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Key Documents

579440

Sigma-Aldrich

Bis(2,2,2-trifluoroethyl) methylphosphonate

98%

Synonym(s):

Bis(2,2,2-trifluoroethyl) P-methylphosphonate

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About This Item

Linear Formula:
(CF3CH2O)2P(O)CH3
CAS Number:
Molecular Weight:
260.07
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

reaction suitability

reaction type: C-C Bond Formation

refractive index

n20/D 1.339 (lit.)

bp

183-184 °C (lit.)

mp

24-28 °C (lit.)

SMILES string

CP(=O)(OCC(F)(F)F)OCC(F)(F)F

InChI

1S/C5H7F6O3P/c1-15(12,13-2-4(6,7)8)14-3-5(9,10)11/h2-3H2,1H3

InChI key

YIUFTMLPQFZEFD-UHFFFAOYSA-N

Application

Flame-retardant additive for lithium-ion electrolytes

Used as homogenous organic catalytic system and as a catalyst for phosphorylation of polyfluoroalkanols

Reactant for:
  • Synthesis of fluorescently labeled discodermolide for studying its binding to tubulin
  • Cross metathesis / phosphonate-based intramolecular olefination
  • Olefination for the synthesis of the anticancer microtubule-stabilizing macrolide, (-)-dictyostatin

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

176.0 °F - closed cup

Flash Point(C)

80 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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