| Identification | More | [Name]
2,5-Difluoronitrobenzene | [CAS]
364-74-9 | [Synonyms]
1,4-DIFLUORO-2-NITROBENZENE
2,5-DIFLUORONITROBENZENE
AKOS BBS-00006468
1,4-difluoro-2-nitro-benzen
Benzene, 1,4-difluoro-2-nitro-
2,5-Difluoro-1-nitrobenzene
Benzene, 1,4-difluoro-2-nitro-(6CI,7CI,8CI,9CI)
3,5-diflurobenzalcohol
2,5-Difluoronitrobenzene 98%
2,5-Difluoronitrobenzene98%
1-Nitro-2,5-difluorobenzene | [EINECS(EC#)]
206-663-4 | [Molecular Formula]
C6H3F2NO2 | [MDL Number]
MFCD00007054 | [Molecular Weight]
159.09 | [MOL File]
364-74-9.mol |
| Chemical Properties | Back Directory | [Appearance]
CLEAR YELLOW LIQUID | [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 Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
2810 | [WGK Germany ]
3
| [RTECS ]
CZ5715000
| [Hazard Note ]
Irritant | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29049090 |
| Hazard Information | Back Directory | [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]
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 |
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