Triethylsilyl hydride
Triethylsilane
CAS: 617-86-7
Molecular Formula: C6H16Si
Triethylsilyl hydride - Names and Identifiers
| Name | Triethylsilane |
| Synonyms | Triethylsilyl Triethylsilane triethylsilicon Triethylsilicon Triethylsilicane Silane, triethyl- Co-Formula CFS-867 Triethylsilyl hydride Triethylsilane,Triethylsilyl hydride |
| CAS | 617-86-7 |
| EINECS | 210-535-3 |
| InChI | InChI:1S/C6H16Si/c1-4-7(5-2)6-3/h7H,4-6H2,1-3H3 |
Triethylsilyl hydride - Physico-chemical Properties
| Molecular Formula | C6H16Si |
| Molar Mass | 116.28 |
| Density | 0.728 g/mL at 25 °C (lit.) |
| Melting Point | -157°C |
| Boling Point | 107-108 °C (lit.) |
| Flash Point | 25°F |
| Water Solubility | Miscible with water. |
| Solubility | insol H2O; sol hydrocarbons, halocarbons, ethers. |
| Vapor Presure | >1 hPa (20 °C) |
| Appearance | liquid |
| Specific Gravity | 0.728 |
| Color | colorless |
| BRN | 1098278 |
| Storage Condition | Store below +30°C. |
| Stability | Stable, but moisture sensitive. Highly flammable. Generates highly flammable gas (hydrogen) in contact with water, acids and bases. |
| Sensitive | Moisture Sensitive |
| Refractive Index | n20/D 1.412(lit.) |
| Physical and Chemical Properties | density: 0.728 flash point:-3 Boiling Point: 107 - 108
|
| Use | For organic synthesis and pharmaceutical intermediates |
Triethylsilyl hydride - Risk and Safety
| Risk Codes | R11 - Highly Flammable R36/37/38 - Irritating to eyes, respiratory system and skin. R52/53 - Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
| Safety Description | S9 - Keep container in a well-ventilated place. S16 - Keep away from sources of ignition. S29 - Do not empty into drains. S33 - Take precautionary measures against static discharges. S37/39 - Wear suitable gloves and eye/face protection S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
| UN IDs | UN 1993 3/PG 2 |
| WGK Germany | 1 |
| FLUKA BRAND F CODES | 10-21 |
| TSCA | Yes |
| HS Code | 29310095 |
| Hazard Class | 3 |
| Packing Group | II |
Triethylsilyl hydride - Reference Information
Open Data Unverified Data
| LogP | 3.6 at 20℃ |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Stability | 1. Under the action of alkaline water, the Si-H bond in the molecule breaks and releases hydrogen to generate triethylsilanol. Reacts with alkyl lithium, and the hydrogen atom in the Si-H bond is replaced by an alkyl group. Reacts with lithium alkoxy to produce triethylalkoxysilane. In the presence of aluminum trichloride, it reacts with hydrogen chloride to produce triethylchlorosilane. Under the action of platinum catalyst, it can undergo an addition reaction with alkenes. 2. It is sensitive to acid, alkali and moisture, and hydrogen will be released in contact with moisture. It is recommended to store under dry conditions and use in a fume hood. |
| reducibility | general reduction reactions are carried out in alkaline environment, triethylsilane can be used as reducing agent in acidic environment such as TFA, which is its biggest feature. It can be used for the reduction of acetals or the elimination of terminal alkoxy groups of sugars. In addition, it can be used with transition metal catalysts to do silicon-hydrogen cleavage addition. |
| Uses | Used for organic synthesis and pharmaceutical intermediates Under the action of alkaline water, the Si-H bonds in the molecule break and release hydrogen to generate triethylsilanol. Reacts with alkyl lithium, and the hydrogen atom in the Si-H bond is replaced by an alkyl group. Reacts with lithium alkoxy to produce triethylalkoxysilane. In the presence of aluminum trichloride, it reacts with hydrogen chloride to produce triethylchlorosilane. Under the action of platinum catalyst, it can undergo an addition reaction with alkenes. It can be prepared by reducing triethylchlorosilane with lithium hydride or tetrahydrolithium aluminum. Used to synthesize organosilicon compounds. triethylsilane (Triethylsilane), abbreviated as Et3SiH, is a common reducing agent, mainly used in the synthesis of silicone. the general reduction reaction is carried out in an alkaline environment. triethylsilane can be used as a reducing agent in an acidic environment such as TFA. It can be used for the reduction of acetals or the elimination of terminal alkoxy groups of sugars. In addition, it can be used with transition metal catalysts to do silicon-hydrogen cleavage addition. Multifunctional reducing agent; used for the research of 2-chromoalkanol reduction reaction; used for the synthesis of alkylsilane through the hydrosilylation of olefins The trialkylsilane hydride can be observed with TES to be cis-selective; to synthesize a Nav1.7 spiro-hydroxyindole blocker for the treatment of pain; used for cationic polymerization initiated by redox; used for the Beckmann rearrangement reaction of cyclododecaoxime; used for the regioselective reduction coupling reaction of allene and enone; used for the reactivation catalyst after the catalytic polymerization of styrene; used for the research on predicting the flash point of silicone |
| Production method | 1. It can be produced by reduction of triethylchlorosilane with lithium hydride or tetrahydrolithium aluminum. 2. Install high-efficiency stirrer, drip funnel and large tube condenser on the 5-liter three-neck flask. The latter is a cold trap cooled by dry ice and acetone. This bottle is used to prepare ethyl magnesium bromide (12.6 mol) ether solution. Drop 406. 5g (30 mol) of trichlorosilane into 1200 ml of anhydrous ether solution under cooling and vigorous stirring. It takes about 6 hours to add materials. The reaction mixture was stirred at room temperature for 8 hours, and then heated and refluxed for 1 hour. The ether was removed by distillation with a 20-tray column, and the residue was heated on a steam bath for 10 hours. Add 180 ml of water and stir to hydrolyze it, then add 372 ml of concentrated hydrochloric acid, separate the water layer, and extract with 2 parts of 500 ml of ether. The ether extract is combined with the product, washed with water, then dried on 150 grams of anhydrous potassium carbonate for 2 hours, and fractionated by 4 trays to obtain 27.03 grams (77.5%) of triethylsilane. |
Last Update：2024-04-09 19:43:38
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