1,2,3,5-Tetrafluor-4-nitrobenzol

Bezeichnung:1,2,3,5-Tetrafluor-4-nitrobenzol

CAS-Nr314-41-0

Englisch Name:2,3,4,6-Tetrafluoronitrobenzene

CBNumberCB5351352

SummenformelC6HF4NO2

Molgewicht195.07

MOL-Datei314-41-0.mol

Synonyma

1,2,3,5-Tetrafluor-4-nitrobenzol

1,2,3,5-Tetrafluor-4-nitrobenzol physikalisch-chemischer Eigenschaften

Schmelzpunkt	-5
Siedepunkt	78-79°C 20mm
Dichte	1.511 g/mL at 25 °C (lit.)
Brechungsindex	n20/D 1.464(lit.)
Flammpunkt	160 °F
storage temp.	2-8°C
Aggregatzustand	liquid
Wichte	1.511
Aussehen	Colorless to light yellow Liquid
Stabilität	Stable. Incompatible with strong oxidizing agents, strong bases. Combustible.
InChI	1S/C6HF4NO2/c7-2-1-3(8)6(11(12)13)5(10)4(2)9/h1H
InChIKey	FDLCUAUNAWWSBX-UHFFFAOYSA-N
SMILES	[O-][N+](=O)c1c(F)cc(F)c(F)c1F
CAS Datenbank	314-41-0(CAS DataBase Reference)
EPA chemische Informationen	Benzene, 1,2,3,5-tetrafluoro-4-nitro- (314-41-0)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36/37/39
WGK Germany	3
HazardClass	IRRITANT
HS Code	2904990090
Speicherklasse	10 - Combustible liquids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

Gefahreninformationscode (GHS)

2,3,4,6-Tetrafluoronitrobenzene Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Chemische Eigenschaften
yellow liquid
Verwenden
Molluscicidal activity of 2,3,4,6-tetrafluoronitrobenzene against Biomphalaria glabrata has been investigated. Palladium-catalyzed cross-coupling reactions of 2,3,4,6-tetrafluoronitrobenzene with alkyne derivatives has been studied. Reaction of 2,3,4,6-tetrafluoronitrobenzene with 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene in the presence of water molecules in acetonitrile has been investigated.
Allgemeine Beschreibung
Molluscicidal activity of 2,3,4,6-tetrafluoronitrobenzene against Biomphalaria glabrata has been investigated. Palladium-catalyzed cross-coupling reactions of 2,3,4,6-tetrafluoronitrobenzene with alkyne derivatives has been studied. Reaction of 2,3,4,6-tetrafluoronitrobenzene with 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene in the presence of water molecules in acetonitrile has been investigated.
Synthese

2367-82-0

314-41-0

For the large-scale synthesis of 1,2,3,5-tetrafluoro-4-nitrobenzene, a mixed solution of concentrated nitric acid (990 g) in concentrated sulfuric acid (973 mL) was first pre-cooled, and then the mixed solution was slowly added to a cold solution of 1,2,3,5-tetrafluorobenzene (973.1 g) dissolved in concentrated sulfuric acid (2,920 mL) at temperatures ranging from 0 °C to 10 °C, with the addition process being controlled to be completed within 1.5 The addition process was completed within 1.5 hours. After the addition was completed, the reaction temperature was maintained between 0 °C and 10 °C, and the yellow reaction solution was continued to be stirred for 1 hour until the analysis confirmed the completion of the reaction. Subsequently, the reaction solution was slowly poured into water (9730 g) that had been pre-cooled to below 25 °C, and dichloromethane (9730 mL) was added for extraction. After separation of the organic phase, it was washed twice with deionized water (10 L). The dichloromethane layer was concentrated to give a yellow oil. Finally, the oily substance was distilled under reduced pressure (2.5 mbar) at 70 °C to 75 °C to give a yellow oily product with 98% purity and 72.4% yield.
Einzelnachweise
[1] Journal of Organic Chemistry, 1995, vol. 60, # 22, p. 7348 - 7350
[2] Patent: US2012/316149, 2012, A1. Location in patent: Page/Page column 11
[3] Patent: WO2012/168884, 2012, A1. Location in patent: Page/Page column 26; 27
[4] Russian Chemical Bulletin, 1998, vol. 47, # 5, p. 924 - 927
[5] Journal of the American Chemical Society, 1951, vol. 73, p. 153

2,3,4,6-Tetrafluoronitrobenzene Upstream-Materialien And Downstream Produkte

1,2,3,5-Tetrafluor-4-nitrobenzol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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