155071
Azidotrimethylsilane
95%
Synonym(s):
Trimethylsilyl azide
About This Item
Recommended Products
Quality Level
Assay
95%
form
liquid
refractive index
n20/D 1.414 (lit.)
bp
52-53 °C/175 mmHg (lit.)
density
0.868 g/mL at 25 °C (lit.)
storage temp.
2-8°C
SMILES string
C[Si](C)(C)N=[N+]=[N-]
InChI
1S/C3H9N3Si/c1-7(2,3)6-5-4/h1-3H3
InChI key
SEDZOYHHAIAQIW-UHFFFAOYSA-N
General description
Application
- A nitrogen precursor to prepare GaN nanowire via metal-organic chemical vapor deposition method.
- An electrolyte additive in Li-O2 batteries. The addition of TMSN3 results in the formation of robust solid electrolyte interphase.
- An efficient reagent in the synthesis of tetrazoles, fullerenyl azide, and α-azido oximes.
- A silylating agent in the O-trimethyl silylation of alcohols and phenols.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2
WGK
WGK 3
Flash Point(F)
closed cup
Flash Point(C)
closed cup
Personal Protective Equipment
Certificates of Analysis (COA)
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Articles
Click chemistry, and the copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) in particular, is a powerful new synthetic tool in polymer chemistry and material science.
The chemistry of organoazides is exceedingly rich, since the azide functionality reacts with electrophiles, nucleophiles, and dipolarophiles, with or without the extrusion of dinitrogen. Common place transformation such as Staudinger reductions or ligations, Cu(I)-catalyzed Huisgen cycloadditions (of the “click” reaction family), Curtius or Schmidt rearrangents, nitrene reactions, or imine formation via aza-Wittig reactions all necessitate organoazide precursors or intermediates
Since the preparation of the first organic azide, phenyl azide, by Peter Griess in 1864 this energy-rich and versatile class of compounds has enjoyed considerable interest.
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