2-deutero

The localization energies for electrophilic substitution in benzimidazole predict that all three reactive forms should undergo substitution in the 4-position. This does not explain the formation of the 5-nitro compound or that of the 2-deutero compound. It is doubtful whether any electrophilic substitution occurs preferentially in the 4-position. 

Imidazole, 2-deutero-l, 4-dimethyl-photolysis, 5, 377 Imidazole, 2,4-dialkyl-benzylation, 5, 388 Imidazole, 4,5-dialkyl-synthesis, 5, 481, 482 Imidazole, 1-dialkylphosphoryl-decomposition, 5, 455 Imidazole, 1,2-diamino-reactions... 

Phenyl- -nitril 116, 581, 679 3-PhenyI-2-(4-nitro-phenyl)-2-deutero- -methylester 210... 

Chlor-2,2-dimethyl- 391 Chlormethyl- 5IS Cyan- 111, 122 [2-Deutero-propyI-(2)]- 69 Dibrom- 510... 

Oxidation of isopropyl alcohol (H2R) by chromic acid has been studied in det ai by Westheimer and Novick , and it was found that acetone (R) is formed nearly quantitatively. The reaction proved to be first order with respect to hydrogen chromate and second order with respect to hydrogen ions. Measurements using 2-deutero-2-propanol under identical conditions as those for the oxidation of ordinary isopropyl alcohol showed the rate of reaction to be of that with the hydrogen compound. This fact is considered to prove that the secondary hydrogen atom is removed in the rate-controlling step and that the assumption of hydride-ion abstraction can be excluded. The data are consistent with the following mechanism... 

Durch Ruthenium-katalysierte Oxidation sind neben N-Acyl-N-allyl-aminen (s. Bd. E5, S. 557, 1985) auch Acyl-aryl-amine zu a-Aminosauren oxidierbar, z. B. (5)-2-Deutero-glycin aus N-(a-Deutero-4-methoxy-benzyl)-carbamidsaure-tert.-butylester (1), 54% . Das (R)-2-Deutero-glycin (80%) wird durch Ozonolyse von (/ )-Deutero-(2-furyl)-phthalimido-methan (II) erhalten6 (S. 644). 

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