Triphenylsilyl chloride Chemical Properties

Melting point:

91-94 °C(lit.)

Boiling point:

378 °C

Density 

1.14

Flash point:

>200°C

storage temp. 

Refrigerator

solubility 

acetone: 0.1 g/mL, clear

form 

crystal

color 

white

Specific Gravity

1.16

Water Solubility 

Reacts with water.

Sensitive 

Moisture Sensitive

Hydrolytic Sensitivity

8: reacts rapidly with moisture, water, protic solvents

BRN 

1820487

InChIKey

MNKYQPOFRKPUAE-UHFFFAOYSA-N

CAS DataBase Reference

76-86-8(CAS DataBase Reference)

NIST Chemistry Reference

Triphenylchlorosilane(76-86-8)

EPA Substance Registry System

Silane, chlorotriphenyl- (76-86-8)

Safety Information

Hazard Codes 

C

Risk Statements 

34-37

Safety Statements 

26-36/37/39-45-24/25

RIDADR 

UN 3261 8/PG 2

WGK Germany 

1

RTECS 

VV2720000

F 

10-21

TSCA 

Yes

HazardClass 

8

PackingGroup 

II

HS Code 

29310095

MSDS

• Language:English Provider:Chlorotriphenylsilane
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Triphenylsilyl chloride Usage And Synthesis

?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

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

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).

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.]

Triphenylsilyl chloride(76-86-8)Related Product Information

• Choline chloride
• Potassium chloride
• Triphenylsilane
• Sodium chloride
• Phenyltriethoxysilane
• 3-CYANOPROPYLMETHYLDICHLOROSILANE
• Phenyltrichlorosilane
• Dichlorodiphenylsilane
• Calcium chloride
• Chloromethyltrimethylsilane
• Benzyl chloride
• Ammonium chloride
• Chloromethyl silane
• Polyvinyl chloride
• DIMETHYLTHEXYLSILYL CHLORIDE
• Triphenylmethyl Chloride
• Diphenyldimethoxysilane
• Chlorodimethylphenylsilane