52026-98-9

Usage

Uses

Used in Pharmaceutical Industry:
4-Chloro-2,3,5,6-tetrafluoropyridine is utilized as a key intermediate in the synthesis of various pharmaceutical compounds. Its high electronegativity and reactivity make it suitable for the development of new drugs with improved therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical sector, 4-Chloro-2,3,5,6-tetrafluoropyridine serves as a building block for the production of agrochemicals. Its unique chemical properties allow for the creation of novel compounds with enhanced pesticidal or herbicidal activities, contributing to more effective crop protection solutions.
Used as a Chemical Intermediate:
4-Chloro-2,3,5,6-tetrafluoropyridine is employed as a chemical intermediate in the synthesis of a wide range of organic compounds. Its electronegative nature and reactivity facilitate various chemical reactions, enabling the production of complex molecules for diverse applications in the chemical industry.

InChI:InChI=1/C5ClF4N/c6-1-2(7)4(9)11-5(10)3(1)8

Upstream product

• 7647-01-0 hydrogenchloride 
• 700-16-3 Pentafluoropyridine 
• 328379-53-9 (pentafluorophenyl)fluoroxenon(II) 
• 51276-53-0 bis(2,3,5,6-tetrafluoropyridyl)-cadmium 
• 98-88-4 benzoyl chloride 
• 57310-43-7 4-N,N-dichloroamino-2,3,5,6-tetrafluoropyridine 
• 1737-93-5 3,5-dichloro-2,4,6-trifluoropyridine 

Downstream Products

• 63489-56-5 2-amino-4-chloro-3,5,6-trifluoropyridine 
• 2875-18-5 2,3,5,6-tetrafluoropyridine 
• 16360-98-8 (perfluoropyridin-4-yl)(phenyl)methanol 
• 120776-55-8 1-(2,3,5,6-tetrafluoropyridyl)-2-phenylethyne 

Relevant academic research and scientific papers

Organocatalyzed Fluoride Metathesis

A new organocatalyzed fluoride metathesis reaction between fluoroarenes and carbonyl derivatives is reported. The reaction exchanges fluoride (F-) and alternate nucleophiles (OAc-, OCO2R-, SR-, Cl-, CN-, NCS-). The approach provides a conceptually novel route to manipulate the fluorine content of organic molecules. When the fluorination and defluorination steps are combined into a single catalytic cycle, a byproduct free and 100% atom-efficient reaction can be achieved.

From hypervalent xenon difluoride and aryliodine(III) difluorides to onium salts: Scope and limitation of acidic fluoroorganic reagents in the synthesis of fluoroorgano xenon(II) and iodine(III) onium salts

Fluorinated organodifluoroboranes RfBF2 are in general suitable reagents to transform XeF2 and RIF2 into the corresponding onium tetrafluoroborate salts [RfXe][BF4] and [R(Rf)I][BF4], respectively. (4-C5F4N)BF2 and trans-CF3CF{double bond, long}CFBF2 which represent boranes of high acidity form no Xe-C onium salts in reactions with XeF2 but give the desired iodonium salts with RIF2 (R = C6F5, o-, m-, p-C6FH4). The reaction of (4-C5F4N)BF2 with XeF2 ends with a XeF2-borane adduct. C6F5Xe(4-C5F4N), the first Xe-(4-C5F4N) compound, was obtained when C6F5XeF was reacted with Cd(4-C5F4N)2. We describe the synthesis of (4-C5F4N)IF2 and reactions of (4-C5F4N)IF2 and C6F5IF2 with (4-C5F4N)BF2. Analogous to [(4-C5F4N)2I][BF4] and [C6F5(4-C5F4N)I][BF4] aryl(perfluoroalkenyl)iodonium salts [R(R′)I][BF4] were obtained from RIF2 (R = C6F5, o-, m-, p-C6FH4) and R′BF2 (R′ = trans-CF3CF{double bond, long}CF, CF2{double bond, long}CF). The gas phase fluoride affinities pF- of selected fluoroorganodifluoroboranes RfBF2 and their hydrocarbon analogs are calculated (B3LYP/6-31+G*) and discussed with respect to their potential to introduce Rf-groups into hypervalent EF2 bonds. Four aspects which influence the transformation of hypervalent EF2 bonds (E = Xe, R′I) under the action of Lewis acidic reagents RAFn-1 (A = B, P; n = 3, 5) into the corresponding [RE][AFn+1] salts are presented and the important role of the acidity is emphasized. Fluoride affinities may help to plan the introduction of organo groups into EF2 moieties and to expand the types of acidic reagents. Thus C6H5PF4 with a pF- value comparable to that of RfBF2 compounds is able to introduce the C6H5 group into RIF2 (R = C6F5, p-C6FH4).

POLYHALOAROMATIC EQUILIBRATIONS

Chromium oxide is a good catalyst for scrambling halogens among polyhaloaromatic compounds.Chloropentafluorobenzene and bromopentafluorobenzene disproportionate to hexafluorobenzene and the respective tetrafluorodihalobenzenes.Pentachloro- and pentafluoropyridines produce pyridines with intermediate numbers of both types of halogens.Cyano, trifluoromethyl and a single hydrogen can be present on the aromatic rings without interfering with the chemistry.