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It is now suggested that this reaction proceeds through the intermediate mixed anhydride, resulting from attack by the nucleophilic carboxylate anion on the phosphorus atom, with expulsion of the azide ion. The latter then attacks the carbonyl carbon atom, to give the acyl azide and loss of the diphenylphosphate anion, known to be a good ...
The azide functional group can be shown by two resonance structures. An organic azide is an organic compound that contains an azide (– N 3) functional group. [1] Because of the hazards associated with their use, few azides are used commercially although they exhibit interesting reactivity for researchers.
Phenyl azide is an organic compound with the formula C 6 H 5 N 3. It is one of the prototypical organic azides. It is a pale yellow oily liquid with a pungent odor. The structure consists of a linear azide substituent bound to a phenyl group. The C−N=N angle is approximately 116°.
In chemistry, azide (/ ˈ eɪ z aɪ d /, AY-zyd) is a linear, polyatomic anion with the formula N − 3 and structure − N=N + =N −.It is the conjugate base of hydrazoic acid HN 3. Organic azides are organic compounds with the formula RN 3, containing the azide functional group. [1]
1-Diazidocarbamoyl-5-azidotetrazole, often jokingly referred to as azidoazide azide, [5] is a heterocyclic inorganic compound with the formula C 2 N 14. [6] It is a highly reactive and extremely sensitive explosive .
Tosyl azide is one of the most stable azide compounds but is still regarded as a potential explosive and should be carefully stored, while particular caution is vital for all reactions in which it is heated at or above 100 °C. The initial temperature of the explosive decomposition is about 120 °C. [1]
Introduction of an azide on the α carbon of carboxylic acid derivative using trisyl azide is an efficient alternative to electrophilic halogenation followed by nucleophilic substitution using anionic azide. Using an oxazolidinone as chiral auxiliary typically gives good induction of the stereochemistry at the α position.
Trifluoromethanesulfonyl azide is prepared by treating trifluoromethanesulfonic anhydride with sodium azide, traditionally in dichloromethane. [1] However, the use of dichloromethane is avoided since it can generate highly explosive azido-chloromethane and diazidomethane.