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 (10[1])(“carbo-CAT-eye-on”) intermediates act as Lewis acids in one of these reactions. In one type of this reaction, inversion of configuration occurs (10[1])due to a “backside (10[1])attack.” (10[2]-5[1])A (10[1])pentavalent (10[1])transition state occurs in one type of this reaction whose name indicates that it is bimolecular. High temperatures or bulky bases cause eliminations to be favored over these reactions. For 10 points, (10[1])the nucleophilic SN1 and SN2 mechanisms exemplify what type of reaction, in which one group of a compound is exchanged for another? ■END■ (10[2])

ANSWER: substitution reactions [or nucleophilic substitution; accept SN1 or SN2; prompt on solvolysis by asking “what type of reaction does that predominantly follow?”]
<Chemistry>
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PlayerTeamOpponentBuzz PositionValue
Rohan GaneshanHarvard AYale C4210
Richard LinAmherst ADiamond Brandeis6210
Peter NelsonYale BWilliams A6610
NateBowdoin BBowdoin A67-5
Jack YesnerCarabrandeisMIT A6710
Yixi YangYale ATufts A6710
Rajat SethiNortheastern ATufts B6810
Ryan LeeBrown ABrandeises Brew6910
Cindy ZhouBoston University BClark A10110
Jonathan SchnipperA Brandeis SupremeBoston University A12410
RileyBowdoin ABowdoin B12410