Pyrolysis of isonitroso Meldrum's acid is probed to generate
gaseous nitrosoketene at temperatures above 80
°C under vacuum in a static system by FTIR and mass spectroscopies.
Previously, cyclic nitrones were
synthesized from the isonitroso Meldrum's acid in refluxing toluene
and ketones. This spectroscopic
observation gives a support that cycloaddition of nitrosoketene and
ketones gives the cyclic nitrones. Further
evidence for the production of nitrosoketene is given by the comparison
of vibrational frequencies between
experimental results and ab initio calculations. At
temperatures exceeding 160 °C, nitrosoketene undergoes
decarbonylation, forming CO.
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