ORGANIC CHEMISTRY
6th Edition
ISBN: 9781260826791
Author: SMITH
Publisher: MCG
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Textbook Question
Chapter 4, Problem 76P
Consider the tricyclic structure B (a) Label each substituent on the rings as axial or equatorial. (b)
Draw B using chair conformations for each six-membered ring. (c) Label the atoms on the ring fusions (the carbons that join each set of two rings together) as cis or trans to each other.
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Consider the tricyclic structure B. (a) Label each substituent on the rings as axial or equatorial. (b) Draw B using chair conformations for each sixmembered ring. (c) Label the atoms on the ring fusions (the carbons that join each set of two rings together) as cis or trans to each other.
Consider the tricyclic structure A. (a) Label each substituent on the rings as axial or equatorial. (b) Draw a skeletal structure
for A, using wedges and dashes to show whether the substituents are located above or below the rings.
Consider the attached tricyclic structure B.
(a) Label each substituent on the rings as axial or equatorial.
(b) Draw B using chair conformations for each sixmembered ring.
(c) Label the atoms on the ring fusions (the carbons that join each set of two rings together) as cis or trans to each other.
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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- (a) Using Newman projections, draw all staggered and eclipsed conformations that result from rotation around the bond highlighted in red in each molecule; (b) draw a graph of energy versus dihedral angle for rotation around this bond.arrow_forwardQUESTION 3 (a) Draw the two conformations of ethane which has an energy minimum and energy maximum using the Newman projection. Explain why one conformation is lower in energy than the other.arrow_forwardQ2. Answer any TWO of the following parts: (a) Draw the two main conformations that exist for cyclohexane. Explain clearly why one conformer is more stable than the other. Using cis-1-ethyl-3-methylcyclohexane, as an example, explain how ring flipping occurs. Draw both conformers of cis-1-ethyl-3-methylcyclohexane and explain clearly which one predominates. (b) What is polarimetry? The specific rotation of (R)-carvone is - 61°. A chemist prepared a 750 mg mixture of (R)-carvone and its enantiomer in 10 ml of ethanol and placed the solution in a 10 cm polarimeter cell. The observed rotation was - 4.125°. Calculate the specific rotation for the above mixture. What is meant by enantiomeric excess? Then determine the % enantiomeric excess (% ee) in the mixture. (i) (ii) (iii) What % of the mixture is (R)-carvone and (S)-carvone?arrow_forward
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Chapter 4 Alkanes and Cycloalkanes Lesson 2; Author: Linda Hanson;https://www.youtube.com/watch?v=AL_CM_Btef4;License: Standard YouTube License, CC-BY
Chapter 4 Alkanes and Cycloalkanes Lesson 1; Author: Linda Hanson;https://www.youtube.com/watch?v=PPIa6EHJMJw;License: Standard Youtube License