Organic Chemistry-Package(Custom)
4th Edition
ISBN: 9781259141089
Author: SMITH
Publisher: MCG
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Chapter 4, Problem 4.72P
Interpretation Introduction
Interpretation: The more reactive amide group in penicillin is to be identified.
Concept introduction: Penicillin is an antibiotic which is produced naturally by blue moulds and prepared synthetically. It is used to treat certain infections caused by bacteria.
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Although penicillin G has two amide functional groups, one is muchmore reactive than the other. Which amide is more reactive and why?
Although penicillin G has two amide functional groups, one is much more reactive than the other. Which amide is more reactive and why?
Although penicillin G has two amide functional groups, one is much more reactive than the other. Which amide is more reactive
and why?
CH3
CH3
COOH
penicillin G
Chapter 4 Solutions
Organic Chemistry-Package(Custom)
Ch. 4 - Prob. 4.1PCh. 4 - Prob. 4.2PCh. 4 - (a) Classify the carbon atoms in each compound as...Ch. 4 - Problem 3.3 Classify a carbon atom by the number...Ch. 4 - Problem 4.3 Draw the five constitutional isomers...Ch. 4 - Prob. 4.6PCh. 4 - Prob. 4.7PCh. 4 - Draw the five constitutional isomers that have...Ch. 4 - Give the IUPAC name for each compound. a. c. b. ...Ch. 4 - Give the IUPAC name for each compound. a....
Ch. 4 - Problem 4.9 Give the structure corresponding to...Ch. 4 - Prob. 4.12PCh. 4 - Give the IUPAC name for each compound.Ch. 4 - Give the structure corresponding to each IUPAC...Ch. 4 - Arrange the following compounds in order of...Ch. 4 - Problem 4.14 Draw the staggered and eclipsed...Ch. 4 - Prob. 4.17PCh. 4 - a.Draw the three staggered and three eclipsed...Ch. 4 - Problem 4.19 Consider rotation around the...Ch. 4 - Calculate the destabilization present in each...Ch. 4 - Problem 4.21 Classify the ring carbons as up or...Ch. 4 - Draw a second chair conformation for each...Ch. 4 - Prob. 4.23PCh. 4 - Problem 4.25 Draw the structure for each compound...Ch. 4 - For cis-1, 3-diethylcyclobutane, draw a a...Ch. 4 - Prob. 4.26PCh. 4 - Problem 4.28 Consider .
Draw structures f or the...Ch. 4 - Problem 4.29 Draw a chair conformation of...Ch. 4 - Prob. 4.29PCh. 4 - Draw the products of each combustion reaction.Ch. 4 - Explain why beeswax is insoluble in H2O, slightly...Ch. 4 - Prob. 4.32PCh. 4 - Name each alkane using the ball-and-stick model,...Ch. 4 - Consider the substituted cyclohexane shown in the...Ch. 4 - Prob. 4.35PCh. 4 - 3.31 For each alkane: (a) classify each carbon...Ch. 4 - Prob. 4.37PCh. 4 - Prob. 4.38PCh. 4 - Give the IUPAC name for each compound. a. h.k....Ch. 4 - 4.39 Give the structure and IUPAC name for each of...Ch. 4 -
4.40 Draw the structure corresponding to each...Ch. 4 - Prob. 4.42PCh. 4 - Prob. 4.43PCh. 4 - 4.42 Give the IUPAC name for each compound.
a....Ch. 4 - Prob. 4.45PCh. 4 - Prob. 4.46PCh. 4 - 4.45 Which conformation in each pair is higher in...Ch. 4 - Considering rotation around the bond highlighted...Ch. 4 - Prob. 4.49PCh. 4 - Prob. 4.50PCh. 4 - 4.49 Label the sites of torsional and steric...Ch. 4 - Prob. 4.52PCh. 4 - 4.51 The eclipsed conformation of is less...Ch. 4 - (a) Draw the anti and gauche conformations for...Ch. 4 - For each compound drawn below: a.Label each OH,Br...Ch. 4 - Draw the two possible chair conformations for...Ch. 4 - For each compound drawn below: a. Draw...Ch. 4 - 4.56 Convert each of the following structures into...Ch. 4 - Prob. 4.59PCh. 4 - Prob. 4.60PCh. 4 - Classify each pair of compounds as constitutional...Ch. 4 - Prob. 4.62PCh. 4 - Prob. 4.63PCh. 4 - 4.62 Draw the three constitutional isomers having...Ch. 4 - Prob. 4.65PCh. 4 - Prob. 4.66PCh. 4 - 4.65 Hydrocarbons like benzene are metabolized in...Ch. 4 - Which of the following compounds are lipids?Ch. 4 - Prob. 4.69PCh. 4 - Prob. 4.70PCh. 4 - Cyclopropane and cyclobutane have similar strain...Ch. 4 - Prob. 4.72PCh. 4 - Haloethanes (CH3CH2X,X=Cl,Br,I) have similar...Ch. 4 - Prob. 4.74PCh. 4 - Prob. 4.75PCh. 4 - Consider the tricyclic structure B (a) Label each...Ch. 4 - Read Appendix B on naming branched alkyl...Ch. 4 - Read Appendix B on naming bicyclic compounds. Then...
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- Which one of the following statements is incorrect? A secondary amine has a nitrogen which makes three single bonds Amine can lose a hydrogen ion and act as an acid A secondary amine can behave as an base Amines can undergo hydrogen bondingarrow_forwardPrimary and secondary amines exhibit hydrogen bonding; tertiary amines do not. Explain.arrow_forwardCompare N-methylacetamide with its amide isomers propanamide and N,N-dimethylformamide. Which do you predict has the highest boiling point? The lowest?arrow_forward
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- What is true regarding protein backbones? The protein backbone is different for each protein and contains both amine and carboxylic acid functional groups The protein backbone is the same for each protein and contains both amine and carboxylic acid functional groups The protein backbone is different for each protein and contains amide functional groups The protein backbone is the same for each protein and contains amide functional groupsarrow_forwardFollowing amines can be classified as -- and ---, respectively. HN-CH3 H3C-CH3 'N' H primary amine, secondary amine secondary amine, ammonium salt secondary amine, primary amine secondary amine, tertiary aminearrow_forwardExplain why the boiling point of propanamide, CH3CH2CONH2, is considerably higher than the boiling point of N,Ndimethylformamide, HCON(CH3)2 (213 °C vs. 153 °C), even though both compounds are isomeric amides.arrow_forward
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