EBK ORGANIC CHEMISTRY
6th Edition
ISBN: 8220103151757
Author: LOUDON
Publisher: MAC HIGHER
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Chapter 7, Problem 7.2P
Interpretation Introduction
Interpretation:
The percentages of axial and equatorial conformations present in one mole of methyl- cyclohexane at
Concept introduction:
The conformation of cyclohexane is a type of
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From studies of the dipole moment of 1,2-dichloroethane in the gas phase at room temperature (25°C), it is estimated that the ratio of molecules in the anti conformation to gauche conformation is 7.6 to 1. Calculate the difference in Gibbs free energy between these two conformations.
Please do parts a and B
When cyclohexane is substituted by an ethynyl group, -C=CH, the energy difference
between axial and equatorial conformations is only 1.7 kJ (0.41 kcal)/mol. Compare the
conformational equilibrium for methylcyclohexane with that for ethynylcyclohexane and
account for the difference between the two.
Chapter 7 Solutions
EBK ORGANIC CHEMISTRY
Ch. 7 - Prob. 7.1PCh. 7 - Prob. 7.2PCh. 7 - Prob. 7.3PCh. 7 - Prob. 7.4PCh. 7 - Prob. 7.5PCh. 7 - Prob. 7.6PCh. 7 - Prob. 7.7PCh. 7 - Prob. 7.8PCh. 7 - Prob. 7.9PCh. 7 - Prob. 7.10P
Ch. 7 - Prob. 7.11PCh. 7 - Prob. 7.12PCh. 7 - Prob. 7.13PCh. 7 - Prob. 7.14PCh. 7 - Prob. 7.15PCh. 7 - Prob. 7.16PCh. 7 - Prob. 7.17PCh. 7 - Prob. 7.18PCh. 7 - Prob. 7.19PCh. 7 - Prob. 7.20PCh. 7 - Prob. 7.21PCh. 7 - Prob. 7.22PCh. 7 - Prob. 7.23PCh. 7 - Prob. 7.24PCh. 7 - Prob. 7.25PCh. 7 - Prob. 7.26PCh. 7 - Prob. 7.27PCh. 7 - Prob. 7.28PCh. 7 - Prob. 7.29PCh. 7 - Prob. 7.30PCh. 7 - Prob. 7.31PCh. 7 - Prob. 7.32PCh. 7 - Prob. 7.33PCh. 7 - Prob. 7.34APCh. 7 - Prob. 7.35APCh. 7 - Prob. 7.36APCh. 7 - Prob. 7.37APCh. 7 - Prob. 7.38APCh. 7 - Prob. 7.39APCh. 7 - Prob. 7.40APCh. 7 - Prob. 7.41APCh. 7 - Prob. 7.42APCh. 7 - Prob. 7.43APCh. 7 - Prob. 7.44APCh. 7 - Prob. 7.45APCh. 7 - Prob. 7.46APCh. 7 - Prob. 7.47APCh. 7 - Prob. 7.48APCh. 7 - Prob. 7.49APCh. 7 - Prob. 7.50APCh. 7 - Prob. 7.51APCh. 7 - Prob. 7.52APCh. 7 - Prob. 7.53APCh. 7 - Prob. 7.54APCh. 7 - Prob. 7.55APCh. 7 - Prob. 7.56APCh. 7 - Prob. 7.57APCh. 7 - Prob. 7.58APCh. 7 - Prob. 7.59APCh. 7 - Prob. 7.60APCh. 7 - Prob. 7.61APCh. 7 - Prob. 7.62APCh. 7 - Prob. 7.63APCh. 7 - Prob. 7.64APCh. 7 - Prob. 7.65APCh. 7 - Prob. 7.66APCh. 7 - Prob. 7.67APCh. 7 - Prob. 7.68APCh. 7 - Prob. 7.69APCh. 7 - Prob. 7.70APCh. 7 - Prob. 7.71APCh. 7 - Prob. 7.72APCh. 7 - Prob. 7.73APCh. 7 - Prob. 7.74APCh. 7 - Prob. 7.75AP
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- Write a conformational structure for 1,2,3-trimethylcyclohexane in which all the methyl groups are axial and then show its more stable conformation.arrow_forwardA structure with the formula C7H14O must be drawn that contains one stereocenter, an alcohol, and a disubstituted alkene including what the IUPAC name is for this compound. Dashes/wedges should be used to show which enantiomer is being drawn. In addition, what is the enantiomer drawing and IUPAC name of this compound, as well as the diastereomer of this compound and IUPAC name?arrow_forwardDraw six isomeric cyclopentanes of molecular formula C7H14. These will include four constitutional isomers, of which two show geometric (cis-trans) stereoisomerism.arrow_forward
- Write the energy diagram corresponding to each conformer by writing the conformers (and Newman projection formulas) formed by the rotation of the bond between the carbon 3 and 4 (C3 and C4) of the 2-methylpentane. Indicate the most stable and unstable conformers.arrow_forwardShow that the addition of each CH2 unit to an alcohol molecule changes the heat of combustion by: 2(C-H)+1(C-C)+1.5(O=O) – [2(C=O)+2(O-H)]arrow_forwardPyrethrin II and pyrethrosin are two natural products isolated from plants of the chrysanthemum family. Pyrethrin II is a natural insecticide and is marketed as such. Q,)State the number of stereoisomers possible for each molecule.arrow_forward
- The major product of the following reaction exists as two stereoisomers. Draw both isomers: show all hydrogen atoms in the structures. Use wedge and dash bonds to indicate the stereochemistry (you don’t need to draw wedge and dash bonds for C-H bonds of CH3 and CH2 groups). Assign stereo configuration of the asymmetric carbon atoms and write the relationship between two isomers.arrow_forwardG.170.arrow_forward4-methyl-3-hexanol was prepared by reacting an alkene with either hydroboration-oxidation or oxymercuration-reduction. Draw the structure of the alkene that was used to prepare the alcohol in highest yield. • You do not have to consider stereochemistry. • Indicate the method of preparation by drawing either BH3 (for . If there is more than one alkene that can be used for a given method, draw all of them. If either hydroboration-oxidation or oxymercuration-reduction can be used, just give the structures for one method. Separate structures with + signs from the drop-down menu. ● 981 -- 26224 ? ChemDoodle Y hydroboration-oxidation), or Hg (for oxymercuration-reduction), in a separate sketcher. Sn [1arrow_forward
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