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ChemicalBook--->CAS DataBase List--->789-25-3

789-25-3

789-25-3 Structure

789-25-3 Structure
IdentificationMore
[Name]

Triphenylsilane
[CAS]

789-25-3
[Synonyms]

SILANE, TRIPHENYL-
TRIPHENYLSILANE
Triphenylhydrosilane
triphenyl-silan
Triphenylsilaneminoffwhitepowder
Triphenylsilane,min.97%
Triphenysilane
Tri(phenyl)silicon
Triphenylsilane ,98%
TRIPHENYLSILANE, 99+%
Triphenylsilane, min. 97%
[EINECS(EC#)]

212-333-0
[Molecular Formula]

C18H16Si
[MDL Number]

MFCD00003003
[Molecular Weight]

260.41
[MOL File]

789-25-3.mol
Chemical PropertiesBack Directory
[Appearance]

Off-white solid
[Melting point ]

43-45 °C (lit.)
[Boiling point ]

152 °C/2 mmHg (lit.)
[refractive index ]

1.6160
[Fp ]

169 °F
[storage temp. ]

Inert atmosphere,2-8°C
[solubility ]

sol most organic solvents.
[form ]

Powder
[color ]

off-white
[Water Solubility ]

REACTS
[Hydrolytic Sensitivity]

3: reacts with aqueous base
[Sensitive ]

Air Sensitive
[Detection Methods]

GC,NMR
[BRN ]

978182
[InChIKey]

AKQNYQDSIDKVJZ-UHFFFAOYSA-N
[CAS DataBase Reference]

789-25-3(CAS DataBase Reference)
[NIST Chemistry Reference]

Silane, triphenyl-(789-25-3)
[EPA Substance Registry System]

789-25-3(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[WGK Germany ]

1
[TSCA ]

Yes
[HS Code ]

29310095
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Phenylsilane-->Lithium Aluminum Hydride
[Preparation Products]

DIPHENYLMETHYLSILANE-->4-methoxyphenyl benzoate-->2,3,5,6-Tetrafluoropyridine-->TRIMETHYLSILANE-->PHENYLTRICHLOROGERMANE-->HEXAPHENYLDISILOXANE-->TRIPHENYLETHOXYSILANE-->TRIPHENYLFLUOROSILANE-->octyl benzoate
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Triphenylsilane(789-25-3).msds
Hazard InformationBack Directory
[Chemical Properties]

Triphenylsilane is an off-white solid that is soluble in most organic solvents. It is used in certain cases for the preparation of triphenylsilyl ethers, which serve as alcohol-protecting groups. The triphenylsilyl group is considerably more stable (about 400 times) than the TMS group toward acidic hydrolysis.
[Uses]

Triphenylsilane acts as a reactant or reagent for catalytic hydrogen deuterium exchange reactions of silanes, to be oxidized by carbon nanotube-gold nanohybrids, for hydrolysis by ruthenium complexes, for hydrosilylation to produce enolsilanes, for synthesis of bromosilanes, for ozone oxidation of silyl-alkenes for synthesis of α-O-silylated acyloin derivatives. It is used to synthesize hydrido silyl and bis(silyl) bis(imidazolinylidene) nickel complexes.
[Uses]

Triphenylsilane(789-25-3) is reducing agent for esters, xanthates, and polychloroalkanes; protecting group for alcohols. It takes part in the reactions of Deoxygenations, Hydrosilylations, Lewis Acid-assisted Hydrosilylations, Heteroatom Reductions, Multiple Bond Reductions, Alkene Hydrogenations, Silylations, etc.
[Application]

More effective radical-based reagent for reduction of organic halides than the trialkylsilanes. Compares well with tri-n-butyltin hydride in reduction of enones to ketones. Shows good selectivity in the reduction of cyclic hemiacetals. Converts O-acetyl furanoses and pyranoses to deoxy sugars.
[Preparation]

Triphenylsilane(789-25-3) can be synthesized by reducing phenylsilane (PhSiH3) with a reducing agent such as lithium aluminum hydride (LiAlH4). The overall reaction equation is as follows:
3 PhSiH3 + 2 LiAlH4 → C18H16Si + 2 LiH + 2 AlH3
This reaction is typically carried out in anhydrous conditions and under inert gas atmosphere.
[reaction suitability]

reagent type: reductant
[storage]

This reagent is stable in the air. Because the toxicogical properties are unknown, it should be handled in a well-ventilated fume hood. Contact with the eyes and skin should be avoided.
[Purification Methods]

Purify it by recrystallisation from MeOH. [Gilman & Zuech J Am Chem Soc 81 5925 1959, Westermark Acta Chem Scand 9 947 1955, IR: Kaplan J Am Chem Soc 76 5880 1954, Beilstein 16 II 605, 16 III 1199, 16 IV 1369.]
Spectrum DetailBack Directory
[Spectrum Detail]

Triphenylsilane(789-25-3)MS
Triphenylsilane(789-25-3)1HNMR
Triphenylsilane(789-25-3)13CNMR
Triphenylsilane(789-25-3)IR1
Triphenylsilane(789-25-3)IR2
Triphenylsilane(789-25-3)Raman
Triphenylsilane(789-25-3)ESR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Triphenylsilane, 99+%(789-25-3)
[Alfa Aesar]

Triphenylsilane, 99%(789-25-3)
[Sigma Aldrich]

789-25-3(sigmaaldrich)
[TCI AMERICA]

Triphenylsilane,>96.0%(GC)(789-25-3)
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