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Phenyl azide : ウィキペディア英語版
Phenyl azide

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Phenylazide is an organic compound with the formula C6H5N3. It is one of the prototypical organic azides. It has a pungent odor. The structure consists of a linear azide substituent bound to a phenyl group. The C-N=N angle is approximately 120°.
==Preparation==
Phenyl azide is prepared by the diazotization of phenylhydrazine with nitrous acid:
:C6H5NHNH2 + HNO2 → C6H5N3 + 2 H2O
Aryl iodides bearing electron-withdrawing substituents undergo metathesis with sodium azide in the presence of Cu(I), sodium ascorbate, and N,N'-dimethylethane-1,2-diamine (DMEA):
:RC6H4I + NaN3 → RC6H4N3 + NaI

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