The Mechanism of the Diazo‐Coupling Reaction

Abstract

HOI)GSON-"Ml~CHANlSM Oh' THI.1 ___ _ _ _ .~ ~. 228wprox., whikt thou(! uflectirig tlic Inoiiaiimiit!nts of iinbibitioii ;ind of dye are uot Liiore tliaii !ZY each. The rather lnryvr crrors iippriiriilg iu tire final eoiicuiitrations'iiHCtl in coiietriictiiip ttic t w v w (Ipips. I niid 2) are not to be at,tribritecl to atis UIIP yroceas, but r u t h r t o t,he fact that rarli point was obtainvd its thr rrsnlt of 11 l o n~ wrirs of opwatiiiiis.

The Kinetics of the Diazo Coupling Reaction.

“…The conclusions of Hauser and Breslow, as well as those resulting from the kinetic measurements made by Wistar and Bartlett, were criticized by Hodgson (23,24,25,26). First of all, he gives a different interpretation of the conclusions drawn by the other authors.…”

“…Very little work has hitherto been done with respect to the basic principles of this behavior of the aminonaphthols. Some years ago, the effect of the pH of the medium on the reacting position in the naphthalene nucleus was explained on the basis of the resonance theory (25). It was, in this connection, asserted that a different resonance structure prevails in acid solution from that in alkaline solution.…”