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Key Documents

92750

Sigma-Aldrich

Dimethyl trimethylsilylmethylphosphonate

≥97.0%

Synonym(s):

[(Trimethylsilyl)methyl]-phosphonic acid dimethyl ester

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About This Item

Linear Formula:
(CH3)3SiCH2P(O)(OCH3)2
CAS Number:
Molecular Weight:
196.26
Beilstein/REAXYS Number:
2412153
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:

assay

≥97.0%

reaction suitability

reaction type: C-C Bond Formation

refractive index

n20/D 1.435 (lit.)
n20/D 1.435

bp

111-114 °C/21.5 mmHg (lit.)

density

1.024 g/mL at 25 °C (lit.)

SMILES string

COP(=O)(C[Si](C)(C)C)OC

InChI

1S/C6H17O3PSi/c1-8-10(7,9-2)6-11(3,4)5/h6H2,1-5H3

InChI key

QBHFBIHXALNDCB-UHFFFAOYSA-N

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Application

Reactant for:
  • Synthesis of phosphonato-phosphine palladacycles
  • Studying the synthetic applications of phosphoryl-stabilized anions
  • Peterson olefination reactions
  • Dilithiation and transmetalation

Other Notes

Reagent for the preparation of olefinic sugar phosphonates; For the direct methylenation of carbonyl compounds

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

159.8 °F - closed cup

flash_point_c

71 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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A. Sekiguchi et al.
Chemistry Letters (Jpn), 1385-1385 (1978)
H. Paulsen et al.
Chemische Berichte, 108, 1732-1732 (1975)

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