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411361 Sigma-Aldrich

Diethyl (bromodifluoromethyl)phosphonate

96%

Synonym: (Bromodifluoromethyl)phosphonic acid diethyl ester

  • CAS Number 65094-22-6

  • Linear Formula BrCF2P(O)(OC2H5)2

  • Molecular Weight 267.01

  •  MDL number MFCD00069118

  •  PubChem Substance ID 24865745

  •  NACRES NA.22

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Properties

Related Categories C-C Bond Formation, Chemical Synthesis, Horner-Wadsworth-Emmons Reagents, Olefination, Synthetic Reagents More...
Quality Level   100
assay   96%
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.)
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)

Packaging

5 g in glass bottle

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
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