Diethyl (bromodifluoromethyl)phosphonate

Synonym
Product Category
Product Code
CAS Number
MDL Number
Pubchem SID
Reaxys RN
(Bromodifluoromethyl)phosphonic acid diethyl ester
Difluoromethylating Reagents,Difluorocarbene Precursor
KUMI2F31
65094-22-6
MFCD00069118
24865745
1944045
image-155171-Trimethyl(trifluoromethyl)silane_reagent.png
Chemical Name
Molecular Formula
Molecular Weight
Assay
Appearance
Boiling Point
Packaging
Storage
Diethyl (bromodifluoromethyl)phosphonate
C5H10BrF2O3P
267.01
≥97%(GC)
Colorless Liquid
99-102°C/16 mmHg
5g,10g,25g,50g,100g,250g,500g and 1kg
Store in cool place
Diethyl (bromodifluoromethyl)phosphonate is a highly efficient and environmentally benign difluorocarbene precursor. Its representative applications are 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), and 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.
Diethyl bromodifluoromethylphosphonate: a highly efficient and environmentally benign difluorocarbene precursor. [1]
Design and synthesis of nonpeptidic, small molecule inhibitors for the Mycobacterium tuberculosis protein tyrosine phosphatase PtpB. [2]
Potent and selective phosphopeptide mimetic prodrugs targeted to the Src homology 2 (SH2) domain of signal transducer and activator of transcription 3. [3]
References:
[1] Y.Zafrani, et al, Tetrahedron, 2009, 65(27), pp 5278-5283.
[2] K.A.Rawls, et al, Org. Biomol. Chem., 2010, 8(18), pp 4066-4070.
[3] P.K.Mandal, et al, J. Med. Chem., 2011,54(10),pp 3549-3563.
Signal Word
Hazard Statements
Precautionary Statements
HS Code
RIDADR
Legal Information
Not a hazardous substance or mixture


2931399090
NONH for all modes of transport

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