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Diethyl bromodifluoromethanephosphonate

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Diethyl bromodifluoromethanephosphonate Basic information

Product Name:
Diethyl bromodifluoromethanephosphonate
Synonyms:
  • BROMODIFLUOROMETHANE DIETHYL PHOSPHATE
  • BROMODIFLUOROMETHYL DIETHYLPHOSPHONATE
  • Diethyl bromodifluoromethanephosphonate
  • DIETHYL (BROMODIFLUOROMETHYL)PHOSPHONATE
  • Bromodifluoromethyl diethyl phosphonate~Diethyl bromodifluoromethanephosphonate
  • BromodifluoromethylphosphonicAcidDiethylEsterDiethylBromodifluoromethylphosphonate
  • Bromodifluoromethyl diethylphosphonate 97%
  • Bromodifluoromethyldiethylphosphonate97%
CAS:
65094-22-6
MF:
C5H10BrF2O3P
MW:
267.01
Product Categories:
  • C-C Bond Formation
  • Horner-Wadsworth-Emmons Reagents
  • Olefination
Mol File:
65094-22-6.mol
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Diethyl bromodifluoromethanephosphonate Chemical Properties

Boiling point:
40-41 °C/0.05 mmHg (lit.)
Density 
1.503 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.417(lit.)
Flash point:
>230 °F
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
Chloroform, Ethyl Acetate
form 
liquid
Specific Gravity
1.503
color 
colorless
Water Solubility 
Not miscible or difficult to mix in water.
BRN 
1944045
CAS DataBase Reference
65094-22-6(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
21/22-36/38-38-36
Safety Statements 
26-36/37/39-60-37-23
RIDADR 
3278
WGK Germany 
3
Hazard Note 
Irritant
TSCA 
No
HazardClass 
IRRITANT, IRRITANT-HARMFUL
PackingGroup 
III
HS Code 
29319090

MSDS

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Diethyl bromodifluoromethanephosphonate Usage And Synthesis

Uses

Efficient difluoroalkylation of aryl boronic acids via palladium catalysis. Novel, moisture-stable bromodifluoromethylated phosphonate, ester, and amide. Efficient coupling with aryl boronic acids via Pd catalysis.

Uses

Diethyl (bromodifluoromethyl)phosphonate is used as a reactant for the preparation of phosphopeptide mimetic prodrugs targeted to Src homology 2 (SH2) domain of signal transducer and activator of transcription 3 (Stat3), synthesis of Mycobacterium tuberculosis protein tyrosine phosphatase inhibitory difluoromethylphosphonic acid derivatives via multi step synthesis with Suzuki coupling and resolution as key steps and P-C bond cleavage on basic hydrolysis.

Synthesis Reference(s)

The Journal of Organic Chemistry, 49, p. 3437, 1984 DOI: 10.1021/jo00192a056

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