STUDY OF STRUCTURES AND REACTIVITIES OF BOROXAZOLIDINES

Abstract

The current status of boroxazolidine chemistry is reviewed. The predominant role of the steric requirements of N-substituted groups in determining the formation and stability of diptych and monocyclic boroxazolidines is thoroughly demonstrated through preparative experience withA WIDE RANGE OF REAGENT SYSTEMS, BY DIPOLE MOMENT DATA, AND BY STUDIES ON THE RATES OF N-B cleavage by boroxazolidines in acidic solutions. Acidic ionization constants over the temperature range from 15 to 55 C have been determined for phenyland n-butyl dihydroxyboranes and for diphenyl hydroxyborane, as well as for a series of N-substituted diethanolamine hydrochlorides. The relation of the ionization properties to structure is considered. The migrations of 69 aminoalcohols, each in three different solvent systems, have been determined on Whatman No. 1 paper. Pharmacological tests of nine boroxazo compounds have shown no significant useful results, but, on the contrary, have revealed a relatively high level of toxicity which is probably a consequence of the hydrolytic instability of the compounds tested. (Author)

Document Details

Document Type
Technical Report
Publication Date
Aug 31, 1961
Accession Number
AD0264472

Entities

People

  • Howard K. Zimmerman

Organizations

  • Texas A&M University

Tags

DTIC Thesaurus Topics

  • Chemistry
  • Dipole Moments
  • Instability
  • Ionization
  • Migration
  • Reactivities

Fields of Study

  • Chemistry

Readers

  • Analytical Chemistry
  • Organic Chemistry