29212-57-5

Basic information

• Product Name: 3-Hydroxypyrrole
• Synonyms: 1H-pyrrol-3-ol
• CAS NO: 29212-57-5
• Molecular Formula: C₄H₅NO
• Molecular Weight: 83.0886
• Product Categories: Benzenes
• Mol File: 29212-57-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 246.323 °C at 760 mmHg
• Flash Point: 102.773 °C
• Appearance: /
• Density: 1.255 g/cm³
• PKA: 10.75±0.10(Predicted)
• CAS DataBase Reference: 3-Hydroxypyrrole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Hydroxypyrrole(29212-57-5)
• EPA Substance Registry System: 3-Hydroxypyrrole(29212-57-5)

Safety Data

• Hazardous Substances Data: 29212-57-5(Hazardous Substances Data)

Usage

General Description

3-Hydroxypyrrole is a chemical compound with the formula C4H5NO. It is a pyrrole derivative that contains a hydroxy group at the 3-position. The compound is a white solid at room temperature and is soluble in water and organic solvents. 3-Hydroxypyrrole has been found to have potential applications in pharmaceuticals and organic synthesis due to its ability to act as a building block for the synthesis of more complex organic compounds. It also exhibits antioxidant properties and has been studied for its potential use in anti-inflammatory and anticancer treatments. Additionally, 3-Hydroxypyrrole has been investigated for its role as a ligand in metal complexes and as a chelating agent in metal ion binding.

Upstream product

• 1191447-89-8 tert-butyl {[(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)methyl]amino}acetate 
• 107638-09-5 3-<(Trimethylsilyl)oxy>pyrrole 
• 5860-48-0 oxopyrroline 

Downstream Products

• 5860-48-0 oxopyrroline 
• 1417797-65-9 5-amino-7-(4-fluorophenyl)-1,7-dihydropyrano[3,2-b]pyrrole-6-carbonitrile 
• 1417797-64-8 5-amino-7-(4-hydroxyphenyl)-1,7-dihydropyrano [3,2-b]pyrrole-6-carbonitrile 
• 1404048-28-7 5-amino-7-(4-methylphenyl)-1,7-dihydropyrano[3,2-b]pyrrole-6-carbonitrile 
• 1404048-31-2 5-amino-7-(4-chlorophenyl)-1,7-dihydropyrano[3,2-b]pyrrole-6-carbonitrile 
• 1404048-30-1 5-amino-7-(2-bromophenyl)-1,7-dihydropyrano[3,2-b]pyrrole-6-carbonitrile 
• 1404048-29-8 5-amino-7-(4-bromophenyl)-1,7-dihydropyrano[3,2-b]pyrrole-6-carbonitrile 
• 1404048-26-5 5-amino-1,7-dihydro-7-(4-methoxyphenyl)pyrano[3,2-b]pyrrole-6-carbonitrile 
• 1404048-36-7 5-amino-1,7-dihydro-7-(2-nitrophenyl)pyrano[3,2-b]pyrrole-6-carbonitrile 
• 1404048-35-6 5-amino-1,7-dihydro-7-(4-nitrophenyl)pyrano[3,2-b]pyrrole-6-carbonitrile 
• 1404048-34-5 5-amino-7-(2-cyanophenyl)-1,7-dihydropyrano[3,2-b]pyrrole-6-carbonitrile 
• 1404048-33-4 5-amino-7-(4-cyanophenyl)-1,7-dihydropyrano[3,2-b]pyrrole-6-carbonitrile 
• 1404048-32-3 5-amino-7-(2-chlorophenyl)-1,7-dihydropyrano[3,2-b]pyrrole-6-carbonitrile 

Relevant articles and documents

3-Hydroxy-1H-pyrrole

Flash vacuum pyrolysis (FVP) of tert-butyl {[(2,2-dimethyl-4,6-dioxo-1,3- dioxan-5-ylidene)methyl]amino}acetate at 600°C gives the unstable 3-hydroxy-1H-pyrrole in ca. 55% yield as the only significant product. It exists as the enol tautomer in dimethyl s

Tautomerism of the Monohydroxy Derivatives of Five-Membered O, N, and S Heterocycles

The O-deuterated enolic tautomers 3-deuteroxybenzofuran, 3-deuteroxybenzothiophene, 3-deuteroxyindole, 3-deuteroxy-1-methylindole, 3-deuteroxyfuran, 3-deuteroxythiophene, 2-deuteroxybenzothiophene, and 2-deuteroxythiophene have been generated in solution in mixtures of CD3COCD3, CD3CN, or CD3SOCD3 with D2O by hydrolysis of their trimethylsilyl derivatives in the presence of DCl (1E-3 - 1E-4 M) and characterized by 1H NMR spectroscopy.Solutions of 3-hydroxypyrrole and of 3-hydroxy-1-methylpyrrole were obtained by methanolysis of their trimethylsilyl derivatives,evaporation of the methanol, and immediate dissolution in DMSO-d6.The carbocyclic analogues of the bicyclic heterocyclic enols 3-deuteroxyindene and 2-deuteroxyindene were also generated in solution.Attempts to prepare solutions of 2-deuteroxyfuran, 2-deuteroxypyrrole, and 2-deuteroxy-1-methylpyrrole were unsuccessful.The kinetics of ketonization of the OH forms of these enols have been investigated in water or aqueous acetonitrile solution.The equilibrium constants for the keto-enol tautomerism were also determined either by direct measurement when sufficient enol was present at equilibrium or as the ratio of the rate constant for enolization of the keto form to that for ketonization of the enol form, the former being determined by the iodine-trapping technique.The effect of solvent on the equilibrium constants was also studied.Sufficient data were available for the equilibrium between 3-hydroxyindole and 3-ketoindole for them to be analyzed by the four-parameter equation of Mills and Beak to yield an a value of 2.4 and a b value of -3.0.The pKas of the bicyclic enols were measured. 3-Hydroxybenzofuran and3-hydroxybenzothiophene are stronger acids than 3-hydroxyindole and 3-hydroxy-1-methylindole.The ketonization reactions are general acid and general base catalyzed and their mechanisms are discussed.