2-Chloro-5-trifluoromethylbenzaldehyde

Bezeichnung:2-Chloro-5-trifluoromethylbenzaldehyde

CAS-Nr82386-89-8

Englisch Name:2-Chloro-5-trifluoromethylbenzaldehyde

CBNumberCB3759178

SummenformelC8H4ClF3O

Molgewicht208.57

MOL-Datei82386-89-8.mol

2-Chloro-5-trifluoromethylbenzaldehyde physikalisch-chemischer Eigenschaften

Siedepunkt	42-44 °C1.5 mm Hg(lit.)
Dichte	1.435 g/mL at 25 °C(lit.)
Brechungsindex	n20/D 1.488(lit.)
Flammpunkt	193 °F
storage temp.	under inert gas (nitrogen or Argon) at 2-8°C
Aggregatzustand	clear liquid
Farbe	White to Yellow to Green
Wichte	1.435
Sensitive	Air Sensitive
InChI	1S/C8H4ClF3O/c9-7-2-1-6(8(10,11)12)3-5(7)4-13/h1-4H
InChIKey	OZZOJJJYKYKBNH-UHFFFAOYSA-N
SMILES	FC(F)(F)c1ccc(Cl)c(C=O)c1
CAS Datenbank	82386-89-8(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36/37/39
RIDADR	NA 1993 / PGIII
WGK Germany	3
HazardClass	IRRITANT
HS Code	29130000
Speicherklasse	10 - Combustible liquids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

Gefahreninformationscode (GHS)

2-Chloro-5-trifluoromethylbenzaldehyde 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
Colorless liquid
Verwenden
2-Chloro-5-(trifluoromethyl)benzaldehyde may be used as reactant in the three-component reaction of 2-halogenated aromatic aldehydes, 1H-benzo[d]imidazol-5-amine and cyclohexane-1,3-diones to afford imidazoquinolinoacridinone derivatives. It may be used in the gas-phase chemical derivatization of poly(tetrafluoroethylene) and poly(ethylene terephthalate) using gas plasma.
Synthese

64372-62-9

82386-89-8

General procedure for the synthesis of 2-chloro-5-trifluoromethylbenzaldehyde from 2-chloro-5-trifluoromethylbenzyl alcohol: 2-chloro-5-trifluoromethylbenzyl alcohol (5.0 mmol), copper acetate (Cu(OAc)2, 9.1 mg, 0.05 mmol), and 2,2,6,6-tetramethylpiperidinium-1-oxyl radical (TEMPO, 7.8 mg, 0.05 mmol ) in a solvent mixture of acetonitrile (CH3CN, 5 mL) and water (H2O, 10 mL) was stirred at room temperature for the reaction. The reaction process was monitored by thin-layer chromatography (TLC) and the eluent was petroleum ether/ethyl acetate (4:1). After completion of the reaction, dichloromethane (10 mL) was added to the reaction mixture for extraction. The organic phase was separated and the aqueous phase was extracted twice more with dichloromethane (10 mL x 2). All organic phases were combined, dried with anhydrous sodium sulfate and concentrated under reduced pressure to obtain the crude product. The crude product was purified by column chromatography with the eluent of petroleum ether/ethyl acetate (10:1) to obtain the target product 2-chloro-5-trifluoromethylbenzaldehyde.
Einzelnachweise
[1] Tetrahedron Letters, 2014, vol. 55, # 10, p. 1677 - 1681
[2] Collection of Czechoslovak Chemical Communications, 1982, vol. 47, # 3, p. 967 - 983

2-Chloro-5-trifluoromethylbenzaldehyde Upstream-Materialien And Downstream Produkte

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