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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 acyl azide is usually made from the reaction of acid chlorides or anhydrides [6] with sodium azide [7] or trimethylsilyl azide. [8] Acyl azides are also obtained from treating acylhydrazines with nitrous acid. [9] Alternatively, the acyl azide can be formed by the direct reaction of a carboxylic acid with diphenylphosphoryl azide (DPPA ...
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.
Main group azido compounds are chemical compounds consisting of azide, N 3 − bonded to a main group element. [1] [2]Azido compounds are often shock sensitive.Their sensitivity correlates with the amount of ionic or covalent character the azide-element bond has, with ionic character being far more stable than covalent character. [3]
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, pyrophosphates are phosphorus oxyanions that contain two phosphorus atoms in a P−O−P linkage. A number of pyrophosphate salts exist, such as disodium pyrophosphate (Na 2 H 2 P 2 O 7) and tetrasodium pyrophosphate (Na 4 P 2 O 7), among others.
The lithium, sodium, and potassium salts are prepared by reduction of chlorodiphenylphosphine, [1] triphenylphosphine, [2] [3] or tetraphenyldiphosphine with alkali metals (M): (C 6 H 5) 2 PCl + 2 M → (C 6 H 5) 2 PM + MCl (C 6 H 5) 3 P + 2 M → (C 6 H 5) 2 PM + MC 6 H 5 (C 6 H 5) 4 P 2 + 2 M → 2 (C 6 H 5) 2 PM. They can also be obtained by ...
Chlorodiphenylphosphine is used in the synthesis of sodium diphenylphosphide via its reaction with sodium metal in refluxing dioxane. [5] Ph 2 PCl + 2 Na → Ph 2 PNa + NaCl. Diphenylphosphine can be synthesized in the reaction of Ph 2 PCl and LiAlH 4, the latter usually used in excess. [6] 4 Ph 2 PCl + LiAlH 4 → 4 Ph 2 PH + LiCl + AlCl 3