5. a) When compound 5 is treated with methanol it forms a carbocation. Draw the carbocation that would beformed and the best resonance structure of the compound.CH35CH3OHBrb) Below are different conditions that can be used for an SN1 mechanism. In each pair circle the molecule thatwould provide a faster SN1. If they are equal rates, circle both.a) electrophileb) solventc) NucleophileCH3OHCH3OHCH3ONa

Answered: 5. a) When compound 5 is treated with…

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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For the SN1 reaction, draw the major organic product, identify the nucleophile, substrate, and leaving group, and determine the rate limiting step. Select the statement that properly identifies the nucleophile, substrate, and leaving group. a. (CH3)3COH is the substrate, Cl– is the nucleophile, and H2O is the leaving group. b. (CH3)3COH is the substrate, HCl is the nucleophile, and HO− is the leaving group. c. (CH3)3COH is the substrate, Cl– is the nucleophile, and HO− is the leaving group. The rate limiting step is: a. product formation b. the inital step c. the second step
6. Consider the following reaction: CH3 HBr. ? ČH3 a) Draw the two possible allylic cations that could be produced as an intermediate in this addition reaction; include resonance structures. b) Which of these allylic cations is more stable, explain briefly how you arrived at that conclusion? c) Draw the complete mechanism for the addition reaction involving the more stable allylic cation intermediate showing the formation of both the 1,2 and 1,4 addition products, include arrows, formal charges and electron pairs. d) If the reaction is carried out at 0°C, what would be the major product? e) The reaction is then carried out at 80°C, and the major product was found to be the same as when the reaction was carried out at 0°C. What is the kinetic product and what is the thermodynamic product? f) Assuming the first step is rate determining, and the reaction is spontaneous, sketch a reaction coordinate (energy diagram) for the mechanism drawn in part c). Label the reactants, products (kinetic…
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6. Circle the compound below, which undergoes elimination reactions much faster than the other one (in the presence of an appropriate base). Br Br 6.1. Draw a conformation of the faster reacting isomer which resembles the transition state. (you need to draw the cyclohexane in its chair form showing equatorial and axial orientations of the relevant bonds) Use curly arrows on the structure you have drawn for 6.1 to show the formation of the elimination product. Use a base of your choice. Draw the structure of the elimination product. (Note that two regioisomeric elimination products are possible) 6.2. Give a brief narrative explanation for your choice of the stereoisomer, based on your illustrations in 6.1 and 6.2. 6.3.
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