Octafluoronaphthalene

Structural formula
General
Surname	Octafluoronaphthalene
other names	OFN; Perfluoronaphthalene;
Molecular formula	C 10 F 8
Brief description	white crystalline solid
External identifiers / databases
EC number	206-239-9
ECHA InfoCard	100.005.674
PubChem	67564
ChemSpider	60886
Wikidata	Q56702336
properties
Molar mass	272.09 g mol −1
Physical state	firmly
Melting point	87-88 ° C
boiling point	209 ° C
solubility	practically insoluble in water; soluble in toluene ;
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 315-319-335
	P: 261-305 + 351 + 338
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Octafluoronaphthalene is a chemical compound from the group of PAK - derivatives .

Extraction and presentation

Octafluoronaphthalene can be obtained by reacting octachloronaphthalene with potassium fluoride in sulfolane . There is a temporary exemption from the global ban on polychlorinated naphthalenes by the Stockholm Convention for this use .

properties

Octafluoronaphthalene is a white crystalline solid that melts at 87–88 ° C , becomes gaseous at 209 ° C and is practically insoluble in water.

use

Octafluoronaphthalene is an important organic intermediate. It can be used in the manufacture of agrochemicals, drugs and dyes. Octafluoronaphthalene is used, among other things, as a standard for evaluating the sensitivity of GC-MS devices.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f data sheet Octafluoronaphthalene, 96% from AlfaAesar, accessed on October 1, 2018 ( PDF )(JavaScript required) .
↑ ^a ^b ^c ^d ^e Data sheet Octafluoronaphthalene, 96% from Sigma-Aldrich , accessed on October 1, 2018 ( PDF ).
↑ G. Fuller: 1165. Preparation of polyfluoroaromatic compounds by the reaction of perhalogeno-aromatic compounds with potassium fluoride in sulpholane. In: Journal of the Chemical Society. 1965, p. 6264, doi : 10.1039 / jr9650006264 .
^ Stockholm Convention - Convention Text , 2015.
↑ Vladimir I. Sorokin, Valery A. Ozeryanskii, Alexander F. Pozharskii: Exclusive β-Substitution in the Reaction of Octafluoronaphthalene with Secondary Amines. In: European Journal of Organic Chemistry. 2004, 2004, p. 766, doi : 10.1002 / ejoc.200300570 .
↑ Alexander B. Fialkov, Urs Steiner a. a .: Sensitivity and noise in GC-MS: Achieving low limits of detection for difficult analytes. In: International Journal of Mass Spectrometry. 260, 2007, p. 31, doi : 10.1016 / j.ijms.2006.07.002 .
↑ Shridhar Gawade: Evaluation of Sensitivity (S / N) of Clarus ™ SQ 8 C GC-MS Using Octafluronapthalene (OFN) in Scan Mode , Customer Knowledge Center for Analytical Sciences PerkinElmer.

[Alfa-1] ↑ ^a ^b ^c ^d ^e ^f data sheet Octafluoronaphthalene, 96% from AlfaAesar, accessed on October 1, 2018 ( PDF )(JavaScript required) .

[Sigma-2] Data sheet Octafluoronaphthalene, 96% from Sigma-Aldrich , accessed on October 1, 2018 ( PDF ).

[DOI10.1039/jr9650006264-3] G. Fuller: 1165. Preparation of polyfluoroaromatic compounds by the reaction of perhalogeno-aromatic compounds with potassium fluoride in sulpholane. In: Journal of the Chemical Society. 1965, p. 6264, doi : 10.1039 / jr9650006264 .

[4] Stockholm Convention - Convention Text , 2015.

[DOI10.1002/ejoc.200300570-5] Vladimir I. Sorokin, Valery A. Ozeryanskii, Alexander F. Pozharskii: Exclusive β-Substitution in the Reaction of Octafluoronaphthalene with Secondary Amines. In: European Journal of Organic Chemistry. 2004, 2004, p. 766, doi : 10.1002 / ejoc.200300570 .

[DOI10.1016/j.ijms.2006.07.002-6] Alexander B. Fialkov, Urs Steiner a. a .: Sensitivity and noise in GC-MS: Achieving low limits of detection for difficult analytes. In: International Journal of Mass Spectrometry. 260, 2007, p. 31, doi : 10.1016 / j.ijms.2006.07.002 .

[7] Shridhar Gawade: Evaluation of Sensitivity (S / N) of Clarus ™ SQ 8 C GC-MS Using Octafluronapthalene (OFN) in Scan Mode , Customer Knowledge Center for Analytical Sciences PerkinElmer.