2253-30-7

Basic information

• Product Name: 1,5-DICHLORO-2,4-DIFLUOROBENZENE
• Synonyms: 1,5-DICHLORO-2,4-DIFLUOROBENZENE;1,3-Dichloro-4,6-difluorobenzene
• CAS NO: 2253-30-7
• Molecular Formula: C₆H₂Cl₂F₂
• Molecular Weight: 182.98
• Mol File: 2253-30-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 176.993°C at 760 mmHg
• Flash Point: 62.437°C
• Appearance: /
• Density: 1.503g/cm³
• Vapor Pressure: 1.432mmHg at 25°C
• Refractive Index: 1.504
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1,5-DICHLORO-2,4-DIFLUOROBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-DICHLORO-2,4-DIFLUOROBENZENE(2253-30-7)
• EPA Substance Registry System: 1,5-DICHLORO-2,4-DIFLUOROBENZENE(2253-30-7)

Safety Data

• Hazardous Substances Data: 2253-30-7(Hazardous Substances Data)

Usage

Uses

1,5-Dichloro-2,4-difluorobenzene is used in preparation of Difluoroaniline.

InChI:InChI=1/C6H2Cl2F2/c7-3-1-4(8)6(10)2-5(3)9/h1-2H

Upstream product

• 3782-66-9 5-Chlor-2.4-difluor-benzolsulfonsaeure-fluorid 
• 1435-44-5 1-chloro-2,4-difluorobenzene 
• 679836-61-4 1,5-dichloro-2,4-difluoro-3-iodobenzene 
• 327-92-4 1,5-difluoro-2,4-dinitrobenzene 
• 26120-89-8 2,4,5-trichlorobenzenesulfonyl fluoride 

Downstream Products

• 827-10-1 1,3-Difluor-4,6-dichlor-2,5-dibrombenzol 
• 1977-85-1 2,6-dichloro-3,5-difluoronitrobenzene 
• 679836-61-4 1,5-dichloro-2,4-difluoro-3-iodobenzene 
• 1198-56-7 1,2,3,5-tetrachloro-4,6-difluorobenzene 

Relevant articles and documents

Copper-Catalyzed Direct C-H Alkylation of Polyfluoroarenes by Using Hydrocarbons as an Alkylating Source

Construction of carbon-carbon bonds is one of the most important tools in chemical synthesis. In the previously established cross-coupling reactions, prefunctionalized starting materials were usually employed in the form of aryl or alkyl (pseudo)halides or their metalated derivatives. However, the direct use of arenes and alkanes via a 2-fold oxidative C-H bond activation strategy to access chemoselective C(sp2)-C(sp3) cross-couplings is highly challenging due to the low reactivity of carbon-hydrogen (C-H) bonds and the difficulty in suppressing side reactions such as homocouplings. Herein, we present the new development of a copper-catalyzed cross-dehydrogenative coupling of polyfluoroarenes with alkanes under mild conditions. Relatively weak sp3 C-H bonds at the benzylic or allylic positions, and nonactivated hydrocarbons could be alkylated by the newly developed catalyst system. A moderate-to-high site selectivity was observed among various C-H bonds present in hydrocarbon reactants, including gaseous feedstocks and complex molecules. Mechanistic information was obtained by performing combined experimental and computational studies to reveal that the copper catalyst plays a dual role in activating both alkane sp3 C-H bonds and sp2 polyfluoroarene C-H bonds. It was also suggested that the noncovalent π-πinteraction and weak hydrogen bonds formed in situ between the optimal ligand and arene substrates are key to facilitating the current coupling reactions.

Synthesis and thiolation of 1,3-difluoro-2,4,6-trihaloanilines and benzenes

Three pentahaloanilines were prepared by stepwise halogenation of 3,5-difluoroaniline and were deaminated to form pentahalobenzenes. Alternatively, two pentahalobenzenes were obtained by lithiation followed by iodination of 1,3-difluoro-4,6-dihalobenzenes