| Identification | More | [Name]
1-Bromo-2,5-difluorobenzene | [CAS]
399-94-0 | [Synonyms]
1-BROMO-2,5-DIFLUOROBENZENE
2,5-DIFLUOROBROMOBENZENE
2-BROMO-1,4-DIFLUOROBENZENE
1,4-Difluoro-2-bromobenzene
399-94-0
1-Bromo-2,5-difluorobenzene 98%
1-Bromo-2,5-difluorobenzene98%
1-BROMO-2,5-DIFLUOROBENZENE 99.5% | [EINECS(EC#)]
206-920-0 | [Molecular Formula]
C6H3BrF2 | [MDL Number]
MFCD00000345 | [Molecular Weight]
192.99 | [MOL File]
399-94-0.mol |
| Chemical Properties | Back Directory | [Appearance]
CLEAR COLOURLESS LIQUID | [Melting point ]
−31 °C(lit.)
| [Boiling point ]
58-59 °C20 mm Hg(lit.)
| [density ]
1.708 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.508(lit.)
| [Fp ]
149 °F
| [storage temp. ]
Sealed in dry,Room Temperature | [form ]
clear liquid | [color ]
Colorless to Light yellow to Light orange | [Specific Gravity]
1.708 | [Water Solubility ]
Insoluble | [BRN ]
1680893 | [InChI]
InChI=1S/C6H3BrF2/c7-5-3-4(8)1-2-6(5)9/h1-3H | [InChIKey]
XCRCSPKQEDMVBO-UHFFFAOYSA-N | [SMILES]
C1(F)=CC=C(F)C=C1Br | [CAS DataBase Reference]
399-94-0(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzene, 2-bromo-1,4-difluoro-(399-94-0) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,F,Xn | [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 .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S37/39:Wear suitable gloves and eye/face protection . | [RIDADR ]
UN 2922 | [WGK Germany ]
3
| [Hazard Note ]
Flammable | [HazardClass ]
IRRITANT, FLAMMABLE | [HS Code ]
29039900 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
CLEAR COLOURLESS LIQUID | [Uses]
2-Bromo-1,4-difluorobenzene has been used in the preparation of 1,4-difluoroanthraquinone, a precursor to ametantrone. | [General Description]
Lithiation of 2-bromo-1,4-difluorobenzene in the presence of lithium diisopropylamide (LDA) in THF-hexane, butyllithium in diethyl ether-hexane and butyllithium in THF-hexane has been reported. | [Synthesis]
GENERAL STEPS: In a FEP or PFA reactor equipped 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 cooled to 0-5 °C again. After the addition was completed, the dark-colored solution was continued to be stirred at 22-25 °C for 15-30 min. Upon completion 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 finally dried with magnesium sulfate. The solution was analyzed by 19F NMR and GC/MS. The major products are listed in the table and the others are as follows (GC/MS data provided). | [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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