394-54-7

Basic information

• Product Name: 1-chloro-4-(1-chloro-2,2,2-trifluoroethyl)benzene
• CAS NO: 394-54-7
• Molecular Formula: C₈H₅Cl₂F₃
• Molecular Weight: 229.0265
• Mol File: 394-54-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 196.2°C at 760 mmHg
• Flash Point: 85.3°C
• Density: 1.407g/cm³
• Vapor Pressure: 0.566mmHg at 25°C
• Refractive Index: 1.477
• CAS DataBase Reference: 1-chloro-4-(1-chloro-2,2,2-trifluoroethyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-chloro-4-(1-chloro-2,2,2-trifluoroethyl)benzene(394-54-7)
• EPA Substance Registry System: 1-chloro-4-(1-chloro-2,2,2-trifluoroethyl)benzene(394-54-7)

Safety Data

• Hazardous Substances Data: 394-54-7(Hazardous Substances Data)

Usage

Physical state

Colorless liquid at room temperature

Usage

Intermediate in the production of various chemicals and materials

Application

Precursor in the synthesis of pharmaceuticals, agrochemicals, and specialty chemicals

Chemical structure

Benzene ring with a trifluoroethyl group and two chlorine atoms at different positions

Hazard

Toxic and may cause irritation upon contact with skin, eyes, or respiratory system

Safety precautions

Handle with care and use appropriate protective equipment (gloves, goggles, etc.)

Upstream product

• 72487-06-0 1-(4-chlorophenyl)-2,2,2-trifluoroethanol 
• 81577-07-3 1-chloro-4-(2,2,2-trifluoroethyl)benzene 

Downstream Products

• 81577-07-3 1-chloro-4-(2,2,2-trifluoroethyl)benzene 
• 128408-33-3 C₈H₅ClF₃⁽¹⁺⁾ 
• 456-42-8 m-fluorobenzyl chloride 

Relevant articles and documents

Synthesis of Chiral α-CF3-Substituted Benzhydryls via Cross-Coupling Reaction of Aryltitanates

We describe a highly efficient approach toward α-CF3-substituted benzhydryls thanks to the employment of organotitanium(IV) based nucleophiles. The use of commercially available anesthetic halothane as a cheap fluorinated building block in a sequential one-pot nickel-catalyzed enantioselective cross-coupling reaction of aryl titanates allowed for the synthesis of chiral α-CF3-substituted benzhydryls in good yields and excellent enantioselectivities. Alternatively, α-CF3-benzyl bromides could be employed under similar conditions to obtain the same family of compounds in higher yields and excellent selectivities. A benzhydryl moiety is a common motif in many biologically active compounds, and their enantioenriched fluorinated analogs should be of great interest in the search for novel drugs and agrochemicals.

An efficient dehyrohalogenation method for the synthesis of α,β,β-trifluorostyrenes, α-chloro-β,β- difluorostyrenes and E-1-arylperfluoroalkenes

Dehydrofluorination of 1-aryl-1,2,2,2-tetrafluoroethanes (ArCHFCF 3) and 1-aryl-1-chloro-2,2,2-trifluoroethane (ArCHClCF3) using lithiumhexamethyldisilazide (LHMDS) in tetrahydrofuran (THF) at room temperature produced 1,2,2-trifluorostyrene and 1-chloro-2,2-difluorostyrene, respectively, in very good isolated yields. Dehydrofluorination of 1,2,2,3,3,3-hexafluoro-1-phenyl-propane (PhCHFCF2CF3) and 1,2,2,3,3,4,4,4-octafluoro-1-phenyl-butane (PhCHFCF2CF 2CF3) using LHMDS produced the corresponding substituted olefins (1-phenyl-1,2,3,3,3-pentafluoroprop-1-ene and 1-phenyl-1,2,3,3,4,4,4- pentafluorobut-1-ene) in good yield and high E-selectivity. Dehydrofluorination of 1-chloro-1-phenyl-2,2,3,3,3-pentafluoropropane (PhCHClCF2CF 3) and 1-chloro-1-phenyl-2,2,3,3,4,4,4-heptafluorobutane (PhCHClCF2CF2CF3) produced a mixture of the corresponding E and Z olefins (PhCClCFCF3 and PhCClCFCF 2CF3) in good yield.