702-96-5

Basic information

• Product Name: 2,2,5,5-TETRAMETHYL-3-PYRROLIDINECARBOXAMIDE
• Synonyms: 2,2,5,5-tetramethyl-3-pyrrolidinecarboxamid;2,2,5,5-TETRAMETHYLPYRROLIDINE-3-CARBOXAMIDE;2,2,5,5-TETRAMETHYL-PYRROLIDINE-3-CARBOXYLIC ACID AMIDE;2,2,5,5-Tetramethyl-3-pyrrolidinecarboxamide,97+%;3-AMinocarbonyl-2,2,5,5-tetraMethylpyrrolidine;3-CarbaMoyl-2,2,5,5-tetraMethylpyrrolidine
• CAS NO: 702-96-5
• Molecular Formula: C₉H₁₈N₂O
• Molecular Weight: 170.25
• EINECS: 211-871-3
• Product Categories: Miscellaneous Reagents;Building Blocks;Heterocyclic Building Blocks;Pyrrolidines
• Mol File: 702-96-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 128-131 °C(lit.)
• Boiling Point: 299.91°C (rough estimate)
• Flash Point: 128.9°C
• Appearance: /
• Density: 1.0114 (rough estimate)
• Vapor Pressure: 0.0022mmHg at 25°C
• Refractive Index: 1.4790 (estimate)
• PKA: 16.52±0.60(Predicted)
• CAS DataBase Reference: 2,2,5,5-TETRAMETHYL-3-PYRROLIDINECARBOXAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,5,5-TETRAMETHYL-3-PYRROLIDINECARBOXAMIDE(702-96-5)
• EPA Substance Registry System: 2,2,5,5-TETRAMETHYL-3-PYRROLIDINECARBOXAMIDE(702-96-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 702-96-5(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Uses

Different sources of media describe the Uses of 702-96-5 differently. You can refer to the following data:
1. 2,2,5,5-Tetramethyl-3-pyrrolidinecarboxamide (cas# 702-96-5) is a compound useful in organic synthesis.
2. 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.

General Description

2,2,5,5-Tetramethyl-3-pyrrolidinecarboxamide (2,2,5,5-Tetramethylpyrrolidine-3-carboxamide) is a carboxamide of hydrogenated pyrrole derivative. Its synthesis by the hydrogenation of 2,2,5,5-tetramethyl-3-pyrroline-3-carboxamide has been reported. The antiarrhythmic activity of some of the derivatives of 2,2,5,5-tetramethylpyrrolidine-3-carboxamide has been evaluated.

InChI:InChI=1/C9H18N2O/c1-8(2)5-6(7(10)12)9(3,4)11-8/h6,11H,5H2,1-4H3,(H2,10,12)/p+1/t6-/m1/s1

Upstream product

• 826-36-8 2,2,6,6-Tetramethyl-4-piperidone 
• 19805-75-5 2,2,5,5-tetramethyl-3-pyrroline-3-carboxamide 
• 57167-75-6 3,5-dibromo-2,2,6,6-tetramethylpiperidin-4-one 

Downstream Products

• 46147-12-0 3-carbamoyl-2,2,5,5-tetramethylpyrrolidin-1-yloxy 
• 34272-83-8 2,2,5,5-tetramethyl-3-aminopyrrolidine-1-oxyl 

Relevant articles and documents

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The effect of the nature of the substituent at the nitrogen atom on transformations of 3-bromo-2,2,6,6-tetramethyl-4-piperidinone and its 1-hydroxy and 1-oxyl derivatives under conditions of the Favorsky rearrangement

3-Bromo-2,2,6,6-tetramethyl-4-oxopiperidine-1-oxyl reacts with NH4OH to give 3-carbamoyl-2,2,5,5-tetramethylpyrrolidine-1-oxyl, a product of the Favorsky rearrangement. 3-Bromo-2,2,6,6-tetramethyl-4-piperidinone is transformed under these conditions into a bicyclic amino ketone, while its 1-hydroxy derivative affords acyclic nitrosoenone.

INFLUENCE OF CHEMICAL STRUCTURE OF NITROXYL SPIN LABELS ON THEIR REDUCTION BY ASCORBIC ACID

The influence of structure on the reduction of nitroxyl spin labels by ascorbic acid was examined using both piperidine and pyrrolidine nitroxyls.A five-fold molar excess of ascorbic acid and pH of 7.4 were used.The nitroxyl concentration was measured by electron spin resonance spectrometry.The five-membered (pyrrolidine) nitroxyls were more stable than the six-membered derivatives.Ring substituents also influenced the reaction.The anionic derivatives were more stable than the unionized compounds which, in turn, were more stable than the amines (cations at pH 7.4).