Trimethyl(phenoxy)silane

Trimethyl(phenoxy)silane Basic information
Product Name:Trimethyl(phenoxy)silane
Synonyms:Phenoxy(trimethyl)silane, Phenyl trimethylsilyl ether;trimethylphenoxy-silan;Trimethylphenoxysilane;trimethyl-phenoxy-silane;trimethylphenoxy-Silane;Trimethylsilyl phenyl ether;PHENOXYTRIMETHYLSILANE, 97+%;(Trimethylsilyl)oxybenzene
CAS:1529-17-5
MF:C9H14OSi
MW:166.29
EINECS:216-211-8
Product Categories:Building Blocks;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds;Protected Alcohols/Phenols
Mol File:1529-17-5.mol
Trimethyl(phenoxy)silane Structure
Trimethyl(phenoxy)silane Chemical Properties
Melting point -55 °C
Boiling point 81 °C23 mm Hg(lit.)
density 0.92 g/mL at 25 °C(lit.)
refractive index n20/D 1.478
Fp 127 °F
storage temp. Sealed in dry,Room Temperature
form liquid
color Colorless to Light orange to Yellow
Specific Gravity0.92
λmax274nm(Heptane)(lit.)
Hydrolytic Sensitivity7: reacts slowly with moisture/water
BRN 1905943
InChIKeyOJAJJFGMKAZGRZ-UHFFFAOYSA-N
EPA Substance Registry SystemSilane, trimethylphenoxy- (1529-17-5)
Safety Information
Hazard Codes Xi
Risk Statements 10-36/37/38
Safety Statements 26-36
RIDADR UN 1993 3/PG 3
WGK Germany 3
10-21
TSCA Yes
HazardClass 3.2
PackingGroup III
HS Code 29319090
MSDS Information
ProviderLanguage
SigmaAldrich English
Trimethyl(phenoxy)silane Usage And Synthesis
Chemical PropertiesClear colorless liquid
UsesTrimethyl(phenoxy)silane can be used as a catalyst for the Friedel-Crafts reaction, which is an organic reaction that converts alkenes into alcohols or epoxides. It can also reacts with hydrochloric acid to give phenol and chloroform. Trimethyl(phenoxy)silane has been shown to have chemical properties similar to those of phenol, such as viscosity, chemical species and resonance spectroscopy properties. It can react with oxygen in the air to form peroxides, so it should be stored in a cool, dry place away from light.
General DescriptionTrimethyl(phenoxy)silane is a trimethylsilyl protected alcohol. Direct lateral zincation (DlZn) of trimethyl(phenoxy)silane has been reported. Dielectric studies of phenoxysilane-phenol binary systems has been reported.
SynthesisGeneral procedure for trimethylsilylation of alcohols with HMDS catalyzed by P2O5/Al2O3. P2O5/Al2O3 (0.1 g) was added to a stirred solution of the alcohol (10 mmol) and HMDS (7.5 mmol) and the mixture was stirred at room temperature for the time specified in Table 2. The reaction was followed by TLC (n-hexane-EtOAc, 9:1). After completion of the reaction, ethyl acetate was added to the reaction mixture and the catalyst was isolated by filtration. It was washed well with ethyl acetate (2 9 5 ml) and then dried at 100°C for 2 h before being used again. The filtered solution was evaporated and purified by passage through a short column of silica gel with n-hexane as eluent (2 x 20 ml). Evaporation of the solvent under reduced pressure gave the pure product Trimethyl(phenoxy)silane, Yield; 89%.
syn.jpg
1-BROMO-3-(TERT-BUTYLDIMETHYLSILOXY)BENZENE CHLOROMETHYL(4-CHLOROPHENOXY)DIMETHYLSILANE 4-(TRIMETHYLSILOXY)BENZALDEHYDE 3-(T-BUTYLDIMETHYLSILOXY)IODOBENZENE (4-BROMOPHENOXY)TRIMETHYLSILANE P-(T-BUTYLDIMETHYLSILOXY)STYRENE CHLOROMETHYL(3-CHLOROPHENOXY)DIMETHYLSILANE CHLOROMETHYL(2-CHLOROPHENOXY)DIMETHYLSILANE (3-BROMOPHENOXY)TRIMETHYLSILANE Trimethyl(phenoxy)silane 2-(TRIMETHYLSILOXY)BENZALDEHYDE BIS(TRIMETHYLSILYL)BISPHENOL A (4-BROMOPHENOXY)-TERT-BUTYLDIMETHYLSILANE 1,4-BIS(CHLOROMETHYLDIMETHYLSILYLOXY)BENZENE P-TRIMETHYLSILOXYNITROBENZENE 1,3-BIS(CHLOROMETHYLDIMETHYLSILOXY)BENZENE 3,5-BIS(TERT-BUTYLDIPHENYLSILYLOXY)BENZOIC ACID METHYL ESTER (2-CHLOROPHENOXY)TRIMETHYLSILANE 97

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