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HomeProduct name listCHLOROTRIBENZYLSILANE

CHLOROTRIBENZYLSILANE

  • CAS NO.:18740-59-5
  • Empirical Formula: C21H21ClSi
  • Molecular Weight: 336.93
  • MDL number: MFCD00004768
  • EINECS: 242-549-0
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2022-12-21 16:56:50
CHLOROTRIBENZYLSILANE Structural

What is CHLOROTRIBENZYLSILANE?

Physical properties

mp 141–142 °C;1,2 a somewhat higher value (143–145 °C) is cited in the Aldrich catalog.

The Uses of CHLOROTRIBENZYLSILANE

Tribenzylchlorosilane is widely used as reagent for alcohol protection.

What are the applications of Application

Chlorotribenzylsilane is a reagent used as a protecting group for alcohols

Preparation

It is prepared by reaction of benzylmagnesium chloride with SiCl4 in ether; separation from mono- and dibenzylated chlorosilane byproducts is then accomplished by fractional distillation (boiling range 300–360 °C/100 mmHg). Other preparations involve the chlorination of tribenzylsilane using Cl2 or an acyl chloride. No yields are reported for any of the above preparative procedures.

Purification Methods

It is recrystallised three times from pet ether (in slender colourless needles, m 141o). It is sparingly soluble in pet ether but is soluble in Et2O. It does not fume in moist air but is decomposed by H2O to give tribenzyl silanol m 106o (from pet ether). [Robinson & Kipping J Chem Soc 93 439 1908, Jenkins & Post J Org Chem 15 556 1950, Beilstein 16 H 906, 16 IV 1498.]

Properties of CHLOROTRIBENZYLSILANE

Melting point: 139-142 °C(lit.)
Boiling point: 437.9±14.0 °C(Predicted)
Density  1.096±0.06 g/cm3(Predicted)
solubility  sparingly sol cold petroleum ether; moderately sol hot petroleum ether; sol ether.
EPA Substance Registry System Silane, chlorotris(phenylmethyl)- (18740-59-5)

Safety information for CHLOROTRIBENZYLSILANE

Signal word Danger
Pictogram(s)
ghs
Corrosion
Corrosives
GHS05
GHS Hazard Statements H314:Skin corrosion/irritation
Precautionary Statement Codes P280:Wear protective gloves/protective clothing/eye protection/face protection.
P310:Immediately call a POISON CENTER or doctor/physician.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for CHLOROTRIBENZYLSILANE

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