ChemicalBook--->CAS DataBase List--->18740-59-5

18740-59-5

18740-59-5 Structure

18740-59-5 Structure
IdentificationBack Directory
[Name]

CHLOROTRIBENZYLSILANE
[CAS]

18740-59-5
[Synonyms]

CHLOROTRIBENZYLSILANE
TRIBENZYL CHLOROSILANE
TRIBENZYLSILYL CHLORIDE
tribenzylchlorosilicane
Tribenzylchlorosilane 97%
Chlorotris(phenylmethyl)silane
chlorotris(phenylmethyl)-silan
Tribenzylchlorosilane, Tribenzylsilyl chloride
[EINECS(EC#)]

242-549-0
[Molecular Formula]

C21H21ClSi
[MDL Number]

MFCD00004768
[MOL File]

18740-59-5.mol
[Molecular Weight]

336.93
Chemical PropertiesBack Directory
[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 DataBack Directory
[Hazard Codes ]

C
[Risk Statements ]

34
[Safety Statements ]

26-36/37/39-45
[RIDADR ]

UN 3261 8/PG 2
[WGK Germany ]

3
[F ]

10-21
[TSCA ]

TSCA listed
[HazardClass ]

8
[PackingGroup ]

II
Hazard InformationBack Directory
[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.]
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