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
- MOL File:
- 789-25-3.mol
- MSDS File:
- SDS
- Modify Date:
- 2023/9/15 13:57:13
| 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) |
Triphenylsilane price More Price(7)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 148504 | Triphenylsilane 97% | 789-25-3 | 5G | ₹1948.5 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 148504 | Triphenylsilane 97% | 789-25-3 | 5G | ₹1948.5 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 148504 | Triphenylsilane 97% | 789-25-3 | 25G | ₹5813.03 | 2022-06-14 | Buy |
| TCI Chemicals (India) | T0661 | Triphenylsilane min. 96.0 % | 789-25-3 | 5G | ₹2000 | 2022-05-26 | Buy |
| ALFA India | ALF-A11605-18 | Triphenylsilane, 97% | 789-25-3 | 50g | ₹7426 | 2022-05-26 | 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.
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.]
Triphenylsilane Preparation Products And Raw materials
Raw materials
Preparation Products
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