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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.
The photochemical Curtius-like migration and rearrangement of a phosphinic azide forms a metaphosphonimidate [21] in what is also known as the Harger reaction (named after Dr Martin Harger from University of Leicester). [22] This is followed by hydrolysis, in the example below with methanol, to give a phosphonamidate. Scheme of the Harger reaction
Phosphoryl chloride (commonly called phosphorus oxychloride) is a colourless liquid with the formula P O Cl 3. It hydrolyses in moist air releasing phosphoric acid and fumes of hydrogen chloride . It is manufactured industrially on a large scale from phosphorus trichloride and oxygen or phosphorus pentoxide . [ 4 ]
For example, in the presence of concentrated hydrochloric acid at 100 °C, diphenylphosphine adds to the carbon atom in benzaldehyde to give (phenyl-(phenylmethyl)phosphoryl)benzene. Ph 2 PH + PhCHO → Ph 2 P(O)CH 2 Ph. Compared to tertiary phosphines, diphenylphosphine is weakly basic. The pKa of the protonated derivative is 0.03: [4]
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°.
A-242 has been added to Schedule 1 of the Annex on Chemicals of the Chemical Weapons Convention as of June 2020, and it has been explicitly named as an example compound for schedule 1.A.15. [ 2 ] [ 3 ] For chemicals listed in Schedule 1, the most stringent declaration and verification measures are in place combined with far-reaching limits and ...
Examples are the synthesis of tert-butyl diazoacetate [8] and diazomalonate. [9] Methyl phenyldiazoacetate is generated in this way by treating methyl phenylacetate with p-acetamidobenzenesulfonyl azide in the presence of base. [10] [11] Solid state structure of the diazo compound t-BuO 2 CC(N 2)C 6 H 4 NO 2. Key distances: C-N = 1.329 Å, N-N ...