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Tris(trimethylsilyl)phosphate

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Tris(trimethylsilyl)phosphate Basic information

Product Name:
Tris(trimethylsilyl)phosphate
Synonyms:
  • Phosphoric acid, TMS
  • Phosphoric acid, tristrimethylsilyl
  • Phosphoric acid, triTMS
  • Silanol, trimethyl-, phosphate (3:1)
  • Silanol,trimethyl-,phosphate(3:1)
  • trimethyl-silanophosphate(3:1)
  • Tris-(trimethylsilyl)fosfat
  • PHOSPHORIC ACID TRIS(TRIMETHYLSILYL) ESTER
CAS:
10497-05-9
MF:
C9H27O4PSi3
MW:
314.54
EINECS:
234-028-1
Product Categories:
  • Si (Classes of Silicon Compounds)
  • Silicon Compounds (for Synthesis)
  • Silyl Esters
  • Si-O Compounds
  • Synthetic Organic Chemistry
Mol File:
10497-05-9.mol
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Tris(trimethylsilyl)phosphate Chemical Properties

Melting point:
3-4 °C (lit.)
Boiling point:
228-229 °C/720 mmHg (lit.)
Density 
0.945 g/mL at 25 °C (lit.)
vapor pressure 
23.3hPa at 20℃
refractive index 
n20/D 1.409(lit.)
Flash point:
76 °F
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
23-25(at 25℃)
form 
liquid
Specific Gravity
0.959
color 
Colorless to Light yellow to Light orange
Water Solubility 
935.5μg/L at 20℃
Hydrolytic Sensitivity
8: reacts rapidly with moisture, water, protic solvents
BRN 
1794624
LogP
4.72 at 20℃
CAS DataBase Reference
10497-05-9(CAS DataBase Reference)
EPA Substance Registry System
Silanol, trimethyl-, phosphate (3:1) (10497-05-9)
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Safety Information

Hazard Codes 
F,Xi
Risk Statements 
11-36/37/38
Safety Statements 
16-26-36
RIDADR 
UN 1993 3/PG 2
WGK Germany 
2
RTECS 
TC9700000
10-21
TSCA 
Yes
HS Code 
2931.90.9010
HazardClass 
3.2
PackingGroup 
III

MSDS

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Tris(trimethylsilyl)phosphate Usage And Synthesis

Chemical Properties

Colorless liquid

Uses

Tris(trimethylsilyl) phosphite (TMSPi) is a film-forming additive for high voltage cathode material in lithium-ion batteries. Tris (trimethylsilyl) phosphate is cleaved by alkali-metal fluorides, nitrates, and acetates at give the trimethylsilyl esters of the corresponding acids.

Definition

ChEBI: Tris(trimethylsilyl) phosphate is an organosilicon compound that is phosphoric acid in which the three hydroxy groups are substituted by (trimethylsilyl)oxy groups. It is a phosphoric acid derivative and an organosilicon compound.

Preparation

Tris(trimethylsilyl)phosphine is prepared by treating trimethylsilyl chloride, white phosphorus, and sodium-potassium alloy:
1/4 P4 + 3 Me3SiCl + 3 K → P(SiMe3)3 + 3 KCl

General Description

Tris(trimethylsilyl) phosphate has been investigated as a novel film-forming additive for LiNi0.5Co0.2Mn0.3O2 cycling at high cut-off potential in LiPF6-based electrolyte. Tris(trimethylsilyl) phosphate [Tris(trimethylsilyl) ester of phosphoric acid] undergoes dealkylsilylation reaction with alumazene to yield heteroadamantane molecule.

Reactivity Profile

Tris(trimethylsilyl)phosphine and its more reactive derivative lithium bis-(trimethylsilyl)phosphide·2tetrahydrofuran are very useful reagents for the preparation of compounds with a single or a multiple element phosphorus bond. They react readily with various element halides, with carboxylic acid chlorides, and with carboxylic esters, as well as with other organic electrophiles via a substitution of lithium and/or a cleavage of the weak polar Si-P bonds.

Flammability and Explosibility

Not classified

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