Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
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Textbook Question
Chapter 5, Problem 5Q
Select the words that best describe what happens to the optical rotation of the
(a) Increases
(b) Changes to zero
(c) Changes sign
(d) Stays the same
(e) Impossible to predict
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Carbon–carbon bond dissociation enthalpies have been measured for many alkanes. Identify the alkane in each of the following pairs that has the lower carbon–carbon bond-dissociation enthalpy, and explain the reason for your choice. (a) Ethane or propane (b) Propane or 2-methylpropane (c) 2-Methylpropane or 2,2-dimethylpropane (d) Cyclobutane or cyclopentane
(a) What is the standard enthalpy of reaction for the reaction of 1.00 mol of propene with 1.00 mol of hydrogen to yield 1.00 mol of propane. (All gas phase) (b) What is the standard entropy change for the reaction? (c) What is the standard free energy change for the reaction carried out at 400 K? (You cannot use ∆Gfo data from the appendix). (d) Is the reaction spontaneous?
(a)
(b)
(c)
(d)
(a)
What is the IUPAC name for the following molecule (including absolute configurations if
required)?
(b)
Draw the Newman projections looking down the C3-C4 bond that represent all the three
staggered conformations for the molecule shown above.
(c)
Given that the strain energies below, calculate the strain energies for each conformer and
identify which is the most stable.
Gauche interaction
Strain Energy
HOCH3
0.0 kJ mol-
HOCH;CH;
|0.4 kJ mol-
3.8 kJ mol-
| 4.3 kJ mol-
CH;CH3
CH;CH2CH3
|CH2CH; CH2CH;
4.6 kJ mol-
Newman Projection of Conformer 1
Strain Energy of Conformer 1
Newman Projection of Conformer 2
Strain Energy of Conformer 2
Newman Projection of Conformer 3
Strain Energy of Conformer 3
Chapter 5 Solutions
Organic Chemistry
Ch. 5 - Prob. 1PPCh. 5 - Prob. 2PPCh. 5 - Prob. 3PPCh. 5 - Prob. 4PPCh. 5 - Prob. 5PPCh. 5 - Prob. 6PPCh. 5 - Prob. 7PPCh. 5 - Practice Problem 5.8 Write three-dimensional...Ch. 5 - Prob. 9PPCh. 5 - Prob. 10PP
Ch. 5 - Practice Problem 5.11 List the substituents in...Ch. 5 - Prob. 12PPCh. 5 - Practice Problem 5.13 Tell whether the two...Ch. 5 - Prob. 14PPCh. 5 - Prob. 15PPCh. 5 - Prob. 16PPCh. 5 - Prob. 17PPCh. 5 - Prob. 18PPCh. 5 - Prob. 19PPCh. 5 - Prob. 20PPCh. 5 - Practice Problem 5.21 The following are formulas...Ch. 5 - Practice Problem 5.22 Write three-dimensional...Ch. 5 - Prob. 23PPCh. 5 - Practice Problem 5.24 Give names chat include (R)...Ch. 5 - Prob. 25PPCh. 5 - Prob. 26PPCh. 5 - Prob. 27PPCh. 5 - Prob. 28PPCh. 5 - Practice Problem 5.29 Write formulas for all of...Ch. 5 - Prob. 30PPCh. 5 - Prob. 31PPCh. 5 - Prob. 32PPCh. 5 - Prob. 33PCh. 5 - Prob. 34PCh. 5 - 5.35 Designate the (R) or (S) configuration at...Ch. 5 - Prob. 36PCh. 5 - (a) Write the structure of...Ch. 5 - Shown below are Newman projection formulas for...Ch. 5 - 5.39 Write appropriate structural formulas...Ch. 5 - Discuss whether each of the following compounds...Ch. 5 - Prob. 42PCh. 5 - Prob. 43PCh. 5 - Compound F has the molecular formula C5H8 and is...Ch. 5 - Prob. 45PCh. 5 - Prob. 46PCh. 5 - Prob. 47PCh. 5 - For the following molecule, draw its enantiomer as...Ch. 5 - 5.49 (Use models to solve this...Ch. 5 - 5.50 (Use models to solve this...Ch. 5 - (Use models co solve this problem.) Write...Ch. 5 - 5.52 Tartaric acid was an important compound in...Ch. 5 - Prob. 53PCh. 5 - Prob. 54PCh. 5 - Prob. 55PCh. 5 - Prob. 1LGPCh. 5 - Prob. 2LGPCh. 5 - Prob. 3LGPCh. 5 - Prob. 2QCh. 5 - Prob. 3QCh. 5 - Prob. 4QCh. 5 - Select the words that best describe what happens...Ch. 5 - Prob. 6QCh. 5 - Prob. 7QCh. 5 - Prob. 8QCh. 5 - 5.9 Which is untrue about the following...Ch. 5 - Prob. 10Q
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