
• Vapor Pressure: 1.9E-06mmHg at 25°C
• Melting Point: 143-145 °C(lit.)
• Refractive Index: 1.506
• Boiling Point: 368.8 °C at 760 mmHg
• Flash Point: 176.8 °C
• PSA: 32.34000
• Density: 1.06g/cm³
• LogP: 1.81840
• Storage Temp.: 2-8°C
• Solubility.: Soluble in ethanol, acetone, acetonitrile, methylene chloride. I
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 213.160302917
• Heavy Atom Count: 15
• Complexity: 243

Purity/Quality:

99.9% ^*data from raw suppliers

4-Acetamido-2,2,6,6-tetramethylpiperidine 1-oxyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22-36/37
• Safety Statements: 26-36-24/25-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)NC1CC(N(C(C1)(C)C)[O])(C)C
• Uses: 4-Acetamido-TEMPO, free radical oxidizes alcohols to carbonyl compounds in the presence of TsOH. Oxidizes alcohols to carbonyl compounds in the presence of TsOH.

Technology Process of 4-Acetamido-TEMPO

There total 19 articles about 4-Acetamido-TEMPO which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

4-acetylamino-2,2,6,6-tetramethyl-1-piperidinium acetate (136708-43-5) → 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy (14691-89-5,136708-39-9)

Guidance literature:

With sodium tungstate; dihydrogen peroxide; ethylene diamine tetraacetic acid tetrasodium salt; potassium carbonate; In water; for 72h;

DOI:10.1021/jo981322c

Reference yield: 98.0%

4-(acetylamino)-2,2,6,6-tetramethyl-1-hydroxy-piperidinium p-toluenesulfonate (136708-42-4) → 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy (14691-89-5,136708-39-9)

Guidance literature:

With sodium perborate; dihydrogen peroxide; potassium carbonate; In water; for 24h; Ambient temperature;

DOI:10.1021/jo00021a027

Reference yield: 97.5%

ethylenediaminetetraacetic acid disodium salt dihydrate + N-(2,2,6,6-tetramethylpiperidin-4-yl)acetamide (40908-37-0) → 4-acetylamino-2,2,6,6-tetramethylpiperidine-N-oxyl (14691-89-5)

Guidance literature:

With ammonium carbonate; dihydrogen peroxide; In water;

upstream raw materials:

N-(2,2,6,6-tetramethylpiperidin-4-yl)acetamide

4-(acetylamino)-2,2,6,6-tetramethyl-1-hydroxy-piperidinium p-toluenesulfonate

4-acetylamino-2,2,6,6-tetramethyl-1-piperidinium acetate

4-amino-2,2,6,6-tetramethyl-1-piperidine-1-oxyl

Downstream raw materials:

N-(1-Cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yl)acetamide

tempamine

5'-dimethoxytrityl-N₄-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxycytidine

5'-dimethoxytrityl-N₄-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxycytidine

Refernces

• 1、 Sato, Shingo,Endo, Susumu,Kurokawa, Yusuke,Yamaguchi, Masaki,Nagai, Akio,Ito, Tomohiro,Ogata, Tateaki. "Synthesis and fluorescence properties of six fluorescein-nitroxide radical hybrid-compounds". supporting information. p. 66 - 71. Retrieved 2016/07/06.
• 2、 D'Amato, Erica M.,Neumann, Constanze N.,Ritter, Tobias. "Selective Aromatic C-H Hydroxylation Enabled by η6-Coordination to Iridium(III)". . p. 4626 - 4631. Retrieved 2015/10/06.