Abstract

[40168-86-3] C6H11N3 (MW 125.174) InChI = 1S/C6H11N3/c1-6(2,3)4-5-8-9-7/h4-5H,1-3H3 InChIKey = TVTROXZINCQRLL-UHFFFAOYSA-N (used in amination of aromatic and heterocyclic compounds via their lithium derivatives;2 reaction with alkyllithium compounds leads to alkylated ketones;3 reaction with sulfoxonium ylides leads to N-vinyltriazolines and N-vinylaziridines;4 formation of azirines by thermolysis or photolysis5) Solubility: sol most organic solvents. Form Supplied in: liquid;6 not available commercially. Preparative Methods: vinyl azides are prepared in good yield from alkenes by regioselective addition of Iodine Azide (eq 1) followed by elimination of HI with a base such as Potassium t-Butoxide or 1,4-Diazabicyclo[2.2.2]octane.6 (1) Handling, Storage, and Precautions: decomposes on standing; should be handled with care like other azides because of the possibility of explosion.

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