Question

Be sure to show all your calculations and circle the appropriate letter as needed. You are only required to answer 12 of the following 19 questions. You must answer question #2, #5, #6, #7, and #15, the other 2 are your choice. If you complete more than 12 questions, cross out those you Do Not want me to grade. (YOU MUST LIST at the "Do Not Grade: " above, on the provided lines“ "the I problems you cross out and do not want graded. (I will only grade the first 12 problems I see!!!) Some fundamentals of structure and reactivity. Circle the compound that is the best or strongest in the category, and place a Box around the compound that is the worst or weakest in the category 1. a) Nucleophilic Acyl Substitution via OCH NH2 OH b) Longest Wavelength Absorption (coloured) HOT CH, c) Most Stable Radical CH2-CH=CH2 be d) Alpha "H" Acidity *COCH CH, CH, NH e) Basic Nitrogen HỌN NH OH NH CH3 f) Fastest Electrophilic Aromatic Substitution g) Acid ol OH OH ola OH ON H2CO

Answer 1

o a) Reachivily order of nucleophilic acyl substitution Acid halides > anhydrides > esters> amides carboxylate ion . For given compounds: > NH2 (and halice) (esteer) amide b) largest conjugated system absorbs at the longest wavelength and is the most highly coloured сом, OCH3 애 > > 0 OH 0 c) stability of free radicals : Benzelsallyf> alkyl> arglavings CH2 > CH₂ -CH=CH2 (Bensyl) (alley) (aryl) d) Election with drawing groups increases the acidity of L-H - CH3 •CH3 I coort > e) Election releasing group increases and election withdrawing grous decreases the basic strenghts of (-NH2) group 0 NH H2 NL •NH2 CH3CH -Cook CH3. CH2 2 amine H INH2 amide Election releasing groups increases Reactivity of aromotic eletro- phche substitution 70 > 4 Electron with drawing groups increase acchic strength •coot •cool CH3 9) -Cook > No2 Octa