www.clutchprep.comUCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIUCF PROF. DAOUDI EXAM 3 REVIEW1UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEWPRACTICE: Identify the most stable and the least stable alkenePRACTICE: Create the full arrow pushing mechanism which shows all intermediates and allproducts that result from these reactions. If alkenes are produced, indicate which is major andminor. 2UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEWPRACTICE: Draw the product(s) from the following reaction.a) Clearly label each drawing with the correct stereochemistry-(use R & S for chiral centers, if any).b) Clearly label pairs of enantiomers & diastereomers, if any.3UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEWPRACTICE: Fill in the missing reagents4UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEWPRACTICE: Which of the following is ( Z )-3,5-dimethyl-3-nonene? 5UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEWPRACTICE: Name the following compound correctly using accurate R or S and E and Znomenclature.PRACTICE: Draw the product(s) from the following reaction. Show any relevant regio- and orstereochemistry and asterisk any chiral centers.6UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEWPRACTICE: Which carbocation would not be likely to undergo rearrangement?PRACTICE: Provide the reagents necessary to achieve the following transformation.7UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEWPRACTICE: Rank in order of leaving group ability (1 = best leaving group, 4 = worst leaving group).PRACTICE: Which is the order from fastest to slowest for the rates of the SN2 reactions of thesealkyl bromides with CH3S— / DMSO?8UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEWPRACTICE: Which compound would react fastest by an S N2 mechanism?PRACTICE: Identify the correct potential energy diagram for a tertiary alkyl chloride (3°RCl) versusprimary alkyl chloride (1°RX) undergoing an SN2 reaction. Provide rationale to support yourchoices. 9UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEWPRACTICE: In the SN2 reaction, the "2" stands fora) two reactants in the reactionb) two steps in the reactionc) two intermediates in the reactiond) bimolecular kinetics for the reactionPRACTICE: Provide a complete mechanism for the following transformation.10UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEWPRACTICE: Use A-G to label the graph with the structures given for the reaction: 11UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEWPRACTICE: Predict the products of the following synthesis: 12UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEWPRACTICE: Create the full arrow pushing mechanism which shows all intermediates and allproducts that result from these reactions. If alkenes are produced, indicate which is major andminor.PRACTICE: Which solvent would favor and SN2 style mechanism?A) MethanolB) Dimethyl formamideC) WaterD) Acetic acid13UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEWPRACTICE: Rank the species below in order of increasing nucleophilicity in hydroxylicsolvents (weakest nucleophile first): CH3CO2-, CH3S-, HO-, H2O.a) H2O < CH3S- < CH3CO2- < HO-b) H2O < HO- < CH3CO2- < CH3S-c) H2O < CH3CO2- < HO- < CH3S-d) CH3CO2 - < H2O < HO- < CH3S-14UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEWPRACTICE: Circle “non-polar”, “polar aprotic”, or “polar protic” to describe each of the followingsolvents: 15UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEWPRACTICE: Create the full arrow pushing mechanism which shows all intermediates and allproducts that result from these reactions and label minor and major products if they are not equal inpotential energy.16UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEWPRACTICE: Which of the following undergoes SN1 solvolysis in ethanol/water at the fastest rate? a) Ab) Bc) Cd) DPRACTICE: What is the nucleophile in the following reaction?2 H2O + H3C-X H3C-OH + H3O+ + X-a. H2Ob. H3Cc. X-d. H3C-OHe. H3O+f. CH3-X 17UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEWPRACTICE: Propose a successful synthesis of 1-decene from 1-bromodecane. Be sure to includespecific reagents and solvents.18UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEWPRACTICE: Predict the major elimination product for the following reaction:PRACTICE: In the dehydration of 2-bromo-2-methylbutane with potassium hydroxide, whichhydrogen atom is preferentially abstracted? 19UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEWPRACTICE: A. Predict the product of the following reaction.B. Construct a reaction mechanism that accounts for the product proposed.C. Construct a reaction coordinate diagram for the reaction. Label all axes. Note that the reactionhas three steps: The 1st is fast and endothermic. The 2nd is slow and endothermic. The 3rd is fastand exothermic. The overall reaction is exothermic.D. Using complete sentences state how you have shown that the 1st and 3rd steps are fast and thatthe 2nd reaction is slow.20UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEWPRACTICE: Propose a mechanism for the following reactionPRACTICE: Predict the major product21UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEWPRACTICE: Which of the following is the double substitution product of the reaction below?22UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEWPRACTICE: The reaction shown below would be expected to produce as major products which ofthe following compounds?23UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEWPRACTICE: Determine the mechanism and predict the product of the reaction: 24UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEWPRACTICE: Determine the anticipated product(s) for the reaction below.