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The relative E ordering is π px and π py < σ pz if Z < 8. The relative E ordering is σ pz < π px and π py if Z = or > 8 for any row two elements and other examples we will see in this course (or on the exam). For heteronuclear diatomic molecules: The relative E ordering is π px and π py < σ pz if Z < 8 for both atoms.
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As an extra bonus, thionyl chloride will also convert carboxylic acids into acid chlorides ("acyl chlorides"). Like alcohols, carboxylic acids have their limitations as reactants: the hydroxyl group interferes with many of the reactions we learn for nucleophilic acyl substitution (among others).
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Exploring the chemistry of free CI 3 +: reactions with the weak Lewis bases PX 3 (X = Cl–I), . By contrast PX 3 and AsI 3 coordinate to the CI 3 + cations and the adducts have classical, . likely through an iodine coordinated I 2 C–I⋯PI 3 + intermediate.
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