Which reagent(s) IS NOT used in the synthesis problem shown below? Note: This synthesis problem involves both alkene and alkyne reactions. If you're not sure how to start, make a list of objectives based on the changes you observe. Then consider the reagent options listed below, and use your notes to determine what each reagent does. O A. 1-iodoethane O B. NaH C. H2, Pb(OAc)2, Pd/CaCO3, quinoline O D. MCPBA O E. Na, NH3

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What reagents are necessary to carry out the following reaction? OCH3 1. Br2, FeBr3 , AICI3 1. CI 2. NaH 3. CH3I 4. NaBHa, CH3ОН 2. 1. CI 2. NaBH4, CH3ОН 3. NaH AICI3 4. CH31 II II 1. Br2, FeBr3 2. Mg(s) 3. H 4. NaH 5. CH3I 1. CI AICI3 2. CH3ОН, Н* IV V

Predict and draw the products or starting material for the following reactions. Only the major organic structures should be placed inside the box.

Complete the following reaction schemes by choosing the correct product, starting material, and/or reagent from the selection below. Your answer should simply be the number that represents your choice. For example, if you believe that the correct answer is the structure represented by the 3, then enter 3 into the correct answer box. Also, answer any additional questions that might be included with a reaction scheme(s). H₂C 0 1. NaNH, 1. NaNH, 2. CH₂CH₂CH₂Br 2. CH₂CH₂Br OH 1 4 3 2 5 O 6 Naº NH3 (1) 11 OH 7 7 XXXXXXXXX E RUTINE H H₂ Pd/C, CaCO3 8 1. NaNHz 2. CH₂(CH₂)₂CH₂Br 13 MCPBA 12 A B a. What reagent(s) is/are required for reaction A to proceed as drawn? What reagent(s) is/are required for reaction B to proceed as drawn? H₂C 9 H₂ Pd/C 14 -0 CH3 Br 10 1. BH-THF 2. H,O2, HỌ, H,O 15

The mechanism proceeds through a first cationic intermediate, intermediate 1. Nucleophilic attack leads to intermediate 2, which goes on to form the final product. In cases that involve negatively charged nucleophile, the attack of the nucleophile leads directly to the product. H. Br + CH3OH Br Intermediate 2 (product) Intermediate 1 In a similar fashion, draw intermediate 1 and intermediate 2 (final product) for the following reaction. OCH3 Cl2 MEOH ĆI racemic mixture Pay attention to the reactants, they may differ from the examples. In some reactions, one part of the molecule acts as the nucleophile. • You do not have to consider stereochemistry. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate intermediate 1 and intermediate 2 using the the dropdown menu. → symbol from

29 minutes, 42 seconds. Question Completion Status: A Moving to another question will save this response. Question 15 What is not an expected product of the following allylic substitution reaction? NBS, hv Br Br Compounds II and II Compound II only O Compound I only O Compound II only A Moving to another question will save this response O O C

Figure 9-5 Alkenes лекув halides 1 A а Br B 3 с Br Br

Which of the following is the major product of the reaction shown below? * H 1. CH,MgBr, diethyl ether 2. H,O* CH,CH,CH3 CH3 H f-CH3 -CH,CH,CH3 OH --CH,CH,CH3 HO OH CH3 --H- -H --CH,CH,CH3 -CH3 CH,CH,CH3 HO

See Figure 9-8. Alkene 1 can be formed by an E2 reaction of alkyl halide [Select] Alkene 2 can be formed by an E2 reaction of alkyl halide [Select] Alkene 3 can be formed by an E2 reaction of alkyl halide [Select] Figuna 9-8 Alkanes Alkyl halides Br. 1 A trăto 3 Br t तु Br