1. HC-C: u 2. a = b = E2 Elimination Electrophilic addition c = SN1 Nucleophilic substitution HC CH LOH LICI it d = SN2 Nucleophilic substitution e= - Electrophilic aromatic substitution f = Carbonyl nucleophilic addn g = Nucleophilic subs at carbonyl(acyl Xfer) h = Conjugate (nucleophilic) addn Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - i for your answers. 1. 2.

not of conc HBr 2. NH NH, NH CH HO NHCH NH, OH OH OR HO Biosynthesis of adreneline (epinephrine) a- Electrophilic addition d- Sy2 Nucleophilic substitution E- Nucloophilie subs at carbonyliacyl Xfer) h- Conjugate (nocleophilic) addn b-E2 Elimination e- Electrophilic aromatic substitution c- SyI Nucleophilic substitution - Carbonyl nucloophilic adda Identify the mechanism by which cach of the reactions above proceeds from among the mechanisms listed. Use the letters a -i for your answers 2.

O In this step alkyne anion is alting and it is attacking cecting acting as 4 electrophile a Pla وعك Ho as a nucleophile on the genen molecule, which is Br pom 산 2-Bromo propane (26105 576 honros он 2

Write out the expected splitting pattern for hydrogens Ha, Hp and Hc 3Jab = 10 Hz На Hb 3Jpc = 7 Hz CI Hc Hc Ha:Hb:Hc: doublet, quartet, doublet Ha:Hb:Hc: quartet, quartet, triplet Ha:Hb:Hc: doublet, doublet of triplets, doublet Ha:Hb:Hc: doublet, triplet of doublets, doublet

to 1. conc. HBr H20 Br OH O Na 2. Na NH2 NH3 d = El Elimination f = SN1 Nucleophilic substitution a = Proton transfer b = Lewis acid/base e = E2 Elimination g = SN2 Nucleophilic substitution c = Electrophilic addition The rections above involve synthesis or reactions of alcohols and ethers. Identify the mechanism by which they proceed from among the mechanisms listed. Use the letters a - g for your answers. 1. 2. Submit Answer Retry Entire Group 8 more group attempts remaining

Which compound is most nucleophilic? * О Option 5 О снзSH CH3SH О снзон О снзсо2н CH3CO2H О 120 Н20

Rank the following groups in order of basicity, nucleophilicity, and leaving group ability. a. Rank the groups from most basic to least. ○ H₂S > H₂O > NH3 H₂S > NH₂> H₂O O NH₂ > H₂S > H₂O NH₂ > H₂O > H₁₂S c. Rank the groups from best leaving group to worst. O H₂S > NH3 > H₂O 2 H₂S > H₂O > NH3 NH₂ > H₂S > H₂O ○ NH₂> H₂O > H₂S 3 b. Rank the groups from best nucleophile to worst. ○ NH₂> H₂S > H₂O NH₂> H₂O > H₂S O H₂S> H₂O > NH₂ ○ H₂S > NH3 > H₂O

Synthesize each compound from benzene. Use a diazonium salt as one of the synthetic intermediates. COOH c. CH3- -CH,NH2 е. Но- -CH3 a. Br OH b. d. CH;CH2- -COOH -N=N- -NH2

2. Provide the major product of each reaction за Li Cl (CH3CH2)2CuLi, -78C 2. H₂O 2 eq.CH3CH2NH2 1. LIALH4 2. HCI, H₂O H nitroethane MeOK, MeOH ii 1.

Question one parts A though c a. Which product forms from the following reaction? Answer as letter choice only (i.e., "E" not "E.") CHO HOH HOH H OH H OH CHOH Brs. H0 ??? A. В. C. D. COOH HOH HOH H OH HOH CHOH CH-OH CHO COOH но HO HOH H OH HOH ČOOH HO -H но HO H H OH HOH CHOH HOH H OH COOH b. Which of the following structures shows the Haworth configuration in the alpha configuration of the beginning sugar? Answer as letter choice only (ie. "E" not "E."). сно HO-H HO H Намorth Form Alpha Configuration H- OH нон CHOH B. A. CH,OH CH,OH CH,OH CH,OH OH OH OH O OH OH OP OH он он он OH C. Answer the following question. What is the expected product of this reaction? CHO H- -Он NABH, HO-H H- ??? OH H- -OH ČH,OH 運運重 А. В. С. CH,OH COOH COOH H- HO-H H- OH -OH OH но- но H- H- H OH H- OH OH HHOH H- ČH-OH H- -OH ČH,OH COOH