A B C D Please predict the product for each of the following reactions. Make sure to clearly indicate the correct stereochemistry for each compound: HCI 1. NaOH 2. H₂O 1. NaSMe 2. H₂O 9 10 HBr H₂O* 6 H₂O H₂O* CH2CH2OH A B C OH OH 5 + 1. NaCN 2. H₂O 2. H₂O 1. PhMgBr 1. LiAlH4 2. H₂O 1. NaOEt 2. H₂O D

6. Complete reaction scheme below indicating reagents, catalysts and conditions, and side product trigil bezinslog si6101fon 290b 1l (b Senines levirba 6 gaubong nasamots gniwollot ads to doinW 01 sniowl (6 CH3 40 CH3 Scansgowi (d Ege nodie) ( nsgyxo (b NO₂ 19m02 2i gniwollet sits to mainW II HO

Suggest a detailed mechanism for the reaction below. Represent the product in the most stable conformation and also its stereochemistry.

Predict the reagent(s) needed to produce this product(s). H. O O A B C D E 1. Os04 (catalytic) 2. NMO 1. OsO4, H2O 2. NaIO4 3. Na2S2O3, H₂O 1. KMnO4, OH¯ (warm) 2. H3O+ 1. mCPBA 2. H3O+ mCPBA Done

Draw the product of the reactions below. Be sure to specify stereo- and/or regiochemistry and major/minor products when appropriate. a) b) O CI OH Br₂ H₂O CH3S™ DMF 1. BH3 2. H₂O2, OH™ H₂O oled nworla eluastom ent to 1. TsCl, pyr. 2. CN

3. Provide the structure of the major product(s) for the following reaction. 4. Predict the product for the following reaction. OCH3 А) I В) II C) II D) IV E) V NBS Д OCH3 OCH3 || 32, N 100 atm, 100ºС OCH 3 ||| OCH3 IV OCH3

Provide the structure of the organic products(s), which result in the reaction below. (Hint: it's a substitution product; show stereochemistry joll| CI CH3 Br CH3CH₂OH CN

Provide the major organic product(s) that complete the following reaction equations. Please include stereochemistry (R/S, E/z) where applicable 1) SOCI2 pyridine 2) NaSPh Он 1) H2SO4 H20 2) NaOCI CH3CO2H, 0 °C он H2SO4 (cat.) Ме Ме A Me 'Et Me Me Cl2 CH:OH .

Below is the elimination reaction of 4-fluoro-4-(4-nitrophenyl)butan-2-one forming 4-(4- nitrophenyl)but-3-en-2-one. F base F- O2N O,N Two sets of experiments were carried out with different reactants as shown below. The kĦ/kp values are also given below. (L is either Hydrogen, H OR Deuterium, D) Set 1 O,N kh/kp = 3.7 Set 2 O,N" kH/kp = 1.5 Name the kinetic isotope effect for experiments in Set 1 AND Set 2, respectively. Explain your answers. a)

6 What product(s) would you expect to obtain from the following SN2 reaction? H H. CH;ONa ? CH3 Br CH;OH H H OCH3 CH30 ČH3 OCH3 CH3 H Br I II III || An equimolar mixture of I and II II O I, Il and III