34415-32-2

Basic information

• Product Name: 2,3,5,6-tetrachloro-4-fluoropyridine
• Synonyms: 2,3,5,6-tetrachloro-4-fluoropyridine
• CAS NO: 34415-32-2
• Molecular Formula: C₅Cl₄FN
• Molecular Weight: 234.8706032
• Mol File: 34415-32-2.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2,3,5,6-tetrachloro-4-fluoropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,5,6-tetrachloro-4-fluoropyridine(34415-32-2)
• EPA Substance Registry System: 2,3,5,6-tetrachloro-4-fluoropyridine(34415-32-2)

Safety Data

• Hazardous Substances Data: 34415-32-2(Hazardous Substances Data)

Usage

Description

2,3,5,6-tetrachloro-4-fluoropyridine is a chlorinated organic compound with the molecular formula C5HCl4FN. It features a pyridine ring with four chlorine atoms at the 2, 3, 5, and 6 positions and a fluorine atom at the 4 position. This structure endows the compound with strong electronegative and lipophilic properties, making it highly reactive and toxic.

Uses

Used in Pesticide Manufacturing:
2,3,5,6-tetrachloro-4-fluoropyridine is utilized as an intermediate in the synthesis of various pesticides. Its unique chemical properties allow for the development of effective agrochemicals that can protect crops from pests and diseases, thereby increasing agricultural productivity.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 2,3,5,6-tetrachloro-4-fluoropyridine serves as a key intermediate in the production of certain medications. Its reactive nature and specific molecular structure make it a valuable component in the creation of drugs with targeted therapeutic effects.
Environmental Considerations:
Due to its high toxicity and reactivity, 2,3,5,6-tetrachloro-4-fluoropyridine poses a risk to aquatic organisms and can cause long-term adverse effects on the environment. Therefore, it is crucial to handle and dispose of this compound with care to prevent environmental contamination and potential harm to human health.

Upstream product

• 110-89-4 piperidine 
• 2176-62-7 2,3,4,5,6-pentachloropyridine 
• 700-16-3 Pentafluoropyridine 
• 7789-23-3 potassium fluoride 

Relevant articles and documents

Computational and Experimental Studies of Regioselective SNAr Halide Exchange (Halex) Reactions of Pentachloropyridine

The Halex reaction of pentachloropyridine with fluoride ion was studied experimentally and computationally with a modified ab initio G3MP2B3 method. The G3 procedure was altered, as the anionic transition state optimizations failed due to the lack of diffuse functions in the small 6-31G? basis set. Experimental Halex regioselectivities were consistent with kinetic control at the 4-position. The reverse Halex reaction of fluoropyridines with chloride sources was demonstrated using precipitation of LiF in DMSO as a driving force. Reverse Halex regioselectivity at the 4-position was predicted by computations and was consistent with kinetic control. Scrambling of halide ions between chlorofluoropyridines was catalyzed by n-Bu4PCl, and the products of these reactions were shown to result from a combination of kinetic and thermodynamic control. Comparison of the C-F and C-Cl homolytic bond dissociation energies suggests that an important thermodynamic factor which controls regioselectivity in this system is the weak C2-Cl bond. The differences between ΔH° values of chlorofluoropyridines can be explained by a combination of three factors: (1) the number of fluorine atoms in the molecule, (2) the number of fluorine atoms at the C2 and C6 positions, and (3) the number of pairs of fluorine atoms which are ortho to one another.

SUBSTITUTION OF CHLORINE BY FLUORINE IN CHLOROAROMATIC COMPOUNDS BY THE ACTION OF POTASSIUM AND CESIUM FLUORIDES IN GRAPHITE

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