35321-46-1

Basic information

• Product Name: 1H-imidazol-1-ol 3-oxide
• Synonyms: 1H-imidazole, 1-hydroxy-, 3-oxide
• CAS NO: 35321-46-1
• Molecular Formula: C₃H₄N₂O₂
• Molecular Weight: 100.0761
• Mol File: 35321-46-1.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 368.7°C at 760 mmHg
• Flash Point: 176.8°C
• Density: 1.47g/cm³
• Vapor Pressure: 5.87E-06mmHg at 25°C
• Refractive Index: 1.605
• CAS DataBase Reference: 1H-imidazol-1-ol 3-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-imidazol-1-ol 3-oxide(35321-46-1)
• EPA Substance Registry System: 1H-imidazol-1-ol 3-oxide(35321-46-1)

Safety Data

• Hazardous Substances Data: 35321-46-1(Hazardous Substances Data)

Usage

Structure

1H-imidazol-1-ol 3-oxide (imidazole ring with a hydroxyl group and an oxide group at position 1 and 3, respectively)

Reactivity

Highly reactive

Stability

Unstable

Formation

Byproduct of metabolic conversion of certain drugs and organic compounds in the body

Potential hazards

Identified as a potential mutagen and considered to be a toxic substance

Uses

As a precursor in the synthesis of other organic compounds, as a reagent in chemical reactions

Handling precautions

Proper precautions should be taken when handling and using imidazole-N-oxide in laboratory settings or industrial applications.

Upstream product

• 288-32-4 1H-imidazole 
• 100-44-7 benzyl chloride 
• 50-00-0 formaldehyd 
• 131543-46-9 Glyoxal 

Downstream Products

• 288-32-4 1H-imidazole 
• 45376-79-2 trans-hydroxy imidazole 
• 1027036-69-6 1-benzyloxyimidazole 3-oxide 
• 951020-81-8 1,3-dimethoxyimidazolium hexafluorophosphate 
• 951020-87-4 1,3-diethoxyimidazolium hexafluorophosphate 
• 1392402-21-9 2,4,5-tribromo-1-hydroxyimidazole 
• 144-62-7 oxalic acid 
• 1253192-79-8 1,3-di(benzyloxy)-1H-imidazol-3-ium bromide 

Relevant articles and documents

Expedient synthesis of N[sbnd]Oxy-Heterocyclic Carbenes (NOHC) ligands and metal complexes using mechanochemistry

1,3-Di(benzyloxy)imidazol-2-ylidenes (or NOHCs) possess structures related to N-heterocyclic carbenes (NHCs), with potentially useful applications including the stabilization of metals. In order to prepare NOHC metal complexes, a multi-step synthesis invo

Hydroxy-1H-imidazole-3-oxides - Synthesis, kinetic acidity, and application in catalysis and supramolecular anion recognition

Using ab initio calculations (B3LYP 6-31G*) the geometries of diethyl, dimethoxy and dimethylamino imidazolium salts were studied as representative models of imidazolium salts bearing heteroatoms directly attached to the ring nitrogen atoms of

Synthesis of 2-Substituted 1-Hydroxyhnidazoles through Directed Lithiation

Benzylation of 3-hydroxyimidazole 1-oxide gave 3-(benzyloxy)imidazole 1-oxide, which was deoxygenated with phosphorous trichloride to produce 1-(benzyloxy)imidazole. 1-(Benzyloxy)imidazole was deprotonated selectively at C-2 by n-butyllithium. The anion formed was reacted with electrophiles to give 1-(benzyloxy)imidazoles with carbon, halogen, silicon, or sulfur substituents at the 2-position. Subsequent debenzylation afforded 2-substituted 1-hydroxyimidazoles which in turn could be deoxygenated to give 2-substituted imidazoles.