1. AICI, + HCI 2. H2SO4 он H20 130° a = Proton transfer e = Electrophilic addition h = Sy1 Nucleophilic substitution b= Lewis acid/base f= El Elimination i= Sy2 Nucleophilic substitution c = Radical chain substitution d = Radical chain addition g= E2 Elimination j = Electrophilic aromatic substitution Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - j for your answers.

Ph NME2 H2SO4 Ph OH Ph `NME2 NME2 Ph Ph Ph Tamoxifen anti (brest) cancer drug OH OH2 Br 2. HBr Proton transfer d = Electrophilic addition g = SN1 Nucleophilic substitution a b Lewis acid/base e = El Elimination h = SN2 Nucleophilic substitution c = Radical chain substitution f= E2 Elimination 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. 1.

Draw structures and the mechanism for the organic products of the reaction below.

1. Br Na NaBr Ph 2. CI NaOH но d = Radical chain addition g = E2 Elimination h = Sy1 Nucleophilic substitution a = Proton transfer b = Lewis acid/base e = Electrophilic addition c = Radical chain substitution f = E1 Elimination i = SN2 Nucleophilic substitution 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.

How to attempt this problem?

Complete the Rxn schemes

The following is a nucleophilic substitution reaction of R-3-chloro-2-methylhexane with "OCH3. The optical rotation of the solution after the reaction was complete was +11.4° CH3 Н. H3C. CH3 "OCH, H2 H. The mechanism for this reaction is SN2 Draw the organic molecule(s) which is(are) formed in this reaction. Do not include molecules like H,O or HCl. Draw the specific configuration (R or S) at any chiral carbons within your product(s). If both configurations are formed in the product(s), draw both as separate molecules/products.

OH 1. H20 HI 2. BH3 O-BH3 d = El Elimination f = SN1 Nucleophilic substitution a = Proton transfer e = E2 Elimination g = SN2 Nucleophilic substitution b = Lewis acid/base c = Electrophilic addition The rections above involve synthesis or reactions of alcohols and ethers. Identify the mechanism by which they proceed from anmong the mechanisms listed. Use the letters a - g for your answers. 1. 2. Submit Answer Retry Entire Group 8 more group attempts remaining

#16h. Provide the missing reactants, reagents, or products for the following reaction sequences below.

Review topics] [References) 1. CI NaOH NH2 NaCI H20 2. OH NAHCO3 12 H20 CO2 Nal a = Proton transfer d = Electrophilic addition g = SN1 Nucleophilic substitution b = Lewis acid/base c = Radical chain substitution e = El Elimination h = SN2 Nucleophilic substitution f= E2 Elimination 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. Retry Entire Group 9 more group attempts remaining nswer