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- Draw both resonance structures of the most stable carbocation intermediate in the reaction shown HCI - You do not have to consider stereochemistry. -Do not include anionic counter-1ons, e.g., I, in your answer. - Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. - Separate resonance structures using the symbol from the drop-down menu. y自ノ ee P. opy aste [F CH3) Use the reaction shown below and the associated reaction energy diagram to answer the following questions. E A Но- + Br HO. Br- reaction coordinate a) In the space above, use curved arrows to show the mechanism of the reaction. b) Classify the reaction as either addition, elimination or substitution. c) In this reaction is hydroxide (HO-) acting as a nucleophile or as a base? c) Based on the reaction energy diagram, is the reaction endergonic or exergonic? d) Based on the reaction energy diagram, and assuming the reaction is reversible, would the equilibrium lie to the left or to the right? e) Which position on the reaction energy diagram (A, B or C) corresponds to the transition state?3. Answer the following questions based on the reaction scheme below. a. Use wedged and dashed lines to draw the (2S,4R)-2-iodo-4-methoxypentane configuration of 2-iodo-4-methoxypentane in labeled box. b. Draw the product(s) of the nucleophilic addition reaction shown. Make sure to use wedged and dashed lines to clearly show the resulting stereochemistry at each chiral center. Label each chiral center as R or S. If there is more than one possible product, draw one in each box - if not, leave one box blank. c. Write the correct chemical name of each product(s) in the labeled boxes. 2-iodo-4- methoxypentane + NaOCH 3 K[C6H1310] Product Name: Product Name: d. Are all the product(s) chiral? If your answer is 'yes' write 'yes' in the box below. If your answer is 'no', provide an explanation in 3 sentences or less in the box below.
- 2. CI The intermediate in the following nucleophilic aromatic substitution reaction has at least 5 resonance structures. For this question, complete the following tasks: a. Show the mechanistic arrow(s) for the first step. b. Draw TWO of the many resonance structures of the intermediate, drawing out the -NO₂ groups in each. c. Draw the neutral product. NO₂ NO₂ HO and others neutral productFor the reduction of 2-methyl cyclohexanone to methyl cyclohexanol using NaBH4... 1. What is the reaction mechanism (draw curved arrows)? What is the nucleophile? Electrophile? 2. Using your reaction mechanism from the above question, sketch the reaction coordinatediagram. What does the transition state most likely look like? What is the rate-determining step?Draw the two major products obtained in the reaction shown. CH,CI, Br2 (one equivalent) - You do not have to consider stereochemistry. . You do not have to explicitly draw H atoms. • Draw one structure per sketcher. Add additional sketchers usıng the drop-down menu in the bottom right comer. • Separate multiple products using the + sign from the drop-down menu. C. opy aste
- 2. The intermediate in the following nucleophilic aromatic substitution reaction has at least 5 resonance structures. For this question, complete the following tasks: a. Show the mechanistic arrow(s) for the first step. b. Draw TWO of the many resonance structures of the intermediate, drawing out the -NO₂ groups in each. c. Draw the neutral product. يمهم NO₂ NO₂ HO and others neutral productDraw both resonance structures of the most stable carbocation intermediate in the reaction shown. • You do not have to consider stereochemistry. • Do not include anionic counter-ions, e.g., I, in your answer. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate resonance structures using the symbol from the drop-down menu. ☺. re HBr ChemDoodle Sn 11II. Give a multi-step synthesis proposal to start with the molecule on left and use any reagents possible the molecule on right. 1. Propene → 2,3-dimethyl-3-butanol 2. Cyclopentene →
- 4. Explain the reaction shown below. Include the following pieces in your explanation. a. Identify the electrophile and the nucleophile. b. Draw a curved arrow mechanism for this reaction. (Assume an acidic work-up). Explain the electron flow. C. d. Indicate any regiochemical or stereochemical preferences. H₂C OCH₂ H+ HO,... CH₂OHDraw a structure for the organic produet(s) of the following reaction. SCH3 H,O2, "OH • You do not have to consider stereochemistry. • Include counter-ions, e.g., Na", I, in your submission, but draw them in their own separate sketcher. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate multiple products using the + sign from the drop-down menu. P.2. Label the following reactions as most likely occuring by an SN1 or SN2 mechanism. Explain your answer. (4 marks) HBr A) HO, CH;CH2OH 'Br B) Na* SCH; CH;CN ‚Br „SCH3