PREPARATIONS 137(i) CHO-rH2XNHC6H5CH:NNHC«H6CH:NNHC6H6CH:NNHC,HfiIIII(z)CHOH CHOH CO-fH2NNHC6H5C:NNHC,H6I I -2H I I(CHOH)3*3>(CHOH),>(CHOH)8IICH2OH CH2OH CH8OH 2OH(III)(UlA) (UlB)(IIIC)Now phenylhydrazine will readily act as an oxidising agent, since it can accepttwo hydrogen atoms from another compound, being itself reduced to anilineand ammonia, C6H5NHNH2-fzH= C6H5NH8-f NH8. The second mole-cule of phenylhydrazine therefore oxidises the secondary alcohol group(> CHOH) of carbon atom (2) to a ketone (> C :O) group by removal of two hydro-gen atoms, giving the compound (UlB). The free >C:O group of the lattercompound now condenses with a third molecule of phenylhydrazine, givingthe osazone of glucose, orphenyl-glucosazone(IIIc).Fructose (V) under similar conditions gives first thephenylhydrazone(VA)by the direct condensation of the >C:O group of carbon atom2with onemolecule of phenylhydrazine. The second molecule of phenylhydrazine then
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This note was uploaded on 09/19/2011 for the course CHM 2211 taught by Professor Castalleano during the Fall '06 term at University of Florida.