411361

Diethyl (bromodifluoromethyl)phosphonate

96%

• Synonym(s): (Bromodifluoromethyl)phosphonic acid diethyl ester
• Linear Formula: BrCF₂P(O)(OC₂H₅)₂
• CAS Number: 65094-22-6
• Molecular Weight: 267.01
• MDL number: MFCD00069118
• UNSPSC Code: 12352108
• PubChem Substance ID: 24865745
• NACRES: NA.22

Properties

• Assay: 96%
• form: liquid
• reaction suitability: reaction type: C-C Bond Formation
• refractive index: n20/D 1.417 (lit.)
• bp: 40-41 °C/0.05 mmHg (lit.)
• density: 1.503 g/mL at 25 °C (lit.)
• functional group: bromo; fluoro; phosphonate
• SMILES string: CCOP(=O)(OCC)C(F)(F)Br
• InChI: 1S/C5H10BrF2O3P/c1-3-10-12(9,11-4-2)5(6,7)8/h3-4H2,1-2H3
• InChI key: QRADKVYIJIAENZ-UHFFFAOYSA-N

Description

Application

Reactant for:

• 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
• P-C bond cleavage on basic hydrolysis
• Preparation of a prodrug for intracellular delivery of protein tyrosine phosphatase 1B (PTP1B) inhibitor (nonhydrolyzable difluoromethylphosphonate moiety)

Safety Information

• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves