884-30-0

Basic information

• Product Name: 2,6-Bis(trifluoromethyl)-4-pyrimidinol
• Synonyms: 2,6-Bis(trifluoromethyl)-4-pyrimidinol;2,6-bis(trifluoromethyl)-1H-pyrimidin-4-one;4(3H)-PyriMidinone, 2,6-bis(trifluoroMethyl)-;2,6-Bis(trifluoroMethyl)-4-hydroxypyriMidine
• CAS NO: 884-30-0
• Molecular Formula: C6H2 F6 N2 O
• Molecular Weight: 232.08
• Mol File: 884-30-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 166.165°C at 760 mmHg
• Flash Point: 54.295°C
• Appearance: /
• Density: 1.642g/cm³
• Vapor Pressure: 1.374mmHg at 25°C
• Refractive Index: 1.4
• CAS DataBase Reference: 2,6-Bis(trifluoromethyl)-4-pyrimidinol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Bis(trifluoromethyl)-4-pyrimidinol(884-30-0)
• EPA Substance Registry System: 2,6-Bis(trifluoromethyl)-4-pyrimidinol(884-30-0)

Safety Data

• Hazardous Substances Data: 884-30-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 26, p. 7, 1989 DOI: 10.1002/jhet.5570260102

InChI:InChI=1/C6H2F6N2O/c7-5(8,9)2-1-3(15)14-4(13-2)6(10,11)12/h1H,(H,13,14,15)

Upstream product

• 87378-59-4 pyridinium 4,5-dihydro-4-oxo-2,6-bis(trifluoromethyl)pyrimidin-5-ylide 
• 353-85-5 trifluoroacetonitrile 
• 105-53-3 diethyl malonate 
• 354-37-0 trifluoroacetamidine 
• 372-31-6 ethyl 4,4,4-trifluoroacetoacetate 

Relevant articles and documents

PYRIMIDINE COMPOUND AND ITS USE IN PEST CONTROL

A pyrimidine compound represented by below formula (I) has excellent control activity against pests and is useful as an active ingredient of a pest controlling agent.

Fluorocarbon Derivatives of Nitrogen. Part 13. Reaction of Perfluoroalkanenitriles with Pyridinium Alkoxycarbonylmethylides: Synthesis of Perfluoroalkylated Imidazopyridines (1-Azaindolizines). X-Ray Molecular Structure of Pyridinium 4,5-Dihydro-4-oxo-2,6-bis(trifluoromethyl)py...

Pyridinium t-butoxycarbonylmethylide, generated in situ by treatment of N-(t-butoxycarbonylmethyl)pyridinium perchlorate with sodium hydride (in acetonitrile) or triethylamine (in dichloromethane), reacts with trifluoroacetonitrile to yield 3-(t-butoxycarbonyl)-2-(trifluoromethyl)imidazopyridine, N-pyridinium perchlorate, and pyridinium 4,5-dihydro-4-oxo-2,6-bis(trifluoromethyl)pyrimidin-5-ylide.The corresponding heptafluoropropyl compounds can be prepared in the same way, starting from heptafluorobutyronitrile; in both cases, the relative yields of the three types of product can be varied by changing the reactant ratios.Treatment of N-pyridinium perchloroate with heptafluorobutyronitrile in the presence of triethylamine gives 2-(heptafluoropropyl)-4,5-dihydro-4-oxo-6-(trifluoromethyl)pyrimidin-5-ylide.Trapping of pyridinium ethoxycarbonylmethylide with trifluoroacetonitrile provides the known 3-(ethoxycarbonyl)-2-(trifluoromethyl)imidazopyridine, plus pyridinium 4,5-dihydro-4-oxo-2,6-bistrifluoromethyl)pyrimidin-5-ylide.Reduction (zinc-acetic acid) of the latter, for which a detailed X-ray crystallographic analysis has been performed, gave 4-hydroxy-2,6-bis(trifluoromethyl)pyrimidine.A stepwise mechanism is proposed to account for the cycloaddition step involved in formation of perfluoroalkylated imidazopyridines form pyridinium alkoxycarbonylmethylides and the perfluoroalkanenitriles CF3CN and n-C3F7CN.