When the substrate is allylic, resonance stabilization through conjugation with the adjacent π bond occurs in the transition state. This delocalization lowers the energy of the transition state and results in an enhanced rate.
SD
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Deduce the identity of the following compound from the 1H NMR data given. C3H6Br2: δ 2.4 (2H, quintet), 3.5 (4H, triplet) (ppm)
Possible products: The Hofmann product would most likely predominate due to the coplanar cis configuration of the Br and H across the bridge. The E2 mechanism favors anti alignment of the H with the halogen leaving group. There are two possible anti-aligned H atoms that would lead to the Hofmann product.
SD
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Provide the proper IUPAC name for the alkene shown below.