CHLOROTRIBENZYLSILANE

CHLOROTRIBENZYLSILANE Structure
CAS No.
18740-59-5
Chemical Name:
CHLOROTRIBENZYLSILANE
Synonyms
CHLOROTRIBENZYLSILANE;TRIBENZYL CHLOROSILANE;TRIBENZYLSILYL CHLORIDE;tribenzylchlorosilicane;Tribenzylchlorosilane 97%;chlorotris(phenylmethyl)-silan;Chlorotris(phenylmethyl)silane;Tribenzylchlorosilane, Tribenzylsilyl chloride;Benzene, 1,1',1''-[(chlorosilylidyne)tris(methylene)]tris-
CBNumber:
CB1337305
Molecular Formula:
C21H21ClSi
Molecular Weight:
336.93
MOL File:
18740-59-5.mol
MSDS File:
SDS
Modify Date:
2022/12/21 16:56:50

CHLOROTRIBENZYLSILANE Properties

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

Risk and Safety Statements

Symbol(GHS) 
GHS05
Signal word  Danger
Hazard statements  H314
Precautionary statements  P280-P305+P351+P338-P310
Hazard Codes  C
Risk Statements  34
Safety Statements  26-36/37/39-45
RIDADR  UN 3261 8/PG 2
WGK Germany  3
10-21
HazardClass  8
PackingGroup  II

CHLOROTRIBENZYLSILANE Chemical Properties,Uses,Production

Physical properties

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

Uses

Tribenzylchlorosilane is widely used as reagent for alcohol protection.

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.]

CHLOROTRIBENZYLSILANE Preparation Products And Raw materials

Raw materials

Preparation Products

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CHLOROTRIBENZYLSILANE TRIBENZYL CHLOROSILANE TRIBENZYLSILYL CHLORIDE chlorotris(phenylmethyl)-silan Tribenzylchlorosilane, Tribenzylsilyl chloride Chlorotris(phenylmethyl)silane tribenzylchlorosilicane Tribenzylchlorosilane 97% Benzene, 1,1',1''-[(chlorosilylidyne)tris(methylene)]tris- 18740-59-5 C21H21ClSi C6H5CH23SiCl Synthetic Reagents Silicon-Based Protection and Derivatization Protecting and Derivatizing Reagents