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BENZYLOXYTRIMETHYLSILANE

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BENZYLOXYTRIMETHYLSILANE Basic information

Product Name:
BENZYLOXYTRIMETHYLSILANE
Synonyms:
  • BENZYLOXYTRIMETHYLSILANE
  • Silane, (benzyloxy)trimethyl-
  • Silane, trimethyl(phenylmethoxy)-
  • BENZYLOXYTRIMETHYLSILANE 98%
  • Benzyl trimethylsilyl ether, Trimethylbenzyloxysilane
  • (Trimethylsiloxymethyl)benzene
  • Benzyl (trimethylsilyl) ether
  • Phenyl(trimethylsilyloxy)methane
CAS:
14642-79-6
MF:
C10H16OSi
MW:
180.32
Mol File:
14642-79-6.mol
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BENZYLOXYTRIMETHYLSILANE Chemical Properties

Boiling point:
92 °C
Density 
0.916
refractive index 
1.4770
Flash point:
73°C
solubility 
Chloroform, Dichloromethane
form 
Yellow Liquid
color 
Colorless to Light yellow to Light red
Specific Gravity
0.916
Hydrolytic Sensitivity
7: reacts slowly with moisture/water
NIST Chemistry Reference
Silane, trimethyl(phenylmethoxy)-(14642-79-6)
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Safety Information

Risk Statements 
36/37/38
Safety Statements 
26-36/37/39-24/25-23
TSCA 
No
HS Code 
29310099
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BENZYLOXYTRIMETHYLSILANE Usage And Synthesis

Chemical Properties

Clear very pale yellow liquid

Uses

Benzyloxytrimethylsilane is an intermediate in the synthesis of [Di(benzyloxy)methyl]benzene (D417965), which is a reagent in organic chemical synthesis such as the synthesis of O-benzyl protected anti aldols.

Definition

ChEBI: Benzyl trimethylsilyl ether is a silyl ether that is benzyl alcohol in which the hydroxyl hydrogen is replaced by a trimethylsilyl group. It is a silyl ether and a member of benzenes. It is functionally related to a benzyl alcohol.

Synthesis

Benzyloxytrimethylsilane was prepared as follows: benzyl alcohol (1 mmol) was added to a mixture of HMDS (1 mmol) and MNPs-DABCO tribromide (10 mg) under solvent-free conditions, and then the mixture was stirred at room temperature for the specified time. The progress was monitored by TLC. Upon completion of the reaction, the catalyst was separated from the product (within 5 s) and washed with Et2O (2 ?? 5 mL). 10% aqueous NaHCO3 (3 mL) was added to destroy the additional amount of HMDS, then the organic layer was separated and dried with anhydrous Na2SO4. Evaporation under Et2O under reduced pressure allowed pure TMS-ether to be obtained without additional purification to give benzyloxytrimethylsilane.

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