Azidotrimethylsilane
- CAS No.
- 4648-54-8
- Chemical Name:
- Azidotrimethylsilane
- Synonyms
- TMSN3;TRIMETHYLSILYL AZIDE;TMSiA;decomposes;(CH3)3SiN3;Trimethylazidosilane;Three methyl azide silane;CFS-548;AzidotrimethyL;Co-Formula CFS-548
- CBNumber:
- CB3444416
- Molecular Formula:
- C3H9N3Si
- Molecular Weight:
- 115.21
- MDL Number:
- MFCD00001986
- MOL File:
- 4648-54-8.mol
- MSDS File:
- SDS
Melting point | -95°C |
---|---|
Boiling point | 92-95 °C(lit.) |
Density | 0.876 g/mL at 20 °C(lit.) |
refractive index |
n |
Flash point | 74 °F |
storage temp. | 2-8°C |
solubility | Miscible with toluene, dichloromethane, diethyl ether and most organic solvents. |
form | Liquid |
color | Clear colorless to slightly yellow |
Specific Gravity | 0.868 |
Water Solubility | decomposes |
Sensitive | Moisture Sensitive |
Hydrolytic Sensitivity | 8: reacts rapidly with moisture, water, protic solvents |
BRN | 1903730 |
InChIKey | SEDZOYHHAIAQIW-UHFFFAOYSA-N |
CAS DataBase Reference | 4648-54-8(CAS DataBase Reference) |
FDA UNII | EM57JSM2Y9 |
NIST Chemistry Reference | Azidotrimethylsilane(4648-54-8) |
EPA Substance Registry System | Azidotrimethylsilane (4648-54-8) |
SAFETY
Risk and Safety Statements
Symbol(GHS) | GHS02,GHS06 |
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Signal word | Danger | |||||||||
Hazard statements | H225-H301+H311+H331 | |||||||||
Precautionary statements | P210-P280-P301+P310+P330-P302+P352+P312-P304+P340+P311 | |||||||||
Hazard Codes | F,T,N | |||||||||
Risk Statements | 11-23/24/25-50/53-29 | |||||||||
Safety Statements | 16-36/37/39-45-8-57-36/37-29 | |||||||||
RIDADR | UN 1992 3/PG 2 | |||||||||
WGK Germany | 3 | |||||||||
F | 10-33 | |||||||||
Autoignition Temperature | 300 °C | |||||||||
TSCA | Yes | |||||||||
HazardClass | 3 | |||||||||
PackingGroup | II | |||||||||
HS Code | 29310095 | |||||||||
NFPA 704 |
|
Azidotrimethylsilane price More Price(24)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | 155071 | Azidotrimethylsilane 95% | 4648-54-8 | 10g | $107 | 2024-03-01 | Buy |
Sigma-Aldrich | 8.18026 | Trimethylsilyl azide for synthesis | 4648-54-8 | 25mL | $147 | 2024-03-01 | Buy |
Sigma-Aldrich | 155071 | Azidotrimethylsilane 95% | 4648-54-8 | 50g | $310 | 2024-03-01 | Buy |
TCI Chemical | T0801 | Trimethylsilyl Azide >95.0%(GC) | 4648-54-8 | 5g | $26 | 2024-03-01 | Buy |
TCI Chemical | T0801 | Trimethylsilyl Azide >95.0%(GC) | 4648-54-8 | 25g | $76 | 2024-03-01 | Buy |
Azidotrimethylsilane Chemical Properties,Uses,Production
Chemical Properties
clear colorless to slightly yellow liquid
Physical properties
bp 95–96°C; n20 D 1.416; d 0.868 g cm?3; fp23°C; IR νmax 2100 cm?1; 1H NMR (CDCl3) δ = 0.22.
Uses
Versatile azidonation reagent for amines, amides, aldehydes, and ketones.
Uses
Many applications of TMSA in organic synthesis have been reported but only representative examples are described herein. Substitution Reactions. Benzyl,allyl,and substituted alkyl halides are converted to the corresponding azides in 60–100% yields via reactions with TMSA under neutral conditions in a nonaqueous solvent (eq 1).By using tin(IV) chloride as a catalyst, secondary and tertiary cyclic and polycyclic halides are similarly transformed into the corresponding azides in 50–92% yields (eq 1).
