The conversion of alkyl azides into primary amines through a procedure called the Staudinger reaction is shown.
The mechanism of the first part of the reaction is conceptually similar to the Wittig reaction that we've talked about, where an ylide reacts with a carbonyl to yield an oxaphosphetane, which then rearranges to an alkene and triphenylphosphine oxide.
Provide an arrow pushing mechanism for the first part of the Staudinger reaction, the reaction of triphenylphosphine (TPP) and an alkyl azide to produce an iminophosphorane and nitrogen gas.

Question

The conversion of alkyl azides into primary amines through a procedure called the Staudinger reaction is shown.
  The mechanism of the first part of the reaction is conceptually similar to the Wittig reaction that we've talked about, where an ylide reacts with a carbonyl to yield an oxaphosphetane, which then rearranges to an alkene and triphenylphosphine oxide.
  Provide an arrow pushing mechanism for the first part of the Staudinger reaction, the reaction of triphenylphosphine (TPP) and an alkyl azide to produce an iminophosphorane and nitrogen gas.

Quizplus · Accepted Answer

The Answer of The conversion of alkyl azides into primary amines through a procedure called the Staudinger reaction is shown.
  The mechanism of the first part of the reaction is conceptually similar to the Wittig reaction that we've talked about, where an ylide reacts with a carbonyl to yield an oxaphosphetane, which then rearranges to an alkene and triphenylphosphine oxide.
  Provide an arrow pushing mechanism for the first part of the Staudinger reaction, the reaction of triphenylphosphine (TPP) and an alkyl azide to produce an iminophosphorane and nitrogen gas.

The Conversion of Alkyl Azides into Primary Amines Through a Procedure