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The substrate haloalkane is a [\"methyl\", \"primary (unhindered)\", \"primary (

ID: 712795 • Letter: T

Question


The substrate haloalkane is a ["methyl", "primary (unhindered)", "primary (hindered)", "secondary", "tertiary"] haloalkane. The nucleophile is a ["poor", "weakly basic", "strongly basic (unhindered)", "strongly basic (hindered)"] nucleophile. And the solvent is ["protic", "aprotic"].

This means the reaction likely follows a(n) ["SN2", "SN1", "E2", "E1", "SN2 and E2", "SN1 and E1", "No reaction"] mechanism(s), which will result in the stereochemistry at the reacting center being ["randomized", "inverted", "predictable but not inverted", "unchanged"] due to ["a planar carbocation intermediate", "backside attack transition state", "anti-periplanar transition state", "other"] in the mechanism.

(CH3)3COK (CH3)3COH OK

Explanation / Answer

Product is E.

Haloalkane is primary hindered(protected with mesylate) and nucleophile is weak. And solvent is polar.

Mechanism is E2 unchanged and amtiperiplanar arrangement of leaving groups.