What Is the effect of halving the amount of 2-bromo-2-methylpropane for this reaction? Br HO. heat O1. The reaction rate is quadrupled. O 2. The reaction rate is doubled. O 3. The reaction rate is halved. O 4. The reaction rate stays the same.

Determine the reactants and reaction conditions in the correct order to complete the next conversion.

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

Choose which reaction would be the major reaction for each of the following: CI NaOH Reaction A Reaction A would go through a Reaction B would go through a Reaction C would go through a Br NaSCH3 Reaction C ✓ mechanism. mechanism. mechanism. H₂O CI Reaction B

Consider this reaction: Br CH₂OH + Br-Br H₂CO The mechanism proceeds through a first cationic intermediate, intermediate 1. Nucleophilic attack leads to intermediate 2, which goes on to form final product. In cases that involve a negatively charged nucleophile, the attack of the nucleophile leads directly to the product. Year Hot Br + CH₂OH Br Intermediate 1 Intermediate 2 (product) In a similar fashion, draw intermediate 1 and intermediate 2 (final product) for the following reaction. Br H Br₂ + NaBr + H2O H H H NaOH . Pay attention to the reactants, they may differ from the examples. In some reactions, one part of the molecule acts as the nucleophile. Structures are provided for you to modify in the sketchers below. . • 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 symbol from the dropdown menu. Sn [F H On [F I Br -OH HH…

Running the reaction at a high temperature, draw a box around the major product.

The reaction of 1-bromopropane with sodium iodide gives 1- iodopropane. What is the effect of doubling the concentration of Nal on the rate of the reaction? a. the rate remains the same b. the rate decreases by a factor of 2 c. the rate increases by a factor of 2 d. the rate increases by a factor of 4 a O b O c O d

QUESTION 2 Which statement about the rate-determining step of an SN1 reaction is TRUE? O A. The rate-determining step is exothermic and the transition state is late. O B. The rate-determining step is exothermic and the transition state is early. C. The rate-determining step is endothermic and the transition state is early, D. The rate-determining step is endothermic and the transition state is late.

8. Using the correct catalysts and solvents, what are the likely product outcomes of steps I and III of the following reaction? 1. PBr3 2. Br2 HO 3. H20

Below you will find twelve (12) reaction products (labeled product 1, product 2, etc.), but you will only find five (5) reaction schemes. Your job is to match the reaction scheme with the correct product. Simply fill in the blank with the product number (i.e. 1, 2, 3, etc.). Then, answer any additional questions regarding the reaction scheme(s). Br OH x OMe Product 2 Product 3 Product 4 CH3 x Product 6 Product 10 x Product 1 CO₂H Product 5 Product 7 OMe Product 11 Product 12 Product 9 1. Mgº (metal) a. 2. CO₂ (s) HBr H₂O₂ 3. H3O+ i. What is the regiochemistry of the first reaction? ii. What is the name of the first step of the second reaction? (Hint: he won the 1912 Nobel Prize for this reaction). OMe Br Product 8 CO₂H Br