Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
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Question
Chapter 4, Problem 38P
Interpretation Introduction
Interpretation:
The energy changes from the rotation of C2-C3 bond of 2,3-dimethylbutane and 2,2,3,3-tetramethylbutane are to be determined with all the maxima and minima.
Concept introduction:
Chair conformation: It is the most stable conformation which accurately shows the spatial arrangement of atoms.
Equatorial bonds are parallel to the average plane of the ring while axial bonds are perpendicular to the average plane of the ring.
The conformation having bonds at equatorial position are more stable than those having at axial position.
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• Use the wedge/hash bond tools to indicate stereochemistry where it exists.
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&
H3 C CH3
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H3CO
CH3
(S, S, S)
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What is the structure of X?
• In cases where there is more than one answer, just draw one.
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Chapter 4 Solutions
Organic Chemistry
Ch. 4 - Prob. 1PPCh. 4 - Which structure does not represent...Ch. 4 - Prob. 3PPCh. 4 - Draw bond-line formulas for all of the isomers of...Ch. 4 - Prob. 5PPCh. 4 - Draw bond-line formulas and give IUPAC...Ch. 4 - Draw bond-line formulas and give IUPAC...Ch. 4 - Practice Problem 4.8 Give names for the following...Ch. 4 - Prob. 9PPCh. 4 - Prob. 10PP
Ch. 4 - Prob. 11PPCh. 4 - Give the structures and IUPAC names for all the...Ch. 4 - Prob. 13PPCh. 4 - Practice Problem 4.14 Show by a calculation (using...Ch. 4 - Practice Problem 4.15 Write structures for the cis...Ch. 4 - Practice Problem 4.16
(a) Write structural...Ch. 4 - Practice Problem 4.17 Write a conformational...Ch. 4 - Practice Problem 4.18
(a) Write the two...Ch. 4 - Prob. 19PPCh. 4 - Practice Problem 4.20 (a) What is the index of...Ch. 4 - Practice Problem 4.21
Zingiberene, a fragrant...Ch. 4 - Practice Problem 4.22 Carbonyl groups also count...Ch. 4 - Prob. 23PCh. 4 - Give systematic IUPAC names for each of the...Ch. 4 - Prob. 25PCh. 4 - Write the structure and give the IUPAC systema.tic...Ch. 4 - 4.27. Write the structure(s) of the simplest...Ch. 4 - Prob. 28PCh. 4 - 4.29. Write structures for the following...Ch. 4 - Prob. 30PCh. 4 - A spiro ring junction is one where two rings that...Ch. 4 - 4.32. Tell what is meant by a homologous series...Ch. 4 - Four different cycloalkenes will all yield...Ch. 4 - 4.34. (a) Three different alkenes yield...Ch. 4 - Prob. 35PCh. 4 - Prob. 36PCh. 4 - 4.37. Write the structures of two chair...Ch. 4 - Prob. 38PCh. 4 - Without referring to tables, decide which member...Ch. 4 - Prob. 40PCh. 4 - 4.41. Which compound would you expect to be the...Ch. 4 - Prob. 42PCh. 4 - 4.43. Write the two chair conformations of each of...Ch. 4 - Provide an explanation for the surprising fact...Ch. 4 - Prob. 45PCh. 4 - 4.46. Specify the missing compounds and/or...Ch. 4 - Consider the cis and trans isomers of...Ch. 4 - Prob. 48PCh. 4 - Open the energy-minimized 3D Molecular Models on...Ch. 4 - 4.50. Open the 3D Molecular Models on the book’s...Ch. 4 - 4.51. Open the 3D Molecular Model on the book’s...Ch. 4 - 1. The predominant conformation for D-glucose is...Ch. 4 - Prob. 2LGPCh. 4 - When 1,2-dimethylcyclohexene is allowed to react...Ch. 4 - Prob. 4LGPCh. 4 - Prob. 1QCh. 4 - Select the correct name of the compound whose...Ch. 4 - Select the correct name of the compound whose...Ch. 4 - Prob. 4QCh. 4 - 4.5 How many isomers are possible for C3H7Br?
(a)...Ch. 4 - 4.6 Which isomer of 1,3-dimethylcyclohexane is...Ch. 4 - 4.7. Which is the lowest energy conformation of...Ch. 4 - Supply the missing structuresCh. 4 - Supply the missing reagents in the box:Ch. 4 - The most stable conformation of...
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- 4.(a). Draw the structures of (i) cis-1,4-Dibromocyclohexane and (ii) trans-1,4- Dibromocyclohexane. 4(b). Draw the most stable conformers of (i) cis-1,4-Dibromocyclohexane and (ii) trans-1,4-Dibromocyclohexane. 4(c)Which is more stable? (i) cis-1,4-Dibromocyclohexane or (ii) trans-1,4- Dibromolcyclohexane. Explain the reason for your choice.arrow_forwardWrite a conformational structure for 1,2,3-trimethylcyclohexane in which all the methyl groups are axial and then show its more stable conformation.arrow_forward1. (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. H2N (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 include 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 you have identified in part (iii) above and assign the correct Cahn-Ingold-Prelog (R, S) configuration. In your answer include the assignment of priorities.arrow_forward
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