3-Bromo-3,3-difluoropropene Chemical Properties

Melting point:

53-54°C

Boiling point:

41-42°C

Density 

1,543 g/cm³

refractive index 

1.377

storage temp. 

Keep Cold

form 

clear liquid

Specific Gravity

1.543

color 

Colorless to Light yellow

InChIKey

GDDNTTHUKVNJRA-UHFFFAOYSA-N

CAS DataBase Reference

420-90-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

Hazard Note 

Irritant

HazardClass 

IRRITANT, KEEP COLD

HS Code 

2903793090

3-Bromo-3,3-difluoropropene Usage And Synthesis

Uses

3-Bromo-3,3-difluoropropene, when mixed with lithium bromide, provides a convenient route to prepare gem-(difluoroallyl) lithium, a reagent of general use in the formation of gem-difluorinated organic compounds. Umpolung asymmetric difluoroallylation of hydrazones with 3-bromo-3,3-difluoropropene (BDFP) under palladium catalysis. In addition, aldehydes and ketones reacted with 3-bromo-3,3-difluoropropene in the presence of the acid-washed zinc powder at 0°C to room temperature to afford gem-difluorohomoallyl alcohols in moderate yields[1-3].

References

[1] Shuai Huang. “Regio- and enantioselective umpolung gem-difluoroallylation of hydrazones via palladium catalysis enabled by N-heterocyclic carbene ligand.” Nature Communications 12 1 (2021): 6551.
[2] J.D. Langridge, S.A. Cooke, B.E. Long. “The microwave spectra, bromine nuclear electric quadrupole coupling tensor, and structure of 3-bromo-3,3-difluoropropene.” Journal of Molecular Structure 1000 1 (2011): Pages 24-28.
[3] M. Kirihara. “Indium-Mediated Reaction of 3-Bromo-3,3-difluoropropene and Bromodifluoromethylacetylene Derivatives with Aldehydes.” ChemInform 3 1 (2001).

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