Catalytic deuterium exchange reactions with organics. XXXVI. The labelling of (–)-inositol on self-activated platinum oxide with and without radiation

Abstract

Exchange of (-)-inositol with curie levels of tritiated water on self- activated platinum oxide leads to incorporation of tritium of which 92.5% is found at C l and C 6, 3.7% at C 2 and C 5, and 3.8% at C 3 and C 4. Isotope scavenging indicates that inversion occurs only at C1 yielding labelled myoinositol. Exchange is accelerated in the presence of u.v. light without extensive degradation. A comparison has been made between the Wilzbach gas irradiation technique and the catalytic method for labelling (-)-inositol. Possible mechanisms for tritium incorporation in (-)-inositol are discussed for the various experimental conditions used.