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Why does an SN2 reaction occur with inversion of configuration stereospecifically?
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- 4. The following molecule was subjected to two different conditions. Provide the product in each case. 1. Mel, K₂CO3 2. Ag₂O, A mCPBA, Δ11. Organic reactions are frequently interpreted in terms of the interaction of the HOMO of one reactant (the Lewis base) with the LUMO of another (the Lewis acid). Use MO theory to explain the following, identifying the relevant HOMOS and LUMOS of the reactants in each case: SN; reaction at a chiral center results in inversion of the stereocenter, while SN, reaction will result in a scrambling of the stereochemistry: Br он Br он он H20Explain [3,3] Sigmatropic Rearrangements ?
- The pentadienyl radical, H2C“CH¬CH“CH¬CH2#, has its unpaired electron delocalized over three carbon atoms. How many nodes are there in the lowest-energy MO of the pentadienyl system? How many in the highest-energy MO?8) Draw the product of the Sn2 reaction illustrated below. Comment on the stereochemistry of the product: NaSH Sn2 Br ÓCH3 .The methoxy group is reported as having σpara and σmeta values that differ in sign (σmeta =+0.12; σpara = –0.27). What specific experiments are performed to determine these s values?Explain why the σpara and σmeta values are of different sign and what those signs indicate.
