Triphenylsilane
- Product Name
- 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
- Formula Weight
- 260.41
- MOL File
- 789-25-3.mol
Triphenylsilane Property
- 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)
- NIST Chemistry Reference
- Silane, triphenyl-(789-25-3)
- EPA Substance Registry System
- Silane, triphenyl- (789-25-3)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- 148504
- Product name
- Triphenylsilane
- Purity
- 97%
- Packaging
- 5g
- Price
- $44.7
- Updated
- 2024/03/01
- Product number
- 148504
- Product name
- Triphenylsilane
- Purity
- 97%
- Packaging
- 25g
- Price
- $145
- Updated
- 2024/03/01
- Product number
- T0661
- Product name
- Triphenylsilane
- Purity
- >96.0%(GC)
- Packaging
- 5g
- Price
- $37
- Updated
- 2024/03/01
- Product number
- T0661
- Product name
- Triphenylsilane
- Purity
- >96.0%(GC)
- Packaging
- 25g
- Price
- $141
- Updated
- 2024/03/01
- Product number
- A11605
- Product name
- Triphenylsilane
- Purity
- 97%
- Packaging
- 10g
- Price
- $42.5
- Updated
- 2024/03/01
Triphenylsilane Chemical Properties,Usage,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.
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.]
Triphenylsilane Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Triphenylsilane manufacturers
- Product
- TRIPHENYLSILANE 789-25-3
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98.00%
- Supply Ability
- 1000KG /month
- Release date
- 2021-11-19
- Product
- Triphenylsilane 789-25-3
- Price
- US $2.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- customsie
- Release date
- 2018-08-20