Studies on Phosphorylation. I.

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Other Title
  • リン酸化反応に関する研究 (第1報)
  • リンサンカ ハンノウ ニ カンスル ケンキュウ 1 ミズ ソンザイカ ニ オケ
  • Phosphorylation of Alcohol with Phosphorus Pentoxide in the Presence of Water
  • 水存在下における五酸化リンによるアルコールのリン酸化

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The phosphorylation of alcohol with phosphorus pentoxide in the presence of water (ROH/ H2O/P2O5 phosphorylation system) was studied. To assess the influence of water on product composition, two phosphorylation methods were used : (a) ROH-H2O-P2O5 and (b) ROH-85% phosphoric acid (PA) -P2O5. Product composition was found not to depend on the reaction temperature, but on two parameters, A= (ROH+H2O) /P2O5 and B=ROH/H2O, which represent molar ratios. When alcohol was initially phosphorylated with phosphorus pentoxide in the absence of water and then in its presence, composition differed considerably from that determined by method (a). This indicates that phosphorylation is not an equilibrium reaction.<BR>The reactions of ROH/H2O/P2O5 phosphorylation system were followed by potentiometric titration (Silver nitrate method) and 31P-NMR spectroscopy after the solid phosphorus pentoxide had been dissolved. PA content was almost constant. There may thus possibly be the direct phosphorylation mechanism of alcohol with PA.

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