Identification | More | [Name]
TRIS(TRIMETHYLSILYL)PHOSPHINE | [CAS]
15573-38-3 | [Synonyms]
TRIS(TRIMETHYLSILYL)PHOSPHINE TRIS(TRIMETHYLSILYL)PHOSPHINE 98+% (10 WT% IN HEXANE) SEA FREIGHT ITEM TRIS(TRIMETHYLSILYL)PHOSPHINE 98+% SEA FREIGHT ITEM Tris(trimethylsilyl)phosphine,min.98% Tris(trimethylsilyl)phosphine,min.98%(10wt%inhexane) TRIS(TRIMETHYLSILYL)PHOSPHINE , (10% IN HEXANE) [Ttris(trimethylsilyl)]phosphine, 98% Tris(trimethylsilyl)phosphine, min. 98% Tri(trimethylsilyl)phosphine | [Molecular Formula]
C9H27PSi3 | [MDL Number]
MFCD00015487 | [Molecular Weight]
250.54 | [MOL File]
15573-38-3.mol |
Chemical Properties | Back Directory | [Appearance]
Colorless to light yellow liqui | [Melting point ]
24 °C | [Boiling point ]
243-244 °C(lit.) | [density ]
0.863 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.502(lit.)
| [Fp ]
-18°C | [storage temp. ]
0-6°C | [solubility ]
pentane, hexanes, methylene chloride, benzene,
toluene, and acetonitrile. | [form ]
Liquid | [color ]
Colorless to Almost colorless | [Specific Gravity]
0.72 | [Water Solubility ]
Insoluble in water. | [Hydrolytic Sensitivity]
10: reacts extremely rapidly with moisture and oxygen - may | [Sensitive ]
Air & Moisture Sensitive | [CAS DataBase Reference]
15573-38-3(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
F,Xi | [Risk Statements ]
R17:Spontaneously flammable in air. | [Safety Statements ]
S16:Keep away from sources of ignition-No smoking . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S27:Take off immediately all contaminated clothing . S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S39:Wear eye/face protection . S37:Wear suitable gloves . S36:Wear suitable protective clothing . | [RIDADR ]
UN 2845 4.2/PG 1
| [WGK Germany ]
3
| [TSCA ]
No | [HazardClass ]
4.2 | [PackingGroup ]
I | [HS Code ]
29310099 |
Hazard Information | Back Directory | [Chemical Properties]
Colorless to light yellow liqui | [Physical properties]
mp 24 °C; bp 243–244 °C; d 0.863 g cm?3; n20
D
1.501–1.503. | [Uses]
It is used as the intermediate in organic synthesis. | [Uses]
Tris(trimethylsilyl)phosphine is a more stable analog of phosphine, but retains high reactivity due to the presence of the weak polar Si–P bond. It is nucleophilic and readily reacts with a range of electrophiles. Reaction with alkylating agents provides substituted phosphines, with acid chlorides phosphaalkenes can be obtained, and phosphabenzenes can be synthesized upon reaction with pyrylium salts.
It can be used as user-friendly phosphorus source and alternative to phosphine
gas, precursor of (Me3Si)2PLi, covalent synthon for the
anion P3?). | [Preparation]
several preparative methods are known.
These include the following: reaction of alkali metal phosphides
(NaPH2, KPH2, Li3P, usually prepared by reaction
of metal and phosphine gas or via metal alkyl derivative) with
chlorotrimethylsilane or fluorotrimethylsilane in 1,2-dimethoxyethane
or diethyl ether; reaction of sodium–potassium
alloy with white or red phosphorus in refluxing 1,2-
dimethoxyethane for 24 h followed by addition of
chlorotrimethylsilane and heating at reflux for 72 h (good
stirring is necessary for high yield of product), evaporation of
the solvent, and vacuum distillation (75% yield); reaction
of piperidinodichlorophosphine with lithium powder and
chlorotrimethylsilane in refluxing tetrahydrofuran (71%
yield); reaction of phosphine with excess of trimethylsilyl
triflate in the presence of a tertiary amine in an inert solvent
(Et2O) at low temperature (90% yield); reaction of phosphorus
trichloride, magnesium, and chlorotrimethylsilane (62%
yield). The last method is considered to be the most cost
effective and also the safest approach. | [Synthesis]
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
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