Uses
Trimethylsilyl azide is used as an azidonation reagent for amines, amides, aldehydes and ketones. It is involved in the preparation of alfa- and beta-siloxy azides from carbonyl compounds and epoxides. It is also used in the preparation of heterocyclic compounds and also acts as an effective substitute for hydrazoic acid. Further, it is used in the Oseltamivir total synthesis.
Preparation
several methods for the synthesis of this azide have been reported.The procedure involving aluminum chloride is not recommended, since an explosive product is formed.Azidotrimethylsilane is now commercially available, and a representative synthetic procedure is as follows. A mixture of sodium azide and chlorotrimethylsilane is refluxed in di-n-butyl ether for 2 days and the azide is safely distilled directly from the reaction vessel. Purer compound (99% content) is obtained by redistillation of the product. Several improved conditions have been reported for the preparation of this azide.In these procedures, trimethylsilyl chloride is reacted with sodium azide either neat or in a high boiling point solvent, such as a mixture of silicone oil and polyethylene glycol. Distillation of the crude product usually provides trimethylsilyl azide (TMSA) in high purity (97.9%) and yield (97%).
Purification Methods
Distil the azide through a Vigreux column (p 11) in a N2 atmosphere maintaining the oil bath temperature thermostat at 135-140o . Check the purity by 1H NMR [CHCl3, : single peak at 13cps from Me4Si]. Likely impurities are siloxane hydrolysis products. The azide is thermally stable even at 200o when it decomposes slowly without explosive violence. All the same, it is advisable to carry out the distillation behind a thick safety screen in a fumehood because unforseen EXPLOSIVE azides may be formed on long standing. [Birkofer & Wagner Org Synth Coll Vol VI 1030 1988.]
Azidotrimethylsilane Preparation Products And Raw materials
Raw materials
Preparation Products
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Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Hebei Mojin Biotechnology Co., Ltd | +86 13288715578 +8613288715578 | sales@hbmojin.com | China | 12446 | 58 |
Hebei Chuanghai Biotechnology Co,.LTD | +86-13131129325 | sales1@chuanghaibio.com | China | 5886 | 58 |
Capot Chemical Co.,Ltd. | 571-85586718 +8613336195806 | sales@capotchem.com | China | 29798 | 60 |
Shanghai Daken Advanced Materials Co.,Ltd | +86-371-66670886 | info@dakenam.com | China | 18628 | 58 |
Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21667 | 55 |
Shanghai Time Chemicals CO., Ltd. | +86-021-57951555 +8617317452075 | jack.li@time-chemicals.com | China | 1807 | 55 |
Nanjing ChemLin Chemical Industry Co., Ltd. | 025-83697070 | product@chemlin.com.cn | CHINA | 3012 | 60 |
ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 32836 | 60 |
Hefei TNJ Chemical Industry Co.,Ltd. | +86-0551-65418679 +8618949832763 | info@tnjchem.com | China | 2989 | 55 |
career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29888 | 58 |
View Lastest Price from Azidotrimethylsilane manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
---|---|---|---|---|---|---|---|---|
2024-09-23 | Azidotrimethylsilane
4648-54-8
|
US $10.00 / KG | 1KG | 99.8% | 100tons | Hebei Chuanghai Biotechnology Co,.LTD | ||
2024-04-19 | Azidotrimethylsilane
4648-54-8
|
US $1.00 / KG | 1KG | 99.91% | 200000 | Ouhuang Engineering Materials (Hubei) Co., Ltd | ||
2023-06-22 | Azidotrimethylsilane
4648-54-8
|
US $0.00 / KG | 1KG | 99% | 50000KG/month | Hebei Mojin Biotechnology Co., Ltd |
- Azidotrimethylsilane
4648-54-8
- US $10.00 / KG
- 99.8%
- Hebei Chuanghai Biotechnology Co,.LTD
- Azidotrimethylsilane
4648-54-8
- US $1.00 / KG
- 99.91%
- Ouhuang Engineering Materials (Hubei) Co., Ltd
- Azidotrimethylsilane
4648-54-8
- US $0.00 / KG
- 99%
- Hebei Mojin Biotechnology Co., Ltd
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