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Triphenylsilane

CAS No.
789-25-3
Chemical Name:
Triphenylsilane
Synonyms
DK914;DK021;NSC 12565;Triphenysilane;triphenyl-silan;TRIPHENYLSILANE;Tri(phenyl)silicon;SILANE, TRIPHENYL-;Triphenylsilane >Triphenylsilane ,98%
CBNumber:
CB4691556
Molecular Formula:
C18H16Si
Molecular Weight:
260.41
MDL Number:
MFCD00003003
MOL File:
789-25-3.mol
MSDS File:
SDS
Last updated:2023-09-15 13:57:13

Triphenylsilane Properties

Melting point 43-45 °C (lit.)
Boiling point 152 °C/2 mmHg (lit.)
refractive index 1.6160
Flash point 169 °F
storage temp. Inert atmosphere,2-8°C
solubility sol most organic solvents.
form Powder
color off-white
Water Solubility REACTS
Sensitive Air Sensitive
Hydrolytic Sensitivity 3: reacts with aqueous base
BRN 978182
InChIKey AKQNYQDSIDKVJZ-UHFFFAOYSA-N
CAS DataBase Reference 789-25-3(CAS DataBase Reference)
FDA UNII UQL9QY2CS8
NIST Chemistry Reference Silane, triphenyl-(789-25-3)
EPA Substance Registry System Silane, triphenyl- (789-25-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-37
WGK Germany  1
TSCA  Yes
HS Code  29310095
NFPA 704
1
2 0

Triphenylsilane price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 148504 Triphenylsilane 97% 789-25-3 5g $44.7 2024-03-01 Buy
Sigma-Aldrich 148504 Triphenylsilane 97% 789-25-3 25g $145 2024-03-01 Buy
TCI Chemical T0661 Triphenylsilane >96.0%(GC) 789-25-3 5g $37 2024-03-01 Buy
TCI Chemical T0661 Triphenylsilane >96.0%(GC) 789-25-3 25g $141 2024-03-01 Buy
Alfa Aesar A11605 Triphenylsilane 97% 789-25-3 10g $42.5 2024-03-01 Buy
Product number Packaging Price Buy
148504 5g $44.7 Buy
148504 25g $145 Buy
T0661 5g $37 Buy
T0661 25g $141 Buy
A11605 10g $42.5 Buy

Triphenylsilane Chemical Properties,Uses,Production

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.

Preparation

Triphenylsilane 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.

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.
Hexaphenyldisiloxane can be conveniently made by the action of aqueous alkali on triphenylsilane, Ph3SiH.
Tristriphenylsilylbismuth, (Ph3Si)3Bi, is made similarly from triethylbismuth and triphenylsilane: Et3Bi+3Ph3SiH==Heat==(Ph3Si)3Bi+3EtH.

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.]

76-86-8
789-25-3
Synthesis of Triphenylsilane from Triphenylsilyl chloride
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View Lastest Price from Triphenylsilane manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
TRIPHENYLSILANE pictures 2024-01-23 TRIPHENYLSILANE
789-25-3
US $0.00 / KG 1KG 98.00% 1000KG /month Shanghai Daken Advanced Materials Co.,Ltd
Triphenylsilane pictures 2019-07-06 Triphenylsilane
789-25-3
US $2.00 / KG 1KG 99% customsie Career Henan Chemical Co
  • TRIPHENYLSILANE pictures
  • TRIPHENYLSILANE
    789-25-3
  • US $0.00 / KG
  • 98.00%
  • Shanghai Daken Advanced Materials Co.,Ltd
triphenyl-silan Triphenylhydrosilane Triphenylsilaneminoffwhitepowder Triphenylsilane,min.97% Triphenysilane SILANE, TRIPHENYL- TRIPHENYLSILANE FOR SYNTHESIS Tri(phenyl)silicon Triphenylsilane ,98% TRIPHENYLSILANE, 99+% Triphenylsilane, min. 97% 1,1μ1μμ-Silylidynetrisbenzene NSC 12565 TRIPHENYLSILANE Triphenylsilane, 97%, for synthesis Triphenylsilane > Benzene, 1,1',1''-silylidynetris- DK914 DK021 789-25-3 C18H16Si C6H53SiH C5H53SiH Si-H Compounds Silicon Compounds (for Synthesis) Reduction Si (Classes of Silicon Compounds) Organometallic Reagents Others Organosilicon Silane compounds Reduction Si (Classes of Silicon Compounds) Si-H Compounds Silicon Compounds (for Synthesis) Synthetic Organic Chemistry Phenyl Silanes Organometallic Reagents Organosilicon OthersSynthetic Reagents Silanes organosilicon compounds Chemical Synthesis Organometallic Reagents Others Synthetic Reagents