Tossup

Description acceptable. Brassard’s and Rawal’s dienes favor atoms with high values of this property in variants of the Diels–Alder reaction. Reactions that favor high values of this property are driven by higher values of the heat of hydrogenation. A rule favoring higher values of this property is subverted via exhaustive methylation of a nitrogen (10[1])atom during one elimination. (10[1]-5[1])Carbocations settle (10[1])on atoms with a local maximum (10[1])of this property (10[2])to terminate repeated alkyl or hydride shifts. Stabilization of carbocations by hyperconjugation (-5[1])allow SN1 reactions to dominate SN2 at atoms with high values (10[2]-5[1])for this property. (10[1])This (-5[1])property directs the (-5[1])regio·selectivity of Zaitsev’s (-5[1])rule for alkene-forming (10[1]-5[1])eliminations and Markovnikov’s rule for additions. For (10[1])10 points, describe this property that differentiates primary, (10[1])secondary, (10[1])tertiary, (10[1]-5[1])and quaternary atoms. ■END■ (10[5]0[5])

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