TMSiA
Azidotrimethylsilane
CAS: 4648-54-8
Molecular Formula: C3H9N3Si
TMSiA - Names and Identifiers
| Name | Azidotrimethylsilane |
| Synonyms | TMSiA (CH3)3SiN3 Trimethylsilylazide Trimethylsilyl azide azidotrimethyl-silan TRIMETHYLSILYL AZIDE AZIDOTRIMETHYLSILANE Azidotrimethylsilane Silane,azidotrimethyl- Silane, azidotrimethyl- Azidotrimethylsilane,Trimethylsilyl azide |
| CAS | 4648-54-8 |
| EINECS | 225-078-5 |
| InChI | InChI=1/C3H9Si.N3/c1-4(2)3;1-3-2/h1-3H3;/q+1;-1 |
| InChIKey | SEDZOYHHAIAQIW-UHFFFAOYSA-N |
TMSiA - Physico-chemical Properties
| Molecular Formula | C3H9N3Si |
| Molar Mass | 115.21 |
| Density | 0.876g/mLat 20°C(lit.) |
| Melting Point | -95°C |
| Boling Point | 92-95°C(lit.) |
| Flash Point | 74°F |
| Water Solubility | decomposes |
| Solubility | Miscible with toluene, dichloromethane, diethyl ether and most organic solvents. |
| Appearance | Liquid |
| Specific Gravity | 0.868 |
| Color | Clear colorless to slightly yellow |
| BRN | 1903730 |
| Storage Condition | 2-8°C |
| Sensitive | 8: reacts rapidly with moisture, water, protic solvents |
| Refractive Index | n20/D 1.415(lit.) |
| Physical and Chemical Properties | Colorless liquid. Melting Point -95 ℃, boiling point 95 ℃(96kPa),52-53 ℃(23.3kPa), relative density 0.87(20/4 ℃), refractive index 1.4140(20 ℃). |
| Use | Used as an intermediate |
TMSiA - Risk and Safety
| Risk Codes | R11 - Highly Flammable R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed. R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R29 - Contact with water liberates toxic gas |
| Safety Description | S16 - Keep away from sources of ignition. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S8 - Keep container dry. S57 - Use appropriate container to avoid environmental contamination. S36/37 - Wear suitable protective clothing and gloves. S29 - Do not empty into drains. |
| UN IDs | UN 1992 3/PG 2 |
| WGK Germany | 3 |
| FLUKA BRAND F CODES | 10-33 |
| TSCA | Yes |
| HS Code | 29310095 |
| Hazard Class | 3 |
| Packing Group | II |
TMSiA - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| introduction | azido trimethylsilane (TMSA) is one of the reagents widely used in organic synthesis. It can be regarded as a substitute for metal azide, and almost all reactions of metal azide can occur. |
| application | azido trimethylsilane (TMSA) can react in many organic solvents, so it is easier to operate and obtain better results. The reaction properties of this reagent come from the two components of the molecule, and the reaction with azide group has high synthesis value. TMSA can easily react with halogenated hydrocarbons or sulfonates to form corresponding azide compounds. |
| preparation | add 250ml silicone oil (TSF458-100,GE Toshiba Silicone co., ltd.), 77.0g(1.2mol) sodium azide and 2.5g polyethylene glycol to the flask equipped with reflux condenser tube, thermometer and stirrer, and heat the mixture to 50-59 ℃, 125.0g(1.2mol) of trimethylsilane chloride was added dropwise to it. After the dripping is completed, the reaction is carried out at 59°C for 2 hours. After the reaction is completed, the internal temperature is raised to 105°C by heating, and the azido trimethylsilane is separated by simple distillation. Similarly, after distillation is completed, the by-product salt can be dispersed and stirring can be easily carried out. As a result, 128.5g(1.1mol) of azido trimethylsilane obtained was a clear colorless liquid. This amount corresponds to the yield of 96.9% relative to trimethylsilane chloride. In addition, its purity was 97.9% by gas chromatography (GC) analysis. |
| use | for organic synthesis. Used as an intermediate |
| Production method | Trimethylchlorosilane and sodium nitride are obtained by reacting in hexamethylphosphite triamide. |
| spontaneous combustion temperature | 300°C |
Last Update：2024-04-09 02:00:08
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