1481-68-1

Basic information

• Product Name: 2,4-Difluoro-5-chloronitrobenzene
• Synonyms: 5-CHLORO-2,4-DIFLUORONITROBENZENE;2,4-DIFLUORO-5-CHLORO NITROBENZENE;1-chloro-2,4-difluoro-5-nitrobenzene;5-Chloro-2,4-difluoronitrobenz;5-Chloro-2,4-difluoronitrobenze;2,4-Difluoro-5-chloronitrobenzene 1-Chloro-2,4-difluoro-5-nitrobenzene;Benzene, 1-chloro-2,4-difluoro-5-nitro-
• CAS NO: 1481-68-1
• Molecular Formula: C₆H₂ClF₂NO₂
• Molecular Weight: 193.54
• EINECS: 216-040-9
• Mol File: 1481-68-1.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 239.042 °C at 760 mmHg
• Flash Point: 98.369 °C
• Appearance: /
• Density: 1.591 g/cm³
• Vapor Pressure: 0.0633mmHg at 25°C
• Refractive Index: 1.531
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2,4-Difluoro-5-chloronitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Difluoro-5-chloronitrobenzene(1481-68-1)
• EPA Substance Registry System: 2,4-Difluoro-5-chloronitrobenzene(1481-68-1)

Safety Data

• Hazardous Substances Data: 1481-68-1(Hazardous Substances Data)

Usage

Uses

2,4-Difluoro-5-chloronitrobenzene can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly in laboratory research and development processes and chemical production processes.

Synthesis

Toluene was distilled from the mixture of potassium fluoride (38.2 g, 657 mmol), cetrimide (5.94 g, 17.6 mmol), DMF (250 mL), and dry toluene (100 mL) to remove traces of moisture. 2,4,5- Trichloronitrobenzene (7) (50.0 g, 220 mmol) was added and heated at 125 °C for 12 h under N2. The reaction mixture was cooled, diluted with water, and extracted with ethyl acetate. The organic layer was washed with brine, dried (Na2SO4), and evaporated to give a residue, which was distilled under vacuo to provide 9 (23.5 g, 55%). bp = 83 °C at 0.5 Torr, lit. bp) 85 °C at 0.5 Torr; 1H NMR (CDCl3, 200 MHz) δ 7.18 (t, 1 H, J = 9.2 Hz), 8.24 (t, 1 H, J = 7.4 Hz).

InChI:InChI=1/C6H2ClF2NO2/c7-3-1-6(10(11)12)5(9)2-4(3)8/h1-2H

Upstream product

• 89-69-0 2,4,5-Trichloronitrobenzene 
• 3115-68-2 tetrabutyl phosphonium bromide 
• 90802-25-8 2,4-Difluor-benzoldiazonium-chlorid 
• 1435-44-5 1-chloro-2,4-difluorobenzene 

Relevant articles and documents

Synthesis of 2,4-difluoroaniline and 1,3-difluorobenzene from 1,2,4- trichlorbenzene

Nitration of inexpensive 1,2,4-trichlorobenzene gave 2,4,5- trichloronitrobenzene (90%) which was treated with KF to form 2,4-difluoro- 5-chloronitrobenzene (70%). This was selectively hydrogenated over Pd / C to give 2,4-difluoroaniline (80%). Deamination afforded 1,3-difluorobenzene. The sequence avoids the need for costly 1,3-dichlorobenzene.

Alkyl, azido, alkoxy, and fluoro-substituted and fused quinoxalinediones

Methods of treating or preventing neuronal loss associated with stroke, ischemia, CNS trauma, hypoglycemia, and surgery, as well as treating neurodegenerative diseases including Alzheimer's disease, amyotrophic lateral sclerosis, Huntington's disease, and Down's syndrome, treating or preventing the adverse consequences of the hyperactivity of the excitatory amino acids, as well as treating anxiety, chronic pain, convulsions, and inducing anesthesia are disclosed by administering to an animal in need of such treatment an alkyl or azido-substituted 1,4-dihydroquinoxaline-2,3-dione or pharmaceutically acceptable salts thereof, which have high binding to the glycine receptor.

Process for preparing multiply fluorinated nitrobenzenes

Multiply, preferably doubly or triply, fluorinated nitrobenzenes are prepared in an advantageous way from the corresponding chloronitrobenzenes and an alkali metal fluoride in a chlorine-fluorine exchange reaction by catalyzing the reaction with a quaternary ammonium compound comprising at least one alkoxypolyoxyalkyl radical.