2.54 Consider each pair of compounds below and determine whether the pair represents the same compound, constitutional isomers, or dif- ferent compounds that are not isomeric at all: (a) (c) (b) (d) 2.55 Draw a bond-line structure for each of the following compounds: (a) CH2=CHCH2C(CH3)3 (c) CH COCH2CH(CH3)2 (e) (CH3CH2)3CBr (b) (CH3CH2)2CHCH2CH2OH (d) CH3CH2OCH2CH2OCH2CH3 (f) (CH3)2C=CHCH3 2.64 Cycloserine is an antibiotic isolated from the microbe Streptomyces orchidaceous. It is used in conjunction with other drugs for the treatment of tuberculosis. H-N ° Cycloserine NH2 (a) What is the molecular formula of this compound? (b) How many sp³-hybridized carbon atoms are present in this structure? (c) How many sp²-hybridized carbon atoms are present in this structure? (d) How many sp-hybridized carbon atoms are present in this structure? (e) How many lone pairs are present in this structure? (f) Identify each lone pair as localized or delocalized. (g) Identify the geometry of each atom (except for hydrogen atoms). (h) Draw all significant resonance structures of cycloserine. 3

2.54 Consider each pair of compounds below and determine whether the pair represents the same compound, constitutional isomers, or dif- ferent compounds that are not isomeric at all: (a) (c) (b) (d) 2.55 Draw a bond-line structure for each of the following compounds: (a) CH2=CHCH2C(CH3)3 (c) CH COCH2CH(CH3)2 (e) (CH3CH2)3CBr (b) (CH3CH2)2CHCH2CH2OH (d) CH3CH2OCH2CH2OCH2CH3 (f) (CH3)2C=CHCH3 2.64 Cycloserine is an antibiotic isolated from the microbe Streptomyces orchidaceous. It is used in conjunction with other drugs for the treatment of tuberculosis. H-N ° Cycloserine NH2 (a) What is the molecular formula of this compound? (b) How many sp³-hybridized carbon atoms are present in this structure? (c) How many sp²-hybridized carbon atoms are present in this structure? (d) How many sp-hybridized carbon atoms are present in this structure? (e) How many lone pairs are present in this structure? (f) Identify each lone pair as localized or delocalized. (g) Identify the geometry of each atom (except for hydrogen atoms). (h) Draw all significant resonance structures of cycloserine. 3

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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