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Unformatted text preview: 8-40 H-B is used here to symbolize a generic acid. :B - alkenes p olymers (colored) � � Note : the dashed bond symbol is used here to i ndicate the continuation of a polymer chai n . 8-41 I -----I H H C-C · Ph I H
+ H I� n/) \ � \...( H \ C =C / H H ------ CC-C- · C
10 radi cal , and not resonance-stabilized this orientation is not observed I H H I Ph I I H Ph I I H I H I O rientation of addition always generates the more stable intermediate; the energy difference between a 10 radical (shown above) and a benzylic radical is huge. The phenyl substituents must necessarily be on alternating carbons because the orientation of attack is always the same-not a random process. 8-42 F or clarity, the new bonds formed in this mechanism are shown in bold .
RO - OR H RO ·
+ 2 R O· .!) � � \...( \H \ C =C / H
---t.� H R O-C-C. H I I H C C �'""+-",,/ V \ o, I( H H H \ / H H .. H I R O-C-C-C-C · H I H I I H H I I H H I H etc. ---- R O-C-C-C-C-C-C· I H H
173 I I H H I I H H I I H H I I H I \c/ l
H k) )
\H I / H I H I ...
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