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Chapter 2 ORGANIC COMPOUNDS --- A FIRST LOOK 2.1 In estimating the stability of a species, the first thing to consider is the octet rule. Species that satisfy the octet rule are likely to be stable. If the octet rule is not satisfied, the species is not very stable. Next look for the presence of formal charges. Their presence causes some destabilization. For example, the structure in part (a) satisfies the octet rule at all atoms. However, one of the carbon atoms has a formal charge so it is destabilized somewhat. a) less stable; octet rule satisfied but charge on C b) stable; octet rule satisfied at all atoms c) very unstable; octet rule not satisfied at N d) and e) stable; octet rule satisfied at all atoms 2.2 H H H C H H C H H H H H H H H H H H H C C C C C H H C C C C H H C C C H H H H H H H H H H H H H C H H 2.3 H H H H C H H C H H H H H H H H H H H H H C C C H H C C H H H H H H H H H H H H H H C H H H H C H H H H H H H H H H H H C C C C H H C C C C H H C C C H H H H H H H H H H H H 14