155071
95%
liquid
n20/D 1.414 (lit.)
52-53 °C/175 mmHg (lit.)
0.868 g/mL at 25 °C (lit.)
2-8°C
C[Si](C)(C)N=[N+]=[N-]
1S/C3H9N3Si/c1-7(2,3)6-5-4/h1-3H3
SEDZOYHHAIAQIW-UHFFFAOYSA-N
Danger
Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2
3 - Flammable liquids
WGK 3
42.8 °F - closed cup
6 °C - closed cup
dust mask type N95 (US), Eyeshields, Gloves
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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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