2-(TRIMETHYLSILYL)ETHOXYMETHYLTRIPHENYLPHOSPHONIUM CHLORIDE

Synonym(s):SEM-triphenylphosphonium chloride

CAS NO.：82495-75-8
Empirical Formula: C24H30ClOPSi
Molecular Weight: 429.01
MDL number: MFCD00043159
SAFETY DATA SHEET (SDS)
Update Date: 2026-05-28 01:18:32

2-(TRIMETHYLSILYL)ETHOXYMETHYLTRIPHENYLPHOSPHONIUM CHLORIDE Structural

What is 2-(TRIMETHYLSILYL)ETHOXYMETHYLTRIPHENYLPHOSPHONIUM CHLORIDE?

Physical properties

mp 165–169 °C.

The Uses of 2-(TRIMETHYLSILYL)ETHOXYMETHYLTRIPHENYLPHOSPHONIUM CHLORIDE

2-(Trimethylsilyl)ethoxymethyltriphenylphosphonium Chloride is used in preparation of Benzodecalindiones as antitumor agents.

The Uses of 2-(TRIMETHYLSILYL)ETHOXYMETHYLTRIPHENYLPHOSPHONIUM CHLORIDE

[2-(Trimethylsilyl)ethoxymethyl]- triphenylphosphonium chloride is a reagent undergoes deprotonation and yield formation permitting the construction of enol ethers from aldehydes and ketones.

Preparation

Involves reaction of triphenylphosphine with 2-(trimethylsilyl)ethoxymethyl chloride in benzene at gentle reflux for 18 h. Upon cooling, the resulting phosphonium salt can be recovered by filtration and purified by triturating with diethyl ether in 94% yield.

Purification Methods

Wash the solid with AcOH and recrystallise it from CH2Cl2/EtOAc. Dry it in a vacuum desiccator. Hygroscopic. 1H NMR (CDCl3) : -0.2 (s, Me3Si), 0.8 (t, 8Hz, CH2Si), 3.83 (t, 8Hz, OCH2), 5.77 (d, JPH 4Hz, P+-CH2O) and 7.70 (m, aromatic H). [Sch.nauer & Zbiral Justus Liebigs Ann Chem 1039 1983.]

Properties of 2-(TRIMETHYLSILYL)ETHOXYMETHYLTRIPHENYLPHOSPHONIUM CHLORIDE

Melting point:	145-149 °C(lit.)
storage temp.	Sealed in dry,2-8°C
solubility	Sol H2O and dichloromethane; sparingly soluble in THF.
form	powder to crystal
color	White to Almost white
BRN	4632507
CAS DataBase Reference	82495-75-8(CAS DataBase Reference)

Safety information for 2-(TRIMETHYLSILYL)ETHOXYMETHYLTRIPHENYLPHOSPHONIUM CHLORIDE

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.