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  • NJK-103


ENERGYCO CODE: NJK- 103        

CHEMICAL NAME: Triphenylchlorosilanol

CAS NO.: 76-86-8

Triphenylsilyl chloride

Base Information

Chemical Name: Triphenylsilyl chloride

CAS No.:76-86-8

Molecular Formula:C18H15ClSi

Molecular Weight:294.856

EINECS No.:200-989-0

Hs Code.:29310095

Mol file:76-86-8.mol

Synonyms:Silane,chlorotriphenyl- (6CI,8CI,9CI);Chlorotriphenylsilane;NSC 102804;TSL 8061;Triphenylchlorosilane;Triphenylsilicon chloride;

Chemical Property of Triphenylsilyl chloride

Chemical Property:

Appearance/Colour: white crystal 

Vapor Pressure:1.76E-05mmHg at 25°C 

Melting Point:91-94 °C(lit.) 

Refractive Index:1.614 

Boiling Point:374.8 °C at 760 mmHg 

Flash Point:164.5 °C 


Density:1.14 g/cm3 


Storage Temp.: Refrigerator 

Sensitive: Moisture Sensitive 

Solubility: acetone: 0.1 g/mL, clear 

Water Solubility: Reacts with water. 

Purity/Quality: 99% Triphenylchlorosilane

Safety Information:


Hazard Codes:


Safety Statements:26-36/37/39-45-24/25 


Acute toxicity IV- mouse LD50: 56 mg/kg

Description Triphenylsilyl chloride is a white to off-white crystal or powder with acrid ordor of hydrogen chloride, used for synthesis of pharmaceutical intermediates.

Physical properties mp 92–94°C; bp 240–243°C/35 mmHg.

Uses A wide variety of Grignard reagents and organolithium complexes participate in reactions with Ph3SiCl to afford organosilanes. Thus the reaction of allylmagnesium chloride with Ph3SiCl gives the allylsilane in high yield (eq 3).However, when hydrosilyl Grignard reagents are employed, reduction to the silane occurs (eq 4).Azaallyl anion6 and diazolithium salts can each be silylated to give the anticipated silane adducts (eqs 5 and 6). Similarly, arylsilanes8 and alkynylsilanes are produced upon silylation of the appropriate metalated13 carbanions with Ph3SiCl (eqs 7–11).

Uses Chlorotriphenylsilane is used as a silylating agent. It is also used as a pharmaceutical intermediate.

Purification Methods Likely impurities are tetraphenylsilane, small amounts of hexaphenyldisiloxane and traces of triphenylsilanol. Purify it by distillation at 2mm, then crystallise it from EtOH-free CHCl3, and from pet ether (b 30-60o) or hexane by cooling in a Dry-ice/acetone bath. [Allen & Modena J Chem Soc 3671 1957, Curran et al. J Am Chem Soc 72 4471 1950, Speier & Zimmerman J Am Chem Soc 77 6395 1955, Thomas & Rochow J Am Chem Soc 79 1843 1957, Beilstein 16 IV 1484.]




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