2,2,5,5-Tetramethylpyrrolidine-3-carboxamide

Base Information

• Chemical Name: 2,2,5,5-Tetramethylpyrrolidine-3-carboxamide
• CAS No.: 702-96-5
• Deprecated CAS: 68354-49-4
• Molecular Formula: C9H18 N2 O
• Molecular Weight: 170.255
• European Community (EC) Number: 211-871-3
• DSSTox Substance ID: DTXSID40883556
• Nikkaji Number: J193.070B
• Mol file: 702-96-5.mol

Synonyms:702-96-5;2,2,5,5-Tetramethylpyrrolidine-3-carboxamide;2,2,5,5-Tetramethyl-3-pyrrolidinecarboxamide;3-Pyrrolidinecarboxamide, 2,2,5,5-tetramethyl-;EINECS 211-871-3;MFCD00014492;Oprea1_622923;SCHEMBL1363759;DTXSID40883556;HMS1664J18;CCG-55664;GEO-02278;STK530471;AKOS005255584;GS-0670;3-Carbamoyl-2,2,5,5-tetramethylpyrroline;FT-0632845;2,2,5,5-tetramethyl pyrroline-3-carboxamide;2,2,5,5-tetramethyl-pyrroline-3-carboxamide;2,2,5,5-Tetramethyl pyrrolidino-3-carboxamide;SR-01000644680-1;W-200490;2,2,5,5-Tetramethyl-3-pyrrolidinecarboxamide, 98%

Chemical Property of 2,2,5,5-Tetramethylpyrrolidine-3-carboxamide

Chemical Property:

• Appearance/Colour: Off-White Solid
• Vapor Pressure: 0.0022mmHg at 25°C
• Melting Point: 128-131 °C(lit.)
• Refractive Index: 1.4790 (estimate)
• Boiling Point: 289.5°C at 760 mmHg
• PKA: 16.52±0.60(Predicted)
• Flash Point: 128.9°C
• PSA: 55.12000
• Density: 1.0114 (rough estimate)
• LogP: 1.66750
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 170.141913202
• Heavy Atom Count: 12
• Complexity: 209

Purity/Quality:

99% ^*data from raw suppliers

2,2,5,5-Tetramethyl-3-pyrrolidinecarboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1(CC(C(N1)(C)C)C(=O)N)C
• Uses: 2,2,5,5-Tetramethyl-3-pyrrolidinecarboxamide (cas# 702-96-5) is a compound useful in organic synthesis. 2,2,5,5-Tetramethyl-3-pyrrolidinecarboxamide may be used in the synthesis of its nitroxide, 3-carbamoyl-2,2,5,5-tetramethyl-1-pyrrolidinyloxy free radical.

Technology Process of 2,2,5,5-Tetramethylpyrrolidine-3-carboxamide

There total 6 articles about 2,2,5,5-Tetramethylpyrrolidine-3-carboxamide 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-3-pyrroline-3-carboxamide (19805-75-5) → 2,2,5,5-tetramethyl-pyrrolidine-3-carboxylic acid amide (702-96-5)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 17h;

DOI:10.1016/j.saa.2008.07.045

Reference yield: 70.0%

2,2,6,6-Tetramethyl-4-piperidone (826-36-8) → 2,2,5,5-tetramethyl-pyrrolidine-3-carboxylic acid amide (702-96-5)

Guidance literature:

With potassium iodide; In ammonium hydroxide; benzene; for 4h; electrolysis;

Reference yield: 61.0%

3-bromo-2,2,6,6-tetramethyl-4-piperidone hydrobromide → 2,2,5,5-tetramethyl-pyrrolidine-3-carboxylic acid amide (702-96-5) + 2,2,6,6-tetramethyl-1-azabicyclo[3.1.0]hexan-4-one (113682-54-5)

Guidance literature:

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

DOI:10.1007/BF02496215

upstream raw materials:

2,2,6,6-Tetramethyl-4-piperidone

2,2,5,5-tetramethyl-3-pyrroline-3-carboxamide

3,5-dibromo-2,2,6,6-tetramethylpiperidin-4-one

Downstream raw materials:

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

3-carbamoyl-2,2,5,5-tetramethylpyrrolidin-1-yloxy

Refernces

• 1、 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.
• 2、 Kagan, E. Sh.,Zhukova, I. Yu.,Smirnov, V. A.. "ELECTROCHEMICAL SYNTHESIS OF 3-CARBOXAMIDO-2,2,5,5-TETRAMETHYLPYRROLIDINE". . p. 1982 - 1983. Retrieved 2007/10/02.