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742392

Sigma-Aldrich

Diethyl [difluoro(trimethylsilyl)methyl]phosphonate

≥85.0% (H-NMR)

Synonym(s):

Diethyl (trimethylsilyl)difluoromethylphosphonate, [Diethoxyphosphoryl(difluoro)methyl]-trimethyl-silane

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About This Item

Linear Formula:
(CH3)3SiCF2P(O)(OC2H5)2
CAS Number:
80077-72-1
Molecular Weight:
260.29
MDL number:
MFCD00192024
UNSPSC Code:
12352108
PubChem Substance ID:
329765570
NACRES:
NA.22

Quality Level

100

Assay

≥85.0% (H-NMR)

form

liquid

refractive index

n20/D 1.414 (lit.)
n20/D 1.416-1.418

bp

75 °C/0.2 mmHg (lit.)

density

1.077 g/mL at 25 °C (lit.)

suitability

conforms to structure for Proton NMR spectrum

functional group

fluoro
phosphonate

SMILES string

CCOP(=O)(OCC)C(F)(F)[Si](C)(C)C

InChI

1S/C8H19F2O3PSi/c1-6-12-14(11,13-7-2)8(9,10)15(3,4)5/h6-7H2,1-5H3

InChI key

AUYUSSHVQGGCCS-UHFFFAOYSA-N

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Analysis Note

Phosphourous 31 NMR spectrum conforms to structure

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL4311
BCCM1356
BCCF5483
BCCD6747
BCBJ9586V

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Michael D Reily et al.
Journal of the American Chemical Society, 128(38), 12360-12361 (2006-09-21)
A new NMR chemical shift standard and pH indicator, difluorotrimethylsilanylphosphonic acid (DFTMP), is described, and the utility of this reagent is demonstrated for in situ determination of pH in complex biofluids. The pH dependence of this reagent allows accurate in
Nucleophilic difluoromethylenation of aldehydes and ketones using diethyl difluoro(trimethylsilyl)methylphosphonate.
Alexandrova, A. V. and Beier, P.
Journal of Fluorine Chemistry, 130, 493-500 (2009)
(Diethylphosphinyl)difluoromethyllithium. ? Preparation and synthetic application.
Obayashi, M. et al.
Tetrahedron Letters, 23, 2323-2326 (1982)

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