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      Permanent link:
      https://www.ias.ac.in/article/fulltext/jcsc/120/01/0131-0136

    • Keywords

       

      One-pot synthesis; acetone insertion; new phosphonate esters; X-ray structure.

    • Abstract

       

      The reaction of phosphorus trichloride with 2,6-diisopropyl phenol in the presence of LiCl under reflux conditions for 24 h produces a mixture of (ArO)PCl2 and (ArO)2PCl (Ar = 2,6-𝑖Pr2C6H3). The hydrolysis of the aryloxy compounds in acetone/H2O results in the formation of two novel phosphonate ester derivatives [(ArO)P(O)(OH)(CMe2OH)] (1) and [(ArO)2P(O)(CMe2OH)] (2), respectively in a moderate yield. The title compounds have presumably formed via acetone insertion to the P-H bonds of (ArO)P(O)(H)(OH) and (ArO)2P(O)(H), respectively, in the presence of HCl produced during the hydrolysis. Compounds 1 and 2 have been characterized by elemental analysis, and ESI-mass, Infrared and NMR spectroscopic techniques. Further, solid state structures of 1 and 2 have been established by single crystals X-ray diffraction studies.

    • Author Affiliations

       

      Ramaswamy Murugavel1 Subramaniam Kuppuswamy1

      1. Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400 076

    • Dates

       
      Published
      January 2008

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