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• 619-73-8 4-nitrobenzyl chloride 
• 4461-33-0 benzoyl isocyanate 

Relevant academic research and scientific papers

Selective Cathodic Cleavage of Unsymmetrical Imidodicarbonates, Acylcarbamates and Diacylamides

A study of the selective cathodic cleavage of one of the alkoxycarbonyl or acyl groups from various imidodicarbonates, acylamides, and diacylamides is reported.The compounds investigated include all 15 possible combinations of the following groups in unsymmetrical N,N-diprotected derivatives of benzylamine: p-nitrobenzyloxycarbonyl, trichloroethyloxycarbonyl, toluene-p-sulfonyl, benzoyl, benzyloxycarbonyl, and tert-butyloxycarbonyl which can all be electrochemically cleavaged, except the last one.Initially the compounds were examined by cyclic voltammetry in order to measure the potentials associated with the cleavage of each group and afterwards they were electrolysed at constant potential in the presence of a proton donor.The following ranges in negative potential were recorded: 1.03-1.13 V , 1.8-2.14 V (Troc), 1.75-2.41 V (Tos), 1.88-2.52 V (Bz), and 2.83-2.9 V (Z), thus occasionally revealing a drastic effect of the auxiliary group.In the eletrolytic experiments competitive attack by base occasionally led to mixtures of monoacylamides.However, all compounds apart from some of the trichloroethyloxycarbonyl derivatives could be selectively cleaved in 89-100percent yields when an appropriate proton donor was used.Tentative explanations are given for the behaviour of the compounds studied and some conclusions are drawn.

Acidity of Benzoylcarbamates in Dimethyl Sulfoxide. Confirmation of Mixed N/O Alkylation in the Mitsunobu Reaction

Seventeen benzoyl-, 4-methoxybenzoyl-, and 4-nitrobenzoyl-carbamates have been synthesized via their corresponding isocyanates and their acidities determined in dimethyl sulfoxide solution.Their pKa values span an interval of nearly 5 pK units