1-Pyrrolidinyloxy, 3-(aminocarbonyl)-2,2,5,5-tetramethyl-

Base Information

• Chemical Name: 1-Pyrrolidinyloxy, 3-(aminocarbonyl)-2,2,5,5-tetramethyl-
• CAS No.: 4399-80-8
• Deprecated CAS: 55805-96-4
• Molecular Formula: C₉H₁₇N₂O₂
• Molecular Weight: 185.246
• Hs Code.: 29339980
• European Community (EC) Number: 224-533-5
• DSSTox Substance ID: DTXSID30963159
• Nikkaji Number: J205.779D
• ChEMBL ID: CHEMBL606682
• Mol file: 4399-80-8.mol

Synonyms:3-carbamoyl-2,2,5,5-tetramethyl-1-pyrrolidinyl-N-oxyl;3-carbamoyl-proxyl;N-3-carbamoyl-2,2,5,5-tetramethylpyrrolidin-1-yloxyl

Chemical Property of 1-Pyrrolidinyloxy, 3-(aminocarbonyl)-2,2,5,5-tetramethyl-

Chemical Property:

• Vapor Pressure: 1.43E-05mmHg at 25°C
• Melting Point: 173-175 °C(lit.)
• Refractive Index: 1.497
• Boiling Point: 341.8°Cat760mmHg
• Flash Point: 160.5°C
• PSA: 46.33000
• Density: 1.082g/cm³
• LogP: 1.33450
• Storage Temp.: 2-8°C
• Solubility.: Acetone, Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 185.129002789
• Heavy Atom Count: 13
• Complexity: 236

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Carbamoyl-2,2,5,5-tetramethyl-3-pyrrolidine-1-yloxy ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1(CC(C(N1[O])(C)C)C(=O)N)C
• Uses: A spin label useful for non-invasive detection of free radicals in vivo by electron spin resonance imaging.

Technology Process of 1-Pyrrolidinyloxy, 3-(aminocarbonyl)-2,2,5,5-tetramethyl-

There total 12 articles about 1-Pyrrolidinyloxy, 3-(aminocarbonyl)-2,2,5,5-tetramethyl- 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: 100.0%

2,2,5,5-tetramethyl-pyrrolidine-3-carboxylic acid amide (702-96-5) → 3-carbamoyl-2,2,5,5-tetramethylpyrrolidin-1-yloxy (46147-12-0,4399-80-8)

Guidance literature:

With 3,3-dimethyldioxirane; In acetone; at 0 ℃; for 0.5h;

DOI:10.1016/S0040-4039(00)80578-X

Reference yield: 86.0%

3-bromo-2,2,6,6-tetramethyl-1-oxyl-piperidine-4-one (81635-38-3) → 3-carbamoyl-2,2,5,5-tetramethylpyrrolidin-1-yloxy (46147-12-0,4399-80-8)

Guidance literature:

With ammonium hydroxide; at 20 ℃; for 28h;

DOI:10.1007/BF02496215

Reference yield: 72.0%

2,2,5,5-tetramethyl-3-carbamido-1-hydroxypyrrolidine (6916-96-7) → 3-carbamoyl-2,2,5,5-tetramethylpyrrolidin-1-yloxy (46147-12-0,4399-80-8)

Guidance literature:

With hydrogenchloride; sodium nitrite; In water; for 0.25h;

DOI:10.1007/BF00957948

upstream raw materials:

2,2,5,5-tetramethyl-pyrrolidine-3-carboxylic acid amide

2,2,5,5-tetramethyl-3-carbamido-1-hydroxypyrrolidine

3-chloroformyl-2,2,5,5-tetramethylpyrrolidine-1-oxyl

3-bromo-2,2,6,6-tetramethyl-1-oxyl-piperidine-4-one

Downstream raw materials:

2,2,5,5-tetramethyl-3-aminopyrrolidine-1-oxyl

3-cyano-2,2,5,5-tetramethylpyrrolidine-1-oxyl

2,2,5,5-tetramethyl-3-isothiocyanatomethylpyrrolidine-1-oxyl

3-Methylamino-2,2,5,5-tetramethyl-1-pyrrolidinyloxy

Refernces

• 1、 Zakrzewski, Jerzy,Huras, Bogumi?a,Kie?czewska, Anna. "Synthesis of Isoselenocyanates". . p. 85 - 96. Retrieved 2015/12/26.
• 2、 Sato, Shingo,Tsunoda, Minoru,Suzuki, Minoru,Kutsuna, Masahiro,Takido-uchi, Kiyomi,Shindo, Mitsuru,Mizuguchi, Hitoshi,Obara, Heitaro,Ohya, Hiroaki. "Synthesis and spectral properties of polymethine-cyanine dye-nitroxide radical hybrid compounds for use as fluorescence probes to monitor reducing species and radicals". experimental part. p. 2030 - 2039. Retrieved 2009/03/12.