What organic product(s) is/are formed in the following reaction ? CI OCH Select one: O A. II, III, and IV B. I and IV C. I and III -CH₂-OCH3 D. III and IV O E. II HỌ-CH, (weaker base than NH3) OCH3 CH3 x II ? III CH₂ IV CH3

5. What is the product in the following reaction? EtNH2 cat. H2SO4 NEt Home NTES & END OF HO NHEt NH EtNH OH || A. I B. II C. III D. IV III IV

a. 8. b. OH Fill in the starting material for the following reaction. ? i H H 1. NaOH 2. H3O+ 3. H₂/Raney Ni C. Br d. e. OH

9. A Select all products expected for the following reaction. A. B F. Br Br o NBS hv C G. D. M Ø

QUESTION 2 The following is a proposed synthetic strategy that uses one starting alcohol in two separate single-step reactions (I and II) to make a pair of diene and dienophile which together undergo a Diels-Alder reaction to give a Diels-Alder product. The Diels-Alder product is subsequently converted to the final ether in a three-step synthesis (III, IV and V). Identify the reagent(s) from Table I required for each of those three sysnthese and place the number (A1, A2 reagent(s) in the given box right next to the corresponding step numbers (I to V) of the synthesis. DO NOT fill in any box with more than one number. (Note: This question is different from the previous synthesis question which allows two numbers for each box). You will be graded based on the number in each box. Do not fill in any single box with more than one number. Do not leave any box blank. B1, B2..., or C1, C2 ...) that represents the (I) diene OH (III, IV and V) Diesl-Alder product (II) dienophile Table I Number…

What is the product? H. 1. PhMgBr, Et,0 2. H,0+

this is the second time. the first time is incorrect.

What is the most likely product of the following reaction? 1. CI , AICI3 2. Zn(Hg), HCI l o o o or он II IV V a. I O b. II с. II O d. IV е. V

compound c compound f Reagents compound e a. HBr m. 2 equivalents of NaNH2 b. HBr, H2O2, hv H2, Lindlar's catalyst Na / NH3 H2SO4, H9SO4 (sia)2BH then H2O2, NaOH n. m c. H2O, H2SO4 d. Br2 e. Cl2 f. H2, Pd g. Br2, H20 h. Cl2, H2O i. O. d. compound b compound d p. q. 1 equivalent of NANH2 r. S. NBS, hv compound a Br2, hy Cl2, hy t. Os04 then NaHSO3 j. Hg(OAc)2, H2O then NaBH4 k. BH3 then H2O2, NaOH I. u. V. HCI w. (CH3)3CO'K* Og then (CH3)2S The above synthesis was designed using the Organic Chemistry Roadmaps in the appendix of your textbook. In this synthesis, reagents from the table are used to carry out the indicated steps (shown in blue). In the box below, draw the structure of compound c.

Consider the synthesis below. What is reagent A? NH₂ CN Br. Br Br. Br i. HCl, NaNO₂ ii. "A" OA. H3PO2 B. HCN C. P4010 D. CuCl2 E. CuCN