Question

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1. Draw the Sn1, SN2, Es, and Ez reaction mechanisms of (just do all four reactions for each): A. (R)-2-bromo-1-phenylpropane reacting with sodium hydroxide B.(2S,3R)-3-bromo-2-methoxy-3-methylpentane with NaF 2. If the two above reactions (from question 1) were carried out in DMSO at room temperature, which reaction mechanism would be favored and why? 3. Draw the most stable chair conformation of 1-t-butylcyclohexane

Answer 1

(A) ) - 2-bromo - 1-Phenyl pocopane rearts with NGOH Naon SN2 invert product 애 ODH Naoy SNY Br N204 E/A stablyed produit rearranged product stablised product greaseranged product No Hearranged product #BA Naoy E2 + Br (B) (2S, 3R) –3-bevemo-2 mephony -3 methylpentane with Nos COAH H Dans NEE SN2 invent produit HS Br P-CH 0013 All stablised product Naf SNI 430 Be OCH M QHD more NE ERA non-real alkene Mf Br OCM3 (113 Naf EMA rearranged stablised Br ch peo de of.

© He two vecution are carried out in omso at room tempt, SN2 mechanism will be followed, as elimination reaction takes place at high tempt, also Dimso is a non-polar 80 favoured mechanism Û SN2 most stable conformation of it butylcyclohexane is LE t-butyl group at equitorial position in statlised