2-(TRIMETHYLSILYL)ETHOXYMETHYLTRIPHENYLPHOSPHONIUM CHLORIDE

CAS No.：82495-75-8

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2-(TRIMETHYLSILYL)ETHOXYMETHYLTRIPHENYLPHOSPHONIUM CHLORIDE Basic information

Product Name:	2-(TRIMETHYLSILYL)ETHOXYMETHYLTRIPHENYLPHOSPHONIUM CHLORIDE
Synonyms:	SEM-TRIPHENYLPHOSPHONIUM CHLORIDE;2-(TRIMETHYLSILYL)ETHOXYMETHYLTRIPHENYLPHOSPHONIUM CHLORIDE;-(Trimethylsilyl)ethoxymethyl-triphenylphosphonium chloride;2-(trime-silyl)ethoxymethyl-triphenyl-phosphonium chloride;PHENYL PHOSPHONIUM CHLORIDE;[2-(trimethylsily)ethoxymethyl]triphenylphosphonium.Cl;2-(Trimethylsilyl)ethoxymethyl-triphenylphosphonium chloride,SEM-triphenylphosphonium chloride;triphenyl(2-trimethylsilylethoxymethyl)phosphanium:chloride
CAS:	82495-75-8
MF:	C24H30ClOPSi
MW:	429.01
EINECS:
Product Categories:	Wittig Reaction;Phosphonium Compounds;Si (Classes of Silicon Compounds);Si-(C)4 Compounds;Silicon Compounds (for Synthesis);Synthetic Organic Chemistry;Wittig & Horner-Emmons Reaction
Mol File:	82495-75-8.mol

2-(TRIMETHYLSILYL)ETHOXYMETHYLTRIPHENYLPHOSPHONIUM CHLORIDE Chemical Properties

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

Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26-36
WGK Germany	3
F	3

MSDS Information

Provider	Language
SigmaAldrich	English

2-(TRIMETHYLSILYL)ETHOXYMETHYLTRIPHENYLPHOSPHONIUM CHLORIDE Usage And Synthesis

Physical properties	mp 165–169 °C.
Uses	[2-(Trimethylsilyl)ethoxymethyl]- triphenylphosphonium chloride is a reagent undergoes deprotonation and yield formation permitting the construction of enol ethers from aldehydes and ketones.
Uses	2-(Trimethylsilyl)ethoxymethyltriphenylphosphonium Chloride is used in preparation of Benzodecalindiones as antitumor agents.
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.]

2-(TRIMETHYLSILYL)ETHOXYMETHYLTRIPHENYLPHOSPHONIUM CHLORIDE Preparation Products And Raw materials

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