85591-93-1

Basic information

• Product Name: 4-Bromo-3-hydroxymethyl-1-oxyl-2,2,5,5-tetramethyl-δ3-pyrroline
• Synonyms: 4-Bromo-3-hydroxymethyl-1-oxyl-2,2,5,5-tetramethyl-δ3-pyrroline;3-BroMo-2,5-dihydro-4-(hydroxyMethyl)-2,2,5,5-tetraMethyl-1H-pyrrol-1-yloxy
• CAS NO: 85591-93-1
• Molecular Formula: C₉H₁₅BrNO₂
• Molecular Weight: 250.13284
• Product Categories: Spin Labeling Compounds
• Mol File: 85591-93-1.mol
• Article Data: 2

Chemical Properties

• Melting Point: 152-155°C
• Boiling Point: 327.422°C at 760 mmHg
• Flash Point: 151.82°C
• Appearance: /
• Density: 1.423g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.548
• Storage Temp.: -20?C Freezer
• Solubility: Dichloromethane, Ethyl Acetate, Ether, Methanol
• CAS DataBase Reference: 4-Bromo-3-hydroxymethyl-1-oxyl-2,2,5,5-tetramethyl-δ3-pyrroline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromo-3-hydroxymethyl-1-oxyl-2,2,5,5-tetramethyl-δ3-pyrroline(85591-93-1)
• EPA Substance Registry System: 4-Bromo-3-hydroxymethyl-1-oxyl-2,2,5,5-tetramethyl-δ3-pyrroline(85591-93-1)

Safety Data

• Hazardous Substances Data: 85591-93-1(Hazardous Substances Data)

Usage

Chemical Properties

Yellow Solid

InChI:InChI=1/C9H16BrNO2/c1-8(2)6(5-12)7(10)9(3,4)11(8)13/h12-13H,5H2,1-4H3

Upstream product

• 85065-49-2 1-oxyl-3-bromo-2,2,5,5-tetramethyl-Δ³-pyrrolin-4-carboxylic acid chloride 
• 85591-99-7 3-bromo-4-formyl-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-yloxyl radical 
• 85466-58-6 1-oxyl-3-bromo-2,2,5,5-tetramethyl-Δ³-pyrrolin-4-carboxylic acid and methoxycarbonic acid mixed anhydride 
• 78033-69-9 4-bromo-1-oxyl-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrole-3-carboxylic acid 
• 45985-26-0 4-oxo-2,2,6,6-tetramethylpiperidin-oxyl 

Downstream Products

• 85591-94-2 3-bromo-4-p-toluenesulfonyloxymethyl-2,2,5,5-tetramethyl-Δ³-pyrrolin-1-oxyl 
• 85591-99-7 3-bromo-4-formyl-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-yloxyl radical 
• 215718-94-8 3-hydroxymethyl-2,2,5,5-tetramethyl-4-phenyl-2,5-dihydro-1H-pyrrol-1-yloxyl radical 
• 886546-74-3 4-(4-benzoylphenyl)-3-hydroxymethyl-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-yloxyl radical 
• 886546-77-6 4-(4-benzoylphenyl)-3-bromomethyl-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-yloxyl radical 
• 78033-69-9 4-bromo-1-oxyl-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrole-3-carboxylic acid 
• 1048980-60-4 (4-(4-fluorophenyl)-1-hydroxy-2,5-dihydro-2,2,5,5-tetramethyl-1H-pyrrol-3-yl)methanol hydrochloride 

Relevant articles and documents

A Bifunctional Spin Label for Ligand Recognition on Surfaces

In situ monitoring of biomolecular recognition, especially at surfaces, still presents a significant technical challenge. Electron paramagnetic resonance (EPR) of biomolecules spin-labeled with nitroxides can offer uniquely sensitive and selective insights into these processes, but new spin-labeling strategies are needed. The synthesis and study of a bromoacrylaldehyde spin label (BASL), which features two attachment points with orthogonal reactivity is reported. The first examples of mannose and biotin ligands coupled to aqueous carboxy-functionalized gold nanoparticles through a spin label are presented. EPR spectra were obtained for the spin-labeled ligands both free in solution and attached to nanoparticles. The labels were recognized by the mannose-binding lectin, Con A, and the biotin-binding protein avidin-peroxidase. Binding gave quantifiable changes in the EPR spectra from which binding profiles could be obtained that reflect the strength of binding in each case.