60) Design a synthetic sequence/steps (multiple steps) for the following transformation (8 pts)? о ? 'OCH3 trans ? OCH3 OH trans

Rank the following esters from most reactive to least reactive in the first slow step of a nucleophilic acyl substitution reaction (formation of the tetrahedral intermediate): Rank the same esters from most reactive to least reactive in the second slow step of a nucleophilic acyl substitution reaction (collapse of the tetrahedral intermediate).

TReferences] Indicate, by letter(s), the position(s) on the ring at which substitution occurs when the aromatic compounds shown undergo bromination with Br, FeBr3 (when necessary). .H CN HO

Draw a step-wise mechanism for the following substitution reaction. Be sure to add lone pairs and charges where relevant. CI H₂O

Gg.201.

Kk.174. Please fill out this reaction mechanism with the missing reagents and intermediate products with a complete arrow-pushing mechanism.

5. Conjugate vs Direct Addition Draw the major organic product formed for each reaction. (a) (b) H NaSCH3 HSCH3 ная H3C. LiAlH4 then H₂O

Draw an arrow pushing mechanism and explain why less than two substitutions are observed in the product

Each of the following may participate in an elimination reaction, under the proper conditions. (a) Circle the alpha (a) carbon. (b) Circle the beta (B) carbon(s). (c) Draw the alkene product(s) that may form, with the new double bond between the a and ß positions. (d) If more than one alkene product is possible, circle the most stable (Zaitsev) product. A В J C K E F G 33-0