2154-68-9

Basic information

• Product Name: 3-CARBOXY-PROXYL
• Synonyms: 2,2,5,5-TETRAMETHYL-1-PYRROLIDINYLOXY-3-CARBOXYLIC ACID;3-CARBOXY-PROXYL;3-CARBOXY-PROXYL, FREE RADICAL;3-CARBOXY-2,2,5,5-TETRAMETHYL-1-PYRROLIDINE-1-OXYL;3-CARBOXY-2,2,5,5-TETRAMETHYL-1-PYRROLIDINYLOXY;3-CARBOXY-2,2,5,5-TETRAMETHYLPYRROLIDINE 1-OXYL;3-CARBOXY-2,2,5,5-TETRAMETHYLPYRROLIDINYL-1-OXY;RARECHEM AL BO 1259
• CAS NO: 2154-68-9
• Molecular Formula: C₉H₁₆NO₃
• Molecular Weight: 186.23
• EINECS: 218-448-2
• Product Categories: Heterocyclic Compounds;Analytical Chemistry;ESR Spectrometry;Spin Labels;Heterocycles;Spin Labeling Compounds
• Mol File: 2154-68-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 200°C (dec.)
• Boiling Point: 320.72°C (rough estimate)
• Flash Point: 139.6°C
• Appearance: /
• Density: 1.1417 (rough estimate)
• Vapor Pressure: 0.000167mmHg at 25°C
• Refractive Index: 1.4640 (estimate)
• Storage Temp.: 0-6°C
• Solubility: Aqueous Base (Slightly), Chloroform (Slightly, Sonicated), Methanol (Slightly）
• Water Solubility: Soluble in water (partly miscible), methanol (50 mg/ml), acetone, dichloromethane and chloroform.
• BRN: 4136411
• CAS DataBase Reference: 3-CARBOXY-PROXYL(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CARBOXY-PROXYL(2154-68-9)
• EPA Substance Registry System: 3-CARBOXY-PROXYL(2154-68-9)

Safety Data

• Statements: 36/37/38
• Safety Statements: 24/25
• WGK Germany: 3
• RTECS: UY6705500
• TSCA: Yes
• Hazardous Substances Data: 2154-68-9(Hazardous Substances Data)

Usage

Chemical Properties

Yellow Solid

Uses

Different sources of media describe the Uses of 2154-68-9 differently. You can refer to the following data:
1. 3-Carboxy-2,2,5,5-tetraMethylpyrrolidine 1-Oxyl Free Radical has been used to determine distribution coefficients of neutral solubilizates in anionic micelles
2. 3-Carboxy-PROXYL is used in the synthesis and reactions of stable nitroxyl radicals. It is also used to study molecular migration and long-term stability of seeds and pollen and used in the preparation of a tetraphenylporphyrin bearing a nitroxyl radical.

InChI:InChI=1/C9H17NO3/c1-8(2)5-6(7(11)12)9(3,4)10(8)13/h6,13H,5H2,1-4H3,(H,11,12)/p-1/t6-/m1/s1

Upstream product

• 46247-54-5 3‐methoxycarbonyl‐2,2,5,5‐tetramethyl‐pyrrolidine‐1‐oxyl 
• 96623-58-4 1-hydroxy-3-carboxy-2,2,5,5-tetramethylpyrrolidine 
• 81635-38-3 3-bromo-2,2,6,6-tetramethyl-1-oxyl-piperidine-4-one 

Downstream Products

• 96623-58-4 1-hydroxy-3-carboxy-2,2,5,5-tetramethylpyrrolidine 
• 1227476-15-4 Azobenzene 
• 56948-71-1 testosterone 17-(2,2,5,5-tetramethylpyrrolidin-1-yloxyl)-3-carboxylate 
• 58537-73-8 1-oxyl-2,2,5,5-tetramethylpyrrolidinyl-3-carboxylic acid N-hydroxysuccinimide ester 
• 61593-19-9 3-chloroformyl-2,2,5,5-tetramethylpyrrolidine-1-oxyl 
• 27298-75-5 3-(hydroxymethyl)-2,2,5,5-tetramethylpyrrolidinyl-1-oxy 
• 928310-71-8 1-hydroxy-3-(((carbonyl)oxy)butyltriphenylphosphonium)-2,2,5,5-tetramethylpyrrolidine bromide 
• 1352203-38-3 C₁₃H₂₀NO₅ 

Relevant articles and documents

A cyanine dye based supramolecular photosensitizer enabling visible-light-driven organic reaction in water

We report the aggregation-induced photosensitizing activity of a cyanine dye in water and the mechanism. In addition, using the supramolecular assembly, visible-light-driven photooxidation of hydrophobic aromatic compounds in water was successfully performed. This journal is

Facile synthesis of 3-methoxycarbonyl-2,2,5,5-tetra-methylpyrrolidine-1-oxyl and derivatives

We have achieved an efficient alternative synthesis of blood-brain-barrier permeable nitroxyl radicals 3-methoxycarbonyl-2,2,5,5-tetra-methylpyrrolidine-1-oxyl (1a) and 3-ethoxycarbonyl-2,2,5,5-tetramethylpyrroli-dine-1-oxyl (1b), which affords 1a and 1b in 65% isolated yields by four steps from 2,2,6.6-tetramethyl-4-piperidone (2), respectively. This protocol is applicable to the synthesis of 3-isopropoxy-2,2,5,5-tetramethylpyrrolidine-1-oxyl (1c) and 3-carbonyl-2,2,5,5-tetramethylpyrro-lidine-1-oxyl (6).