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What product is expected to form in an SN2reaction of OH¯with (R)-2-bromobutane? Show the stereochemistry of the reactant and the product.

What product is expected to form in an SN2reaction of OH¯with (R)-2-bromobutane? Show the stereochemistry of the reactant and the product.

Chemistry
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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1. What product is expected to form in an Sn2reaction of OH¯with (R)-2-bromobutane? Show the stereochemistry of the reactant and the product. 2. What product is expected to form from the Sy2reaction of 1-bromopentane with а. КОН? B. NaI? 3. What product would you expect to obtain from a nucleophilic substitution reaction of (S)-2- bromohexane with CH3 CO7? Assume that inversion configuration occurs, and show the stereochemistry of both reactant and product? 4. Predict whether each of the following substitution reactions is likely be SN 1or SN2. OAc CH3CO2 Na+ CH3CO2H, H2O a. „CH2Br .CH2OAC CH3CO2- Na+ DMF b. HCI CI HO CH3OH с. CH3 CH3 Na+ SCH3 H2C=CCH2SCH3 H2C=CCH2BR d. CH3CN 5. Setting aside the double bond stereochemistry, what products would you expect from elimination reactions of the following alkyl halides? CH3 CI CH3 CH3CHCH2-C-CHCH3 CH3 6. From what alkyl halides are the following alkenes have been made? CH3 CH3 CH3CHCH2CH2CHCH=CH2 7. Which of the two isomers would you expect to undergo E2 elimination faster? trans-1-bromo- 4-tert-butylcyclohexane or cis-1-bromo-4-tert-butylcyclohexane? Draw each molecule in its more stable chair conformation. Provide an explanation to your answer.
Transcribed Image Text:1. What product is expected to form in an Sn2reaction of OH¯with (R)-2-bromobutane? Show the stereochemistry of the reactant and the product. 2. What product is expected to form from the Sy2reaction of 1-bromopentane with а. КОН? B. NaI? 3. What product would you expect to obtain from a nucleophilic substitution reaction of (S)-2- bromohexane with CH3 CO7? Assume that inversion configuration occurs, and show the stereochemistry of both reactant and product? 4. Predict whether each of the following substitution reactions is likely be SN 1or SN2. OAc CH3CO2 Na+ CH3CO2H, H2O a. „CH2Br .CH2OAC CH3CO2- Na+ DMF b. HCI CI HO CH3OH с. CH3 CH3 Na+ SCH3 H2C=CCH2SCH3 H2C=CCH2BR d. CH3CN 5. Setting aside the double bond stereochemistry, what products would you expect from elimination reactions of the following alkyl halides? CH3 CI CH3 CH3CHCH2-C-CHCH3 CH3 6. From what alkyl halides are the following alkenes have been made? CH3 CH3 CH3CHCH2CH2CHCH=CH2 7. Which of the two isomers would you expect to undergo E2 elimination faster? trans-1-bromo- 4-tert-butylcyclohexane or cis-1-bromo-4-tert-butylcyclohexane? Draw each molecule in its more stable chair conformation. Provide an explanation to your answer.
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