Studies on formaldehyde resin. XXIII. Mechanism of general base catalysis of hydroxymethylation of melamine with formaldehyde. Evidence for the change of rate-determining step.

DOI
  • YOSHII Toshio
    Department of Industrial and Engineering Chemistry, Faculty of Science and Technology, Science University
  • KONAKAHARA Takeo
    Department of Industrial and Engineering Chemistry, Faculty of Science and Technology, Science University
  • SATO Kenji
    Department of Industrial and Engineering Chemistry, Faculty of Science and Technology, Science University

Bibliographic Information

Other Title
  • ホルムアルデヒド樹脂に関する研究　ＸＸＩＩＩ　　メラミンのホルムアルデヒドによるヒドロキシメチル化反応における一般塩基触媒反応機構　　律速段階の変化の証拠

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Description

General base-catalyzed mechanism has been proposed for the hydroxymethylation of melamine (MH) with formaldehyde (F) in the presence of tertiary amines (triethylenediamine, 3-chloroquinuclidine) -their conjugate acids buffers, since the rate equation contains a second order term with respect to base catalyst as well as the first order term (kB-reaction). According to this mechanism, the complex composed of MH, F and base catalyst (B) is formed (MH+F+B k1→←k-1complexk2→product) as an intermediate, and the ratedetermining step is the k1 step for strong base catalyst, hydroxide ion, whereas the rate-determining step is the k2 step for weaker base catalyst, amine. The above intermediate would be the complex T± ·B, involving the zwitterion T± formed by the reaction of amino group of MH with carbonyl group of F, or the complex T-·HB+ formed by proton transfer.

Journal

  • KOBUNSHI RONBUNSHU

    KOBUNSHI RONBUNSHU 43 (2), 77-81, 1986

    The Society of Polymer Science, Japan

Keywords

Details 詳細情報について

  • CRID
    1390001206523303424
  • NII Article ID
    130003836994
  • DOI
    10.1295/koron.43.77
  • ISSN
    18815685
    03862186
  • Text Lang
    ja
  • Data Source
    • JaLC
    • Crossref
    • CiNii Articles
  • Abstract License Flag
    Disallowed

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