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Bromodifluoroacetyl chloride

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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).
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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

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References

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  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.