Question

Mechanisms for this type of reaction are discerned by the parameter m in the Grunwald–Winstein equation. It’s not alkylation, but the presence of sulfur in mustard gas increases the rate of one of these reactions in a classic example of anchimeric (“an-kye-MER-ic”) assistance. Carbocation (“carbo-CAT-eye-on”) intermediates act as Lewis acids in one of these (-5[1])reactions. In one type of this reaction, inversion of (10[1])configuration occurs (10[1])due to a “backside attack.” (10[4]-5[1])A pentavalent transition state occurs in one type of this reaction whose name indicates that it is bimolecular. (10[1])High temperatures or bulky bases cause eliminations to be favored over these reactions. (10[1])For 10 points, the nucleophilic SN1 and SN2 mechanisms exemplify what type of reaction, (10[1])in which one group of a compound is exchanged for another? ■END■ (0[1])

ANSWER: substitution reactions [or nucleophilic substitution; accept SN1 or SN2; prompt on solvolysis by asking “what type of reaction does that predominantly follow?”]
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Wren Buehler (D2)Vassar ACentral Oklahoma51-5
Evan Moore (UG)Mississippi StateMcGill E6010
Jackson Hopper (UG)Mississippi StateNYU B6210
Mitchell Hackett (D2)Central OklahomaWUSTL A6710
Mitchell Hackett (D2)Central OklahomaWUSTL A6710
Chloe Wei (D2)McGill ETexas A67-5
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