S Does the compound below undergo a haloform reaction? O Yes No O

لا Propose the reagent and Mechanism OH ?? N

Draw the complete arrow-pushing mechanism for this reaction. excess NAOMe TsO" 18OTS "OTS 180: OMe

Rank the attached compounds in order of increasing reactivity in asubstitution reaction with −CN as nucleophile.

xxii

In both series below the three aromatic compounds illustrated undergo the electrophilic substitution reaction shown

5

Alkyl diazonium salts are unstable even at low temperature. They decompose to form carbocations, which go on to form products of substitution, elimination, and (sometimes) rearrangement. Keeping this in mind, draw a stepwise mechanism that forms all of the following products. NANO2 он + HCI, H2O NH2 он

Hw.1120.

G.125.