34125
Dibromodifluoromethane
≥95.0% (GC)
Synonym(s):
Carbon dibromide difluoride, Difluorodibromomethane
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About This Item
Empirical Formula (Hill Notation):
CBr2F2
CAS Number:
Molecular Weight:
209.82
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
200-885-5
Beilstein/REAXYS Number:
1732515
MDL number:
Assay:
≥95.0% (GC)
Form:
liquid
InChI key
AZSZCFSOHXEJQE-UHFFFAOYSA-N
InChI
1S/CBr2F2/c2-1(3,4)5
SMILES string
FC(F)(Br)Br
vapor density
7.24 (vs air)
vapor pressure
12.79 psi ( 20 °C)
assay
≥95.0% (GC)
form
liquid
Quality Level
bp
22-23 °C (lit.)
mp
−142-−141 °C (lit.)
density
2.297 g/mL at 25 °C (lit.)
functional group
bromo, fluoro
storage temp.
2-8°C
General description
The photolysis products of dibromodifluoromethane were characterized by matrix isolation infrared and UV/Visible spectroscopy. Free radical addition of dibromodifluoromethane with fluoroolefins has been reported. Dibromodifluoromethane reacts with hydrocarbon olefins to yield 1,3-dibromo-1,1-difluoroalkene. Sulfinatodehalogenation reagent promoted addition reaction of difluorodibromomethane with alkenes, alkynes and cyclic enol ethers has been described.
Application
- Synthesis of 3‑Fluoropyrazoles via Radical-Polar Crossover Photoinduced Cyclization: This study highlights the use of dibromodifluoromethane (CF2Br2) for the synthesis of valuable difluorinated and monofluorinated compounds through a novel photoinduced cyclization process (MA Reed, ND Patil, Synfacts, 2023).
Other Notes
Reagent for the Wittig olefination of carbonyl compounds to difluoromethylene and fluoromethylene derivatives; Precursor of difluorocarbene
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Ozone 1 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Gloves
Regulatory Information
监管及禁止进口产品
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H.P. Fritz et al.
Zeitschrift fur Naturforschung, B: Chemical Sciences, 86, 1375-1375 (1981)
Free Radical Additions Involving Fluorine Compounds. IV. The Addition of Dibromodifluoromethane to Some Fluoroolefins1.
Tarrant P, et al.
Journal of the American Chemical Society, 77(10), 2783-2787 (1955)
Lisa George et al.
The Journal of chemical physics, 132(8), 084503-084503 (2010-03-03)
The photolysis products of dibromodifluoromethane (CF(2)Br(2)) were characterized by matrix isolation infrared and UV/Visible spectroscopy, supported by ab initio calculations. Photolysis at wavelengths of 240 and 266 nm of CF(2)Br(2):Ar samples (approximately 1:5000) held at approximately 5 K yielded iso-CF(2)Br(2)
Addition reactions of dibromodifluoromethane promoted by sulfinatodehalogenation reagents.
Wu F-H, et al.
Journal of Fluorine Chemistry, 80(2), 91-94 (1996)
S. Hayaski et al.
Chemistry Letters (Jpn), 983-983 (1979)
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