Kinetics of the Reactions of Formaldehyde with Substituted Benzamides in Water.

Investigation of the open ring form of nicotinamide adenine dinucleotide

“…The dashed line in Figure 1 was calculated using these experimentally obtained results. The Kf value of 1.27 X 10"15 M is in the range expected for an amide group (Tarvainen and Koskikallio, 1970).…”

Rat liver ι-amidase. Purification and properties

“…In these reactions one can observe general base as well as specific base catalysis (Jencks, 1964). A recent study by Tarvainen and Koskikallio (1970) showed that although acetic acid-sodium acetate buffer gave general acid and general base catalysis for the reaction of benzamide with formaldehyde, only specific base catalysis could be seen in phosphate buffer. The interpretation that catalysis is not observed in phosphate buffers due to the strong hydroxide ion reaction might well apply to the present situation, in which general base catalysis cannot be demonstrated because of overwhelming catalysis by hydroxide ion.…”

Carbinolamines and Geminal Diols in Aqueous Environmental Organic Chemistry

“…Furthermore, these intermediates can build up in sufficient quantity to alter reaction kinetics (9,10). A substantial body of literature exists on carbinolamine formation (5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18)(19)(20)(21)(22)(23), and it has been the focus of physical organic chemistry studies of the Hammond postulate (12,15), a discussion of which is beyond the scope of this work. Although carbinolamines are generally not isolable from solution, some, for example, 2-[(acetamido)(hydroxo)methyl]-1-methylpyridinium iodide, have been isolated (17 ).…”