Bromodifluoroacetyl chloride

Bromodifluoroacetyl chloride
Ball-and-stick model of the bromodifluoroacetyl chloride molecule
Names
Preferred IUPAC name
Bromodi(fluoro)acetyl chloride
Other names
2-Bromo-2,2-difluoroacetyl chloride
2-Bromo-2,2-difluoro-ethanoyl chloride
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.197.413 Edit this at Wikidata
EC Number
  • 671-811-0
  • InChI=1S/C2BrClF2O/c3-2(5,6)1(4)7 checkY
    Key: LYJKGSALBRSKNL-UHFFFAOYSA-N checkY
  • InChI=1/C2BrClF2O/c3-2(5,6)1(4)7
    Key: LYJKGSALBRSKNL-UHFFFAOYAW
  • C(=O)(C(F)(F)Br)Cl
Properties
C2BrClF2O
Molar mass 193.37 g·mol−1
Appearance liquid
Boiling point 50 °C (122 °F; 323 K)
Hazards
GHS labelling:
GHS02: FlammableGHS05: Corrosive
Danger
H226, H314
P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P370+P378, P403+P235, P405, P501
Safety data sheet (SDS) [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Bromodifluoroacetyl chloride is a chemical compound with the formula BrCF2COCl. It has been used as a starting material for the synthesis of (biologically active) α,α-difluoro-γ-lactams[1] and has been used in the synthesis of trifluoromethylated C-nucleosides.[2]

See also

References

  1. ^ Nagashima, H.; Isono, Y.; Iwamatsu, S. (2001). "Copper-Catalyzed Cyclization of N-Allylhalodifluoroacetamides: An Efficient Synthesis of α,α-difluoro-γ-lactams". Journal of Organic Chemistry. 66 (1): 315–319. doi:10.1021/jo001187f. PMID 11429918.
  2. ^ Mamata, C.; Heina, M.; Miethchen, R. (2006). "Fluorinated acyclo-C-nucleoside analogues from glycals in two steps". Carbohydrate Research. 341 (10): 1758–1763. doi:10.1016/j.carres.2006.01.011. PMID 16442508.


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