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(b) The following compound (2) is a natuml product drug. Using the criteria for aromaticity and your knowledge in your response, determine and explain if the compound is aromatic, non-aromatic or antiaromatic. (2)

(b) The following compound (2) is a natuml product drug. Using the criteria for aromaticity and your knowledge in your response, determine and explain if the compound is aromatic, non-aromatic or antiaromatic. (2)

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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Question 1 Continued (b) The following compound (2) is a natual product drug. Using the criteria for aromaticity and your knowledge in your response, detarmine and explain if the compound is aromatic, non-aromatic or antiaromatic. %3D (2) (c) You conducted an experiment involving a hydrohalogenation reaction with starting material A and HBr. Product C was obtained as the major product of the reaction instead of the regioisomer product B which you expected. CH, CI, Br Br Product B Starting material A Product C (i) Suggest a detailed reaction mechanism to explain the fomation of the major product C. (ii) Briefly explain why this unexpected major produet C predominated in your reaction. (111) 1,2-elimination of HBr from product C yields a mixture of two alkenes. Draw the structures of the two alkene pro ducts and briefly explain using Zaits ev s rule which alkene is the major one.
Transcribed Image Text:Question 1 Continued (b) The following compound (2) is a natual product drug. Using the criteria for aromaticity and your knowledge in your response, detarmine and explain if the compound is aromatic, non-aromatic or antiaromatic. %3D (2) (c) You conducted an experiment involving a hydrohalogenation reaction with starting material A and HBr. Product C was obtained as the major product of the reaction instead of the regioisomer product B which you expected. CH, CI, Br Br Product B Starting material A Product C (i) Suggest a detailed reaction mechanism to explain the fomation of the major product C. (ii) Briefly explain why this unexpected major produet C predominated in your reaction. (111) 1,2-elimination of HBr from product C yields a mixture of two alkenes. Draw the structures of the two alkene pro ducts and briefly explain using Zaits ev s rule which alkene is the major one.
1. (a) A widely prescribed antibiotic (1) is shown below. Copy the structure of this compound into your answer sheet and answer the following questions. HO. H,N (1) (i) Circle and label five different functional groups present. (ii) Indicate the geometry (E or Z) of the alkene double bond in the structure. In your answer inçlude the assignment of priorities. (iii) Identify ALL the chiral carbons present in compound (1) by placing an asterisk (*) at the appropriate atoms. (iv) Select ANY ONE of the chiral centres vou have identified in part (iii) above and assign the correct Cahn-Ingold-Prelog (R, S) configuration In your answer include the assignment of priorities.
Transcribed Image Text:1. (a) A widely prescribed antibiotic (1) is shown below. Copy the structure of this compound into your answer sheet and answer the following questions. HO. H,N (1) (i) Circle and label five different functional groups present. (ii) Indicate the geometry (E or Z) of the alkene double bond in the structure. In your answer inçlude the assignment of priorities. (iii) Identify ALL the chiral carbons present in compound (1) by placing an asterisk (*) at the appropriate atoms. (iv) Select ANY ONE of the chiral centres vou have identified in part (iii) above and assign the correct Cahn-Ingold-Prelog (R, S) configuration In your answer include the assignment of priorities.
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