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Sigma-Aldrich

Tris(trimethylsilyl) phosphite

≥95.0% (GC)

Synonym(s):

Trimethylsilanol phosphite, Tris(trimethylsilyloxy)phosphine

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About This Item

Linear Formula:
[(CH3)3SiO]3P
CAS Number:
Molecular Weight:
298.54
Beilstein/REAXYS Number:
2043814
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥95.0% (GC)

form

liquid

refractive index

n20/D 1.409 (lit.)

bp

78-81 °C/8 mmHg (lit.)

density

0.893 g/mL at 25 °C (lit.)

SMILES string

C[Si](C)(C)OP(O[Si](C)(C)C)O[Si](C)(C)C

InChI

1S/C9H27O3PSi3/c1-14(2,3)10-13(11-15(4,5)6)12-16(7,8)9/h1-9H3

InChI key

VMZOBROUFBEGAR-UHFFFAOYSA-N

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General description

Tris(trimethylsilyl)phosphate is tris(trimethylsilyl)ester of phosphoric acid. It is an important raw material and intermediate inorganic synthesis. It is used in the preparation of bis(trimethylsilyl)phosphonate esters by the Arbuzov reaction with halogen-containing compounds.

Application

Tris(trimethylsilyl) phosphite is used as a:
  • Film-forming additive to enhance the electrochemical performance of the NMC811[LiNi0.8Mn0.1Co0.1O2]/Si-Grcell.

Other Notes

Reagent used for the mild preparation of bis(TMS) phosphonates (Arbuzow reaction); Review

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Tris (trimethylsilyl) Phosphite
Bittman R
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
Understanding the Roles of Tris (trimethylsilyl) Phosphite (TMSPi) in LiNi0. 8Mn0. 1Co0. 1O2 (NMC811)/Silicon--Graphite (Si--Gr) Lithium-Ion Batteries
Liu H, et al.
Advanced Materials Interfaces, 7(15), 2000277-2000277 (2020)
M. Sekine et al.
The Journal of Organic Chemistry, 46, 2097-2097 (1981)
L.E. Dreef et al.
Tetrahedron Letters, 29, 1199-1199 (1988)
M. Sekine et al.
Journal of the Chemical Society. Chemical Communications, 285-285 (1978)

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