80765-38-4Relevant academic research and scientific papers
Synthesis and kinetics of hydrolysis of cyclic phosphates
Sikder,Sikder
, p. 1697 - 1706 (2007/10/03)
A series of new cyclic phosphates were prepared and characterized by spectral data and elemental analyses. Hydrolysis of these compounds was carried out in both acid and basic media, and the rates were compared with the cyclic phosphates without an alpha
Hydrolysis of Medium-Ring Phosphates. Mechanism of Rate Acceleration by an Amino Group
Sharma, Ravinder K.,Vaidyanathaswamy, Ramamoorthy
, p. 1741 - 1745 (2007/10/02)
A series of 2-oxo-2-(p-nitrophenoxy)-1,3-dioxa-2-phosphacyclooctane derivatives (1-5) having either a nitrogen or a sulfur atom placed transannularly in the ring were synthesized, and their rates of hydrolysis were examined.The pH-rate profile shows that while 1 undergoes hydrolysis over a wide pH range, others are hydrolyzed at a significant rate only in basic medium, thus implicating the amino function for rate enhancement.By comparison with rates obtained with 2 and 3 and the quarternary derivative 4, a mechanism involving rate-determining proton transfer from nitrogen to phosphoryl oxygen has been proposed for the hydrolysis of 1 at an acidic pH.The enhancement in the rate of spontaneous hydrolysis of the same compound, however, is explained by a combination of intramolecular general-base and nucleophilic catalysis.
