3) A chemist tried the following reaction, but did not make the compound she expected. What did she make? Show a proper (correct ‘electron pushing”, logical intermediates, etc.) mechanism that explains the formation of the unexpected product. HO Br2 (CH2Cl2)
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- 3) Fill in the red box(es) with the missing reactant(s), reagent(s), product(s), solvent, and/or conditions and write a reasonable mechanism for the reaction. Not every box needs to be used and not every box necessarily corresponds to only a single species. If no reaction occurs OR no reagents exist to perform the reaction state, "NOT POSSIBLE" AND explain why. os 1) NaOH 2) H₂O*What are the necessary reagents for the below transformations to occur? Provide a mechanism for b) (the amount of arrows do not indicate the specific number of steps required) a) b) OH 111 CO,CH, CO₂CH3 om H M SO OHGive the product of the following reaction. NO, HI NO, NO, он NO There is no reaction under these conditions or the correct product is not listed. NO2 NO,
- 5. Which product is formed in the following reaction? OH KCrO, 77 OH (e) (b) (c)Draw an arrow-pushing mechanism and identify the product(s) for each reaction below and specify the most likely mechanism by which the product(s) is formed (SN1, SN2, El, E2, or a combination of these.) Br NACN DMF Br NaOCH3 CH;OH (ii) HCI OH14. When propylene reacts with hydrogen bromide in the presence of a peroxide initiator, which of the following structures are formed during the mechanism? (A) Br Br (B) (C) Br H• (D)
- (b) Write out the product(s) for the reactions below. Analyze the compounds (i) and (ii) below and classify which one reacts faster. Explain your answer. (ii) H OH SO3 H₂SO4 HNO3 H₂SO4Fill in the boxes with the missing products of each reaction. For box B to C, suggest a mechanism for that reaction step. EtO₂C CO₂Et NaOEt EtOH NaOEt EtOH Br H3O+ A BYou attempt to synthesize ethyl isopropyl ether using the following scheme, but you find that you are getting a large amount of some minor product. Br NaOCH2CH3 HOCH,CH3 a) What is the side product you are forming and what would be a better way to synthesize ethyl isopropyl ether? b) What would be the major product of the following reaction? Br NaOCH,CH3 HOCH,CH3
- On acid-catalyzed dehydration, 1-butanol (CH3CH2CH2CH2OH) can be converted to 1-butene. Write out an equation for the reaction Assign each the appropriate symbol for the mechanism of the reaction (E1 or E2) Draw a suitable mechanism for the reactionAn organic chemist reacts (S)-2-butanol with PBr3 in pyridine, removes the major organic product, and then reacts that product with a methoxide ion (-OCH3). What final major organic product does the chemist make? ΟΑ OB OC OD OE OCH₂ O Both C and D B OCH₂ ľ D OCH₂ EPredict the major products for the following reactions. Pay careful attention when orientation is a factor. Draw just one major product, the full mechanism to form it (draw arrows and electrons) in each case and define which reaction (name it) was carried out: NaOH Cl₂ CH₂OH H₂O H₂SO, cat Br HCI 1. BH₂ THF 2. H₂O₂, H₂O, NaOH