ORGANIC CHEM W/CNCT+SOLUTION MANUAL >BI<
5th Edition
ISBN: 9781260293616
Author: SMITH
Publisher: MCG CUSTOM
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Textbook Question
Chapter 4, Problem 4.73P
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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Take a look at the butane conformers below.
Identify:
(a)Which is an anti conformation in Newman?
(b)Which is a Gauche conformation?
(c)Which is the more stable Sawhorse conformer?
(d)Which has the same potential energy/strain with ALS?
Draw the two chair forms for the attached trisubstituted cyclohexane, andlabel the more stable conformation.
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 CHEM W/CNCT+SOLUTION MANUAL >BI<
Ch. 4 - Prob. 4.1PCh. 4 - Problem 4.2 Which of the following is not another...Ch. 4 - Problem 4.3 Draw the five constitutional isomers...Ch. 4 - Prob. 4.4PCh. 4 - Prob. 4.5PCh. 4 - Draw the five constitutional isomers that have...Ch. 4 - Problem 4.7 Give the IUPAC name for each...Ch. 4 - Give the IUPAC name for each compound. a....Ch. 4 - Problem 4.9 Give the structure corresponding to...Ch. 4 - Prob. 4.10P
Ch. 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. 4.15PCh. 4 - Prob. 4.16PCh. 4 - Problem 4.17 a. Draw the three staggered and...Ch. 4 - Problem 4.18 Rank the following conformations in...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 - Problem 4.22 Using the cyclohexane with the C’s...Ch. 4 - Draw a second chair conformation for each...Ch. 4 - Problem 4.24 Draw both conformations for and...Ch. 4 - Problem 4.25 Draw the structure for each compound...Ch. 4 - For cis-1, 3-diethylcyclobutane, draw a a...Ch. 4 - Prob. 4.27PCh. 4 - Problem 4.28 Consider .
Draw structures f or the...Ch. 4 - Problem 4.29 Draw a chair conformation of...Ch. 4 - Prob. 4.30PCh. 4 - Draw the products of each combustion reaction.Ch. 4 - Explain why beeswax is insoluble in H2O, slightly...Ch. 4 - Prob. 4.33PCh. 4 - Name each alkane using the ball-and-stick model,...Ch. 4 - Consider the substituted cyclohexane shown in the...Ch. 4 - Prob. 4.36PCh. 4 - Prob. 4.37PCh. 4 - 4.38 Give the IUPAC name for each compound.
a. c....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. 4.41PCh. 4 - 4.42 Give the IUPAC name for each compound.
a....Ch. 4 - Prob. 4.43PCh. 4 - Prob. 4.44PCh. 4 - 4.45 Which conformation in each pair is higher in...Ch. 4 - 4.46 Considering rotation around the bond...Ch. 4 - Prob. 4.47PCh. 4 - 4.48 (a) Using Newman projections, draw all...Ch. 4 - 4.49 Label the sites of torsional and steric...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 - 4.56 Convert each of the following structures into...Ch. 4 - Prob. 4.57PCh. 4 - Prob. 4.58PCh. 4 - 4.59 Classify each pair of compounds as...Ch. 4 - Classify each pair of compounds as constitutional...Ch. 4 - Prob. 4.61PCh. 4 - 4.62 Draw the three constitutional isomers having...Ch. 4 - Prob. 4.63PCh. 4 - 4.64 Draw the products of combustion of each...Ch. 4 - 4.65 Hydrocarbons like benzene are metabolized in...Ch. 4 - Prob. 4.66PCh. 4 - Prob. 4.67PCh. 4 - Cyclopropane and cyclobutane have similar strain...Ch. 4 - Prob. 4.69PCh. 4 - Haloethanes (CH3CH2X,X=Cl,Br,I) have similar...Ch. 4 - Prob. 4.71PCh. 4 - Prob. 4.72PCh. 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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- Among the figure, (a) what is the most stable conformation of n-pentane? (b) gauche conformation of butane and (c) least stable conformation of butanearrow_forwardDraw the two chair conformations for ethylcyclohexane. Which is more stable?arrow_forwarda. Draw the lowest energy conformation for the compound shown in the image. b. Draw the complete structural formula of the following compound: cis-1-bromo-3-chlorocyclohexane.arrow_forward
- a) Enter the name of the following compound. B) Write down all the chair conformations. c) Which conformation is the most stable and explain why. d) Which conformation is the least stable and explain why.arrow_forwardExplain why alkene A is more stable than alkene B, even though Bcontains more carbon atoms bonded to the double bond. Would youexpect C to be more or less stable than A and B?arrow_forwarda. Draw Newman projections of the two conformers of trans-1,3-dimethylcyclohexane. b. Which of the conformers predominates at equilibrium?arrow_forward
- Draw the two chair conformations for t-butyl-cyclohexane and explain which is the most stablearrow_forwardConsider the substituted cyclohexane shown in the ball-and-stick model. (See attached) Draw the second possible conformation in the chair form, and classifyit as more stable or less stable than the conformation shown in thethree-dimensional model ?arrow_forwardDraw the most stable conformationarrow_forward
- Drawn are four isomeric dimethylcyclopropane. a. How are the compounds in each pair related (enantiomers, diastereomers,constitutional isomers): A and B; A and C; B and C; C and D?b. Label each compound as chiral or achiral.c. Which compounds, alone, would be optically active?d. Which compounds have a plane of symmetry?e. Which of the compounds are meso compounds?f. Would an equal mixture of compounds C and D be optically active? Whatabout an equal mixture of B and C?g. How many stereogenic centers are there for each compound?arrow_forwardClassify attached conformation as staggered or eclipsed around theindicated bond, and rank the conformations in order of increasingstability.arrow_forwardDraw both chair conformers of ethylcyclohexane. Identify which is lower in energy.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