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2-Chloro-5-trifluoromethylbenzaldehyde

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2-Chloro-5-trifluoromethylbenzaldehyde Basic information
Product Name:2-Chloro-5-trifluoromethylbenzaldehyde
Synonyms:TIMTEC-BB SBB003466;2-Chloro-5-(trifluoromethyl)benzaldehyde, 97+%;2-Chloro-5-(trifluoromethyl)benzaldehyde98%;4-Chloro-3-formylbenzotrifluoride, 6-Chloro-alpha,alpha,alpha-trifluoro-m-tolualdehyde;4-Chloro-3-formylbenzotrifluoride;2-Chloro-5-(trifluoroMethyl)benzaldehyde, 95+%;2-Chloro-5-trifluoromethylb;2-Chloro-5-(trifluoromethyl)benzaldehyde >
CAS:82386-89-8
MF:C8H4ClF3O
MW:208.57
EINECS:
Product Categories:Fluorine series;Benzaldehyde;Fluorobenzene;Aldehydes;C8;Carbonyl Compounds;Carbonyl Compounds
Mol File:82386-89-8.mol
2-Chloro-5-trifluoromethylbenzaldehyde Structure
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.)
Fp 193 °F
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
form clear liquid
color White to Yellow to Green
Specific Gravity1.435
Sensitive Air Sensitive
InChI1S/C8H4ClF3O/c9-7-2-1-6(8(10,11)12)3-5(7)4-13/h1-4H
InChIKeyOZZOJJJYKYKBNH-UHFFFAOYSA-N
SMILESFC(F)(F)c1ccc(Cl)c(C=O)c1
CAS DataBase Reference82386-89-8(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
Storage Class10 - Combustible liquids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
2-Chloro-5-trifluoromethylbenzaldehyde Usage And Synthesis
Chemical PropertiesColorless liquid
Uses2-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
2-Chloro-5-(trifluoromethyl)benzyl alcohol

64372-62-9

2-Chloro-5-trifluoromethylbenzaldehyde

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.

References[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 Preparation Products And Raw materials
Raw materials2-Chloro-5-(trifluoromethyl)benzyl alcohol-->Acetonitrile-->Copper(II) acetate-->TEMPO
Tag:2-Chloro-5-trifluoromethylbenzaldehyde(82386-89-8) Related Product Information
(Trifluoromethyl)trimethylsilane 3-(Trifluoromethyl)benzaldehyde 4-(Trifluoromethyl)benzaldehyde 4-Dimethylaminobenzaldehyde 3-(trifluoromethyl) Cinnamaldehyde 4'-(Trifluoromethyl)acetophenone p-Tolualdehyde Chloromethyltrimethylsilane Trifluoromethanesulfonic acid 2-Chloro-5-nitrobenzaldehyde 2-Chloro-5-(trifluoromethyl)benzoic acid Difluorochloromethane 2,6-Dichloro-3-(trifluoromethyl)-benzoic acid 2'-Chloro-5'-(trifluoromethyl)acetophenone 5,5'-Bis(trifluoromethyl)-2,2'-dichlorobenzophenone 2-Chloro-5-(trifluoromethyl)benzophenone 2-Chloro-5-(trifluoromethyl)benzoyl chloride 2-Chloro-3-(trifluoromethyl)benzaldehyde