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CAS RN: 65094-22-6 | Product Number: D3071

Diethyl (Bromodifluoromethyl)phosphonate

Purity: >97.0%(GC)
  • (Bromodifluoromethyl)phosphonic Acid Diethyl Ester
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Product Number D3071
Purity / Analysis Method >97.0%(GC)
Molecular Formula / Molecular Weight C__5H__1__0BrF__2O__3P = 267.01  
Physical State (20 deg.C) Liquid
CAS RN 65094-22-6
Reaxys Registry Number 1944045
PubChem Substance ID 253660519
MDL Number


Appearance Colorless to Almost colorless clear liquid
Purity(GC) min. 97.0 %
Properties (reference)
Boiling Point 102 °C/16 mmHg
Specific Gravity (20/20) 1.50
Refractive Index 1.42
Pictogram Pictogram
Signal Word Warning
Hazard Statements H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
Precautionary Statements P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ eye protection/ face protection.
P302 + P352 : IF ON SKIN: Wash with plenty of water.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P362 + P364 : Take off contaminated clothing and wash it before reuse.
P332 + P313 : If skin irritation occurs: Get medical advice/ attention.
Related Laws:
Fire Defense Law Group-4-3-III
Transport Information:
TCI Practical Example: Difluoromethylation of Phenols Using Diethyl (Bromodifluoromethyl)phosphonate

Used Chemicals


To a solution of potassium hydroxide (1.12 g, 20 mmol, 20 equiv) and 2'-hydroxyacetophenone (136 mg, 1.0 mmol) in acetonitrile and water (10 mL, 1:1) was added diethyl (bromodifluoromethyl)phosphonate (534 mg, 2.1 mmol, 2.1 equiv) at -30 °C and the mixture was stirred at r. t. for 2 hours. The reaction mixture was extracted with IPE (20 mL, 2 times) and the organic layer was dried over sodium sulfate and filtered. The solvent was removed under reduced pressure and the residue was purified by column chromatography (ethyl acetate:hexane = 0:1 - 1:9 on silica gel) to give 2’-difluoromethoxyacetophenone as a light yellow liquid (151 mg, 82%).

Experimenter’s Comments

The reaction mixture was monitored by TLC (ethyl acetate:hexane = 1:4, Rf = 0.60).

Analytical Data(2’-Difluoromethoxyacetophenone)

1H NMR (400 MHz, CDCl3); δ 7.77 (dd, 1H, J = 7.8, 1.9 Hz), 7.53 (dt, 1H, J = 7.8, 1.9 Hz), 7.30 (dt, 1H, J = 7.6, 1.0 Hz), 7.19 (brd, 1H, J = 8.1 Hz), 6.60 (t, 1H, J = 73 Hz), 2.64 (s, 3H).

Lead Reference

Other References

Difluorocarbene Generation and Difluoromethylation of Phenols



PubMed Literature

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