<p>More SN1 and SN2!</p><p>1. Which of the following alkyl halides undergoes the fastest SN2 reaction with sodium cyanide, NaCN? Draw the product. a. bromomethane(CH3CN) b. tert-butyl bromide c. 2-bromopropane d. bromoethane</p><p>2. In which of the following solvents would the reaction of 1-bromobutane with sodium chloride, NaCl, proceed the fastest? a. acetic acid b. acetonitrile (aprotic, polar – SN2) c. water d. methanol</p><p>3. What is the correct order of decreasing reactivity of the following compounds towards hydrolysis (reaction with water)? (faster reaction >; slower reaction)</p><p>4 >; 1 >; 2 >; 3</p><p>4. The reaction of (CH3)3CBr, with methanol in an inert solvent proceeds by an SN1 mechanism to give </p><p>(CH3)3COCH3. What is the effect of doubling the concentration of methanol on the rate of the reaction? The rate remains the same</p><p>Give the substrate and nucleophile necessary to obtain the following products by an SN2 reaction: Substrate Nucleophile</p><p>______+ ______</p><p>______+ ______</p><p>______+ ______ Draw the transition state and product for the following reaction:</p><p>+ OH- </p><p>Write a reasonable mechanism for the following reaction:</p><p>------CH3CH2OH---></p>
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