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In the presence of sodium ethoxide and ethanol, (R)â3-chloro-2-methylhexane can undergo an elimination reaction as well as the SN2 reaction. Complete the reaction mechanism for the major product of the reaction and draw that product of the elimination reaction.
Draw all missing reactants and/or products in the appropriate boxes by placing atoms on the grid and connecting them with bonds and including charges where needed. Indicate the mechanism by drawing the electron-flow arrows on the molecules. Arrows should start on an atom or a bond and should end on an atom, bond, or where a new bond should be created.
Si Cl Br CH H3C CH CH3 H3C Submit My Answers Give Up Incorrect; Try Again; 3 attempts remaining During an elimination mechanism, a carbon-carbon double bond is formed only after two bonds are broken in the original substrate. One bond is broken as the leaving group departs the electrophilic carbon atom, and the other bond is broken as a strong base abstracts a proton from a neighboring carbon atom. You should indicate where the base attack originates. Recall that bases must have one or more free electron pairs and that mechanism arrows must originate from a bond or from an atom that has one or more free electron pairs. Consider which species will act as a base in this reaction, and draw electron-flow arrows (double harpoon) showing how the base attacks a hydrogen atom as well as the fate of the electrons in that C-H bond.
