ORGANIC CHEMISTRY
6th Edition
ISBN: 9781260826791
Author: SMITH
Publisher: MCG
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Question
Chapter 4, Problem 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
Ch. 4.1 - Prob. 1PCh. 4.1 - Problem 4.2 Which of the following is not another...Ch. 4.1 - Problem 4.3 Draw the five constitutional isomers...Ch. 4.1 - Prob. 4PCh. 4.1 - Prob. 5PCh. 4.2 - Draw the five constitutional isomers that have...Ch. 4.4 - Problem 4.7 Give the IUPAC name for each...Ch. 4.4 - Give the IUPAC name for each compound. a....Ch. 4.4 - Problem 4.9 Give the structure corresponding to...Ch. 4.4 - Prob. 10P
Ch. 4.5 - Give the IUPAC name for each compound.Ch. 4.5 - Give the structure corresponding to each IUPAC...Ch. 4.8 - Arrange the following compounds in order of...Ch. 4.9 - Problem 4.14 Draw the staggered and eclipsed...Ch. 4.9 - Prob. 15PCh. 4.9 - Prob. 16PCh. 4.10 - Problem 4.17 a. Draw the three staggered and...Ch. 4.10 - Problem 4.18 Rank the following conformations in...Ch. 4.10 - Problem 4.19 Consider rotation around the...Ch. 4.10 - Calculate the destabilization present in each...Ch. 4.12 - Problem 4.21 Classify the ring carbons as up or...Ch. 4.12 - Problem 4.22 Using the cyclohexane with the C’s...Ch. 4.13 - Draw a second chair conformation for each...Ch. 4.13 - Problem 4.24 Draw both conformations for and...Ch. 4.13 - Problem 4.25 Draw the structure for each compound...Ch. 4.13 - Prob. 26PCh. 4.14 - Prob. 31PCh. 4.14 - Prob. 32PCh. 4.15 - Prob. 33PCh. 4 - Name each alkane using the ball-and-stick model,...Ch. 4 -
4.40 Draw the structure corresponding to each...Ch. 4 - 4.42 Give the IUPAC name for each compound.
a....Ch. 4 - Prob. 42PCh. 4 - 4.46 Considering rotation around the bond...Ch. 4 - 4.50 Calculate the barrier to rotation for each...Ch. 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 - Classify each pair of compounds as constitutional...Ch. 4 - Prob. 66PCh. 4 - 4.64 Draw the products of combustion of each...Ch. 4 - 4.65 Hydrocarbons like benzene are metabolized in...Ch. 4 - Prob. 69PCh. 4 - Prob. 70PCh. 4 - Cyclopropane and cyclobutane have similar strain...Ch. 4 - Prob. 72PCh. 4 - Haloethanes (CH3CH2X,X=Cl,Br,I) have similar...Ch. 4 - Prob. 74PCh. 4 - Prob. 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
- Complete this table for different amine compounds. Chemical propylamine quaternary ammonium ion methylphenylamine Molecular formula C3H9N C₂H7N C5H13N C4H10N Structural formula (CH3)3N (CH3)2NH CH 3 I (CH₂) 11 | H3C(CH2) 11 -N-(CH₂)11CH3 NHCH3 (CH₂)11 CH3 CH3CH2CH2-NH-CH3 + Classification Tertiary Quaternary Tertiary Secondaryarrow_forward1. Which statement best described the ability of amines to hydrogen bond? A. Primary, secondary and tertiary amines can all hydrogen bond with molecules identical to themselves. B. Primary and secondary amines can hydrogen bond with molecules identical to themselves, but tertiary amines cannot. C. Only primary amines can hydrogen bond with molecules identical to themselves. Secondary and tertiary amines cannot. D. Primary, secondary and tertiary amines cannot hydrogen bond with molecules identical to themselves, but the can hydrogen bond with water.arrow_forwardWhich class of drugs are found in plants, have an amine functional group, and reacts with acids? insulins alkaloids SSRIs amphetaminesarrow_forward
- 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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