51953-18-5

Basic information

• Product Name: 4-Pyrimidinol
• Synonyms: 4-Hydroxypyrimidine;4-Pyrimidinol;4-Pyrimidinol (9CI)
• CAS NO: 51953-18-5
• Molecular Formula: C₄H₄N₂O
• Molecular Weight: 96.09
• EINECS: 224-932-4;257-545-4
• Product Categories: PYRIMIDINE
• Mol File: 51953-18-5.mol
• Article Data: 5

Chemical Properties

• Melting Point: 163-165℃
• Boiling Point: 227.232 °C at 760 mmHg
• Flash Point: 91.227 °C
• Appearance: /
• Density: 1.293 g/cm³
• Vapor Pressure: 0.725mmHg at 25°C
• Refractive Index: 1.596
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 8.76±0.10(Predicted)
• CAS DataBase Reference: 4-Pyrimidinol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Pyrimidinol(51953-18-5)
• EPA Substance Registry System: 4-Pyrimidinol(51953-18-5)

Safety Data

• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:
• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.
• Hazardous Substances Data: 51953-18-5(Hazardous Substances Data)

Usage

General Description

4-Pyrimidinol is a chemical compound with the molecular formula C4H4N2O. It is a heterocyclic compound containing a pyrimidine ring with a hydroxy (OH) functional group attached at the 4-position. 4-Pyrimidinol is often used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is also used as a building block for the production of various compounds including herbicides, pesticides, and pharmaceuticals. Additionally, 4-Pyrimidinol has been studied for its potential bioactivity and has shown promise in various biological assays, making it a compound of interest in the fields of medicinal and pharmaceutical chemistry.

InChI:InChI=1/C4H4N2O/c7-4-1-2-5-3-6-4/h1-3H,(H,5,6,7)

Upstream product

• 141-90-2 2-thiouracil 
• 77287-34-4 formamide 
• 2001-93-6 2,4-dithiouracil 
• 289-95-2 PYRIMIDINE 
• 4562-27-0 4-pyrimidinone 

Downstream Products

• 6104-45-6 3-methylpyrimidin-4-one 
• 6104-41-2 4-methoxypyrimidine 
• 14027-62-4 1,3-dimethyl-4-oxo-3,4-dihydropyrimidin-1-ium iodide 
• 17180-93-7 4-chloropyrimidine 
• 4349-08-0 5-chloro-3H-pyrimidin-4-one 
• 19808-30-1 5-bromo-4(3H)-pyrimidinone 
• 108664-67-1 3-[2-(4-Chloro-phenyl)-2-oxo-ethyl]-3H-pyrimidin-4-one 
• 64264-15-9 2-pyridin-2-yl-3H-pyrimidin-4-one 
• 126126-58-7 3H,1'H-[2,4']Bipyrimidinyl-4,6'-dione 
• 126126-57-6 3H,3'H-[2,2']Bipyrimidinyl-4,4'-dione 
• 114969-94-7 5-chloro-4-methoxypyrimidine 
• 51953-17-4 Pyrimidin-4-ol 
• 1063698-01-0 propiconazole - 4(3H)-pyrimidone co-crystal 
• 1236363-54-4 3-(4-bromobenzyl)-3H-pyrimidin-4-one 

Relevant articles and documents

Silica Metal Oxide Vesicles Catalyze Comprehensive Prebiotic Chemistry

It has recently been demonstrated that mineral self-assembled structures catalyzing prebiotic chemical reactions may form in natural waters derived from serpentinization, a geological process widespread in the early stages of Earth-like planets. We have s

A possible prebiotic synthesis of purine, adenine, cytosine, and 4(3H)-pyrimidinone from formamide: Implications for the origin of life

The synthesis of prebiotic molecules is a major problem in chemical evolution as well as in any origin-of-life theory. We report here a plausible new prebiotic synthesis of naturally occurring purine and pyrimidine derivatives from formamide under catalytic conditions. In the presence of CaCO3 and different inorganic oxides, namely silica, alumine, kaolin, and zeolite (Y type), neat formamide undergoes the formation of purine, adenine, cytosine, and 4(3H)-pyrimidinone, from acceptable to good yields. The role of catalysts showed to be not limited to the improvement of the yield but it is also relevant in providing a high selectivity in the products distribution.

TAUTOMERIC EQUILIBRIA OF 2(4)-MONOOXOPYRIMIDINES IN THE GAS PHASE, IN LOW-TEMPERATURE MATRICES AND IN SOLUTION

IR absorption spectra, including the NH, OH and C=O stretching regions, have been recorded for 4-oxo-6-methyl- and 2-oxo-4,6-dimethyl pyrimidines and several related derivatives, in the gas phase, in low-temperature inert matrices, and in several liquid solvents.All the 4-oxopyrimidines in the gas phase, and 4-oxo-6-methylpyrimidine in low-temperature matrices, exhibit comparable populations of the keto and enol forms.By contrast the 2-oxopyrimidines are predominantly in the enol forms.Both classes of compounds are predominantly in the keto form in liquid solvent systems.The tautomeric equilibrium constant (KT) in the vapour phase for 4-oxo-2,6-dimethylpyrimidine is about 2, and for the other 4-oxopyrimidines is about 1.For 4-oxo-6-methylpyrimidine, the equilibrium constant in inert matrices varies slightly with the activity of the matrix gas, with the keto tautomer favoured in the more active matrix.From the temperature-dependence of KT, the free energy difference between the two tautomeric forms of 4-oxo-6-methylpyrimidine in the vapour phase has been calculated.Heats of vaporization have also been calculated for the various compounds and related to their abilities to associate by hydrogen bonding in the condensed phase.The UV absorption spectra of some of the foregoing have also been recorded in the gas phase, but these were of only limited value in studies of tautomeric equilibria, as compared to the IR spectra.