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Bromodifluoroiodomethane

From Wikipedia, the free encyclopedia
Bromodifluoroiodomethane
Names
Preferred IUPAC name
Bromo(difluoro)iodomethane
Other names
Bromo-difluoro-iodomethane
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/CBrF2I/c2-1(3,4)5
    Key: CKZUZARCDKMQIT-UHFFFAOYSA-N
  • C(F)(F)(Br)I
Properties
CBr2ClF
Molar mass226.27 g·mol−1
Density2.9 g/cm3
Boiling point60.9 °C (141.6 °F; 334.0 K)
soluble
Hazards
Flash point-9.4±18.4 °C
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

Bromodifluoroiodomethane is atetrahalomethane with the chemical formulaCBrF2I.[1] This is an organic compound containing twofluorine atoms, onebromine atom, and oneiodine atom attached to the methane backbone.[2]

Synthesis

[edit]

The compound can be obtained by reactingtrifluoromethyltrifluorooxirane withiodine monobromide (IBr) in the presence ofnickel to a yield of 13%. It reacts withnitric oxide to produce dark bluenitrosobromodifluoromethane.[3]

Whendifluorocarbene is formed in the presence of IBr, then bromodifluoroiodomethane is created as a byproduct.[4]

References

[edit]
  1. ^"Methane, bromodifluoroiodo- (753-66-2) for sale". vulcanchem.com. Retrieved8 September 2025.
  2. ^Luo, Yu-Ran (9 March 2007).Comprehensive Handbook of Chemical Bond Energies.CRC Press. p. 244.ISBN 978-1-4200-0728-2. Retrieved8 September 2025.
  3. ^Yang, Zhen-Yu (1 January 1996)."Nickel-Catalyzed Reaction of Highly Fluorinated Epoxides with Halogens".Journal of the American Chemical Society.118 (34):8140–8141.Bibcode:1996JAChS.118.8140Y.doi:10.1021/ja961408s.ISSN 0002-7863. Retrieved8 September 2025.
  4. ^Katritzky, Alan R.; Gilchrist, Thomas L.; Meth-Cohn, Otto; Rees, Charles Wayne (21 March 2003).Comprehensive Organic Functional Group Transformations.Elsevier. p. 224.ISBN 978-0-08-042704-1. Retrieved8 September 2025.
By substitution pattern
Unsubstituted
Monosubstituted
Disubstituted
X,X
X,Y
Trisubstituted
X,X,X
X,X,Y
X,Y,Z
Tetrasubstituted
X,X,X,X
X,X,X,Y
X,X,Y,Y
X,X,Y,Z
X,Y,Z,W
Special types
Chiral
Isotopologues
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