ORGANIC CHEMISTRY
6th Edition
ISBN: 9781260826791
Author: SMITH
Publisher: MCG
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Textbook Question
Chapter 4.13, Problem 23P
Draw a second chair conformation for each cyclohexane. Then decide which conformation is present in higher concentration at equilibrium.
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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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- Consider the molecule 1-bromo-2-methylbutane. C3 and C4 should be drawn as Et as in theexample. This group is called an ethyl group and can be considered a sphere about twice the sizeof a methyl group. Draw the following Newman projections sighting down the C1C2 bond... a. The lowest potential energy conformation. b. The highest potential energy staggered conformation.arrow_forward4. Draw the most stable conformation for each of the following substituted cyclohexanes; then, in each case, flip the ring and redraw the molecular in the higher energy chair conformation. Shown all conformation in Newman projections. Fill in hydrogens to indicate unsubstituted carbons. a) b) most stable conformation: higher energy conformation: á most stable conformation: higher energy conformation: 3 Daarrow_forward3) Draw a cyclohexane chair with 3 substituents in the most stable conformation. Explain why the conformation you've chosen is the most stable.arrow_forward
- For pentane draw Newman projections for the Syn-periplanar, conformation. the Anti- periplanar conformation and a Gauche conformation. Use C2 as the front carbon and C3 as the back carbon. Label each conformation, circle the highest energy conformation andunderline the lowest energy conformation.arrow_forwardWhy is this chair conformation the most stable trans-1-chloro-3-flurocyclohexane? Wouldn't the conformation with Cl & F in equatorial positions be the most stable conformation?arrow_forwardDraw each compound in its most stable conformation(s). Then draw it in its most symmetric conformation, and determine whether it is chiral. trans-1,2-dibromocyclohexanearrow_forward
- organic chemistryarrow_forward2) a) Provide Newman projects of the three staggered conformations of molecule 1 shown below looking down the indicated bond (1→2). Circle the most stable conformation. HH3C CH3 H molecule 1 b) Provide Newman projects of the three eclipsed conformations of molecule 1 looking down the indicated bond. Put a square around the least stable conformation.arrow_forwardDraw two different chair conformations of bromocyclohexane, showing all hydrogen atoms. identify each substituent as axial or equatorial. Indicate the most stable conformation.arrow_forward
- 2. Circle the compound that would have the lowest energy at its most stable conformation and box the compound that would have the highest energy at its most stable conformation. 호호호호arrow_forwardDraw the two possible chair conformations for the following substituted cyclohexane. Label eachof the five substituents as axial (A) or equatorial (E) by writing A or E beside them. Indicate which,if any, of the two conformations is more stable.arrow_forwardf) Make models of cis- and trans-1,3-dimethylcyclohexane. Draw a Newman projection and a clear 3D representation of each chair conformation of each isomer. (This requires a total of eight drawings.) Clearly indicate which is the most stable and which is the least stable conformation (for each cis- and trans-) Clearly indicate which is the more stable and which is the less stable isomer. CH3 pass outarrow_forward
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