Question

1. For each reaction below, draw the reaction mechanism for the rate determining step. On the starting structures, draw all appropriate arrows to indicate the flow of electrons. Fill in the box above the arrows with the reaction mechanism as SN1 or SN2. Draw the first key transition state and product(s). Use dotted lines to indicate bonds that are in the process of being broken or made. Write all formal charges HC CI: Transition State T- -- м ен, HÖCH, HE HC C: Transition State 2. For the following compounds. HyC (a) Identify with asterisk any chirality centers in the molecules (b) Rank each group on the chirality centers from high to low priority, (c) Determine whether the chirality center is Ror S. Remember the lowest priority MUST be oriented in the back

Answer 1

ANSWER 1 HH HOY CH3 H3C a CH3 Strong nucleophile Transition state Xeyalam = XY 12x HzC CH H3 CH3 H H- CH3 + OCH₂ H₃ HO CH3 CH₂ Нас CH3 weak nucleophile Tertiary carbocation intermediate ANSWER 2 Chiral centers are designated by the symbol* Chiral center can have either R or S configuration which can be determined by CIP rule according to which four different atoms or group of atoms are prioritized as 1,2,3,4 and then keeping the lowest priority group 4 below the plane if the sequence 1 to 2 to 3 is clockwise then chiral center has R configuration otherwise S. (3 CH3 ***** Clockwise H3CH (4) (2) Clockwise TI (1) F (3) CI * - CH₂ Anti clockwise "Сн,