2-Chloro-5-trifluoromethylbenzaldehyde Chemical Properties

Boiling point:

42-44 °C1.5 mm Hg(lit.)

Density 

1.435 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.488(lit.)

Flash point:

193 °F

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

clear liquid

color 

White to Yellow to Green

Specific Gravity

1.435

Sensitive 

Air Sensitive

InChIKey

OZZOJJJYKYKBNH-UHFFFAOYSA-N

CAS DataBase Reference

82386-89-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

RIDADR 

NA 1993 / PGIII

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29130000

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2-Chloro-5-trifluoromethylbenzaldehyde Usage And Synthesis

Chemical Properties

Colorless liquid

Uses

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.

Synthesis

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.

References

[1] Tetrahedron Letters, 2014, vol. 55, # 10, p. 1677 - 1681
[2] Collection of Czechoslovak Chemical Communications, 1982, vol. 47, # 3, p. 967 - 983
[3] Collection of Czechoslovak Chemical Communications, 1982, vol. 47, # 3, p. 967 - 983
[4] Collection of Czechoslovak Chemical Communications, 1982, vol. 47, # 3, p. 967 - 983

2-Chloro-5-trifluoromethylbenzaldehyde(82386-89-8)Related Product Information

• 2-Chloro-5-nitrobenzaldehyde
• (Trifluoromethyl)trimethylsilane
• 3-(Trifluoromethyl)benzaldehyde
• 4-(Trifluoromethyl)benzaldehyde
• 4-Dimethylaminobenzaldehyde
• Trifluoromethanesulfonic acid
• Chloromethyltrimethylsilane
• p-Tolualdehyde
• 4'-(Trifluoromethyl)acetophenone
• 3-（trifluoromethyl) Cinnamaldehyde
• Difluorochloromethane
• 2'-CHLORO-5'-(TRIFLUOROMETHYL)ACETOPHENONE
• 2,6-Dichloro-3-(trifluoromethyl)-benzoic acid
• 2-Chloro-5-(trifluoromethyl)benzoic acid
• 5,5'-BIS(TRIFLUOROMETHYL)-2,2'-DICHLOROBENZOPHENONE
• 2-CHLORO-5-(TRIFLUOROMETHYL)BENZOPHENONE
• 2-CHLORO-5-(TRIFLUOROMETHYL)BENZOYL CHLORIDE
• 2-CHLORO-3-(TRIFLUOROMETHYL)BENZALDEHYDE