This preview shows page 1. Sign up to view the full content.
Unformatted text preview: 19-43 This fragmentation is favorable because the iminium ion produced is stabilized by resonance. Also, there are three possible cleavages that give the same ion. Both factors combine to make the cleavage facile, at the expense of the molecular ion. CH3 t?
I CH3 -NH2 +
58 oCH3 + mass 15 ..f--l� .. ... - .. C = NH2 CH3
I I + mlz 73
19-44 mlz 58 (a) (b) 0 O
�I �I Cl-C �-o
.. NH2 + 1) LiAlH4 (e) (I) CN-CH3 C
N-CH3 H202 .. H202 .. (g) CH3 Y'1( COOH SOCl2 /�o CN CH3 /o N� C CH3
.. .. ---- t:. ( oH N. "'CH3 o 454 ...
View Full Document