2,5-Difluoronitrobenzene CAS 364-74-9

Introduction：Basic information about 2,5-Difluoronitrobenzene CAS 364-74-9, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

2,5-Difluoronitrobenzene Basic information

• Product Name: 2,5-Difluoronitrobenzene
• Synonyms: 1,4-difluoro-2-nitro-benzen;Benzene, 1,4-difluoro-2-nitro-;1,4-DIFLUORO-2-NITROBENZENE;2,5-DIFLUORONITROBENZENE;2, 5 - two fluorine nitrobenzene;2,5-Difluotonitrobenzene;AKOS BBS-00006468;2,5-Difluoro-1-nitrobenzene
• CAS: 364-74-9
• MF: C6H3F2NO2
• MW: 159.09
• EINECS: 206-663-4
• Product Categories: Fluorine series;HALIDE;Anilines, Aromatic Amines and Nitro Compounds;Miscellaneous
• Mol File: 364-74-9.mol

2,5-Difluoronitrobenzene Chemical Properties

• Melting point: -11.7 °C (lit.)
• Boiling point: 206.5 °C (lit.)
• density: 1.467 g/mL at 25 °C (lit.)
• refractive index: n20/D 1.509(lit.)
• Fp: 194 °F
• storage temp.: Sealed in dry,Room Temperature
• form: Liquid
• color: Clear yellow
• Specific Gravity: 1.467
• Water Solubility: insoluble
• BRN: 2210200
• InChI: InChI=1S/C6H3F2NO2/c7-4-1-2-5(8)6(3-4)9(10)11/h1-3H
• InChIKey: XNJAYQHWXYJBBD-UHFFFAOYSA-N
• SMILES: C1(F)=CC=C(F)C=C1[N+]([O-])=O
• CAS DataBase Reference: 364-74-9(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Difluoronitrobenzene(364-74-9)

Safety Information

• Hazard Codes: Xi
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: 2810
• WGK Germany: 3
• RTECS: CZ5715000
• Hazard Note: Irritant
• HazardClass: 6.1
• PackingGroup: III
• HS Code: 29049090
• Storage Class: 10 - Combustible liquids
• Hazard Classifications: Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

2,5-Difluoronitrobenzene Usage And Synthesis

Chemical Properties

CLEAR YELLOW LIQUID

Uses

2,5-Difluoronitrobenzene was used in the synthesis of :

• N-alkylated 2-arylaminobenzimidazoles
• quinoxalinones
• N-(2-nitro-4-fluorophenyl)-l,2,3,4-tetrahydroisoquinoline

Synthesis

98-95-3

402-67-5

369-34-6

364-74-9

350-46-9

1493-27-2

GENERAL STEPS: In a FEP or PFA reactor fitted with a PTFE-lined magnetic stir bar and connected to a gas scrubber bottle, substituted benzene (0.95-1.10 mmol), 1,1,1,3,3-pentafluorobutane (2 mL per mL of C6H5R), and BF3-Et2O (1.3-1.5 mmol/mmol C6H5R) were added. The mixture was stirred at 0-5 °C (ice bath) for 10-15 min, followed by batchwise addition of XeF2 (1.2-1.3 mmol/mmol C6H5R). After each addition, the mixture was stirred at 22-25 °C for 3-5 min and recooled. After the addition was completed, the dark solution was continued to be stirred at 22-25 °C for 15-30 min. At the end of the reaction, the reaction was quenched by the addition of 10% aqueous KHCO3, the upper organic layer was separated and filtered through a short column packed with silica gel (40-60 μm) and subsequently dried with magnesium sulfate. The final products were analyzed by 19F NMR and GC/MS. The major products are listed in the table and the others are as follows (with GC/MS data).

References

[1] Russian Journal of Organic Chemistry, 2016, vol. 52, # 10, p. 1400 - 1407
[2] Zh. Org. Khim., 2016, vol. 52, # 10, p. 1412 - 1419,8

2,5-Difluoronitrobenzene Preparation Products And Raw materials

• Raw materials: Benzene, 1,4-difluoro-2,3-dinitro--->1,4-Difluorobenzene-->Nitrobenzene-->2,5-Difluoroaniline
• Preparation Products: 1-Fluoro-3-nitrobenzene-->3,4-Difluoronitrobenzene-->1-BROMO-4-FLUORO-2-NITROBENZENE-->4-Methoxy-2-nitrobenzoic acid-->6-Fluoro-2-oxindole-->(4-fluoro-2-nitrophenyl)methanamine-->3-(4-Fluoro-2-nitro-phenoxymethyl)-pyridine-->Methyl 2-(4-fluoro-2-nitrophenyl)acetate-->N-Cyclopropyl-4-fluoro-2-nitroaniline-->Benzene, 1-(4-chlorophenoxy)-4-fluoro-2-nitro--->Diethyl 2-(4-fluoro-2-nitrophenyl)malonate