Bromodifluoroacetyl chloride

Bromodifluoroacetyl chloride
Names
	Preferred IUPAC name Bromodi(fluoro)acetyl chloride
	Other names 2-Bromo-2,2-difluoroacetyl chloride; 2-Bromo-2,2-difluoro-ethanoyl chloride
Identifiers
CAS Number	3832-48-2 ;
3D model (JSmol)	Interactive image;
ChemSpider	454349 ;
ECHA InfoCard	100.197.413
EC Number	671-811-0;
PubChem CID	520892;
CompTox Dashboard (EPA)	DTXSID90334487 ;
	InChI InChI=1S/C2BrClF2O/c3-2(5,6)1(4)7 Key: LYJKGSALBRSKNL-UHFFFAOYSA-N ; InChI=1/C2BrClF2O/c3-2(5,6)1(4)7 Key: LYJKGSALBRSKNL-UHFFFAOYAW;
	SMILES C(=O)(C(F)(F)Br)Cl;
Properties
Chemical formula	C2BrClF2O
Molar mass	193.37 g·mol−1
Appearance	liquid
Boiling point	50 °C (122 °F; 323 K)
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H226, H314
Precautionary statements	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). verify (what is ?) Infobox references

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]

References

^ 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.
^ 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.

[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.

[1]

[2]

See also

References