ChemicalBook Product Catalog Organic Chemistry 2-(TRIMETHYLSILYL)ETHOXYMETHYLTRIPHENYLPHOSPHONIUM CHLORIDE

2-(TRIMETHYLSILYL)ETHOXYMETHYLTRIPHENYLPHOSPHONIUM CHLORIDE

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 Structure
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 Reference82495-75-8(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
F 3
HS Code 2931.90.6000
MSDS Information
ProviderLanguage
SigmaAldrich English
2-(TRIMETHYLSILYL)ETHOXYMETHYLTRIPHENYLPHOSPHONIUM CHLORIDE Usage And Synthesis
Physical propertiesmp 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.
Uses2-(Trimethylsilyl)ethoxymethyltriphenylphosphonium Chloride is used in preparation of Benzodecalindiones as antitumor agents.
PreparationInvolves 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 MethodsWash 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
N-BOC-IMINO-(TRIPHENYL)PHOSPHORANE PROPARGYLTRIPHENYLPHOSPHONIUM BROMIDE Triphenylphosphine-3,3',3''-trisulfonic acid trisodium salt Triphenylmethane Bis(triphenylphosphinepalladium) acetate TRIPHENYL BORATE Chlorotriphenyltin Triphenylphosphine oxide Triphenylmethyl Chloride Triphenylacetic acid Triphenylphosphine hydrobromide [Bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I),98% TRIMETHYLSILANE HYDROXYMETHYL TRIPHENYLPHOSPHONIUM CHLORIDE (Methoxymethyl)triphenylphosphonium chloride 2-(Trimethylsilyl)ethanol 2-(TRIMETHYLSILYL)ETHOXYMETHYLTRIPHENYLPHOSPHONIUM CHLORIDE
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