CAS 789-25-3 Triphenylsilane - Materials / Alfa Chemistry

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Triphenylsilane

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Catalog Number

ACM789253

CAS Number

789-25-3

Product Name

Triphenylsilane

Structure

Category

Salt

Synonyms

Triphenylhydrosilane
1,1',1''-Silylidynetrisbenzene

IUPAC Name

tri(phenyl)silicon

Molecular Weight

260.41 g/mol

Molecular Formula

C18H16Si

Canonical SMILES

C1=CC=C(C=C1)[Si](C2=CC=CC=C2)C3=CC=CC=C3

InChI Key

BZLZKLMROPIZSR-UHFFFAOYSA-N

Boiling Point

184 °C(6 mmHg)

Melting Point

46 °C

Flash Point

156.1 °C

Purity

>96%

Density

152 °C/2 g/mL

Solubility

Soluble in almost transparency.

Appearance

White to almost white powder to crystal

Application

Triphenylsilane serves a multifaceted role in organic synthesis, primarily functioning as a reactant and reagent in various chemical transformations. Its versatile applications include the preparation of triphenylsilyl ethers, which are crucial for the protection of alcohol groups due to their exceptional stability against acidic hydrolysis. Furthermore, it is employed for catalytic hydrogen-deuterium exchange reactions, oxidation processes involving carbon nanotube-gold nanohybrids, and the hydrolysis of silanes using ruthenium complexes. Additionally, triphenylsilane is instrumental in hydrosilylation reactions for the creation of enolsilanes, the synthesis of bromosilanes, and the production of α-O-silylated acyloin derivatives via ozone oxidation of silyl-alkenes. It is a remarkably effective reductant, surpassing trialkylsilanes in reducing organic halides and offering significant selectivity in the conversion of cyclic hemiacetals and the transformation of O-acetyl furanoses and pyranoses into deoxy sugars. Moreover, triphenylsilane facilitates the synthesis of hexaphenyldisiloxane and tristriphenylsilylbismuth through reactions involving aqueous alkali and triethylbismuth, respectively.

Storage

Store under inert gas.

EC Number

212-333-0

Exact Mass

260.10200

Hazard Statements

H315 : Causes skin irritation.
H319 : Causes serious eye irritation.

MDL Number

MFCD00003003

Packaging

10 g; 100 g;

Precautionary Statements

P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ eye protection/ face protection.
P302 + P352 : IF ON SKIN: Wash with plenty of water.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P362 + P364 : Take off contaminated clothing and wash it before reuse.
P332 + P313 : If skin irritation °Ccurs: Get medical advice/ attention.

Properties

Solid

Safety Description

S26

Signal Word

Warning

Stability

Stable at room temperature in closed containers under normal storage and handling conditions.

WGK Germany

MSDS

Download MSDS

COA