cas 34415-31-1, 2,3,5-trichloro-4,6-difluoropyridine

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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.
Froese, Robert D.J.,Whiteker, Gregory T.,Peterson, Thomas H.,Arriola, Daniel J.,Renga, James M.,Shearer, Justin W.
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p. 10672 - 10682
(2016/11/29)

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.
Weigert, F. J.
p. 33 - 42
(2007/10/02)

Chemical Properties

Boiling Point: 220.5 °C at 760 mmHg
Flash Point:87.2 °C
Density: 1.72 g/cm³
Storage Temp.:2-8°C
Vapor Pressure: 0.167mmHg at 25°C
Refractive Index: 1.526
PSA: 12.89000
LogP: 3.32000

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Chemical Properties

Boiling Point: 220.5 °C at 760 mmHg

Flash Point:87.2 °C

Density: 1.72 g/cm³

Storage Temp.:2-8°C

Vapor Pressure: 0.167mmHg at 25°C

Refractive Index: 1.526

PSA: 12.89000

LogP: 3.32000

Global suppliers and manufacturers of 34415-31-1total 17 suppliers on LookChem

Article Database

34415-31-1

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Chemical Properties

Boiling Point: 220.5 °C at 760 mmHg

Flash Point:87.2 °C

Density: 1.72 g/cm3

Storage Temp.:2-8°C

Vapor Pressure: 0.167mmHg at 25°C

Refractive Index: 1.526

PSA: 12.89000

LogP: 3.32000

Global suppliers and manufacturers of 34415-31-1total 17 suppliers on LookChem

Density: 1.72 g/cm³