Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Textbook Question
Chapter 5.1, Problem 3P
Determine the degree of unsaturation and then draw possible structures for noncyclic compound, with the following molecular formulas:
- a. C3H6
- b. C3H4
- c. C4H6
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Give the common name and IUPAC name:
Common System:
1. C4H9NHC₂H5
(sec.)
||
2. CH3(CH₂)2C(CH3)2COC(CH3)3
3. C₂H5CON(C2H5)2
O
Determine the degree of unsaturation for hydrocarbons with the following molecular formulas:
a. C20H34
b. C8H16
c. C12H20
d. C40H56
Why is a substituted cyclohexane ring more stable with a larger group in the equatorial position?
Chapter 5 Solutions
Organic Chemistry
Ch. 5.1 - Determine the degree of unsaturation and then draw...Ch. 5.1 - Prob. 4PCh. 5.2 - Prob. 5PCh. 5.2 - Draw the structure for each of the following: a....Ch. 5.2 - What is each compounds systematic name?Ch. 5.4 - Assign relative priorities to each set of...Ch. 5.4 - Tamoxifen slows the growth of some breast tumors...Ch. 5.4 - Draw and label the E and Z isomers for each of the...Ch. 5.4 - Prob. 12PCh. 5.4 - Name each of the following:
Ch. 5.4 - Prob. 14PCh. 5.4 - Prob. 15PCh. 5.6 - Prob. 16PCh. 5.6 - Prob. 17PCh. 5.6 - Prob. 18PCh. 5.6 - Prob. 20PCh. 5.7 - a. Which of the monosubstituted cyclohexanes in...Ch. 5.7 - a. for which reaction in each set will S be more...Ch. 5.7 - a. For a reaction with H = 12 kcal/ mol and S =...Ch. 5.7 - Prob. 25PCh. 5.7 - Prob. 26PCh. 5.7 - Prob. 27PCh. 5.9 - The rate constant for a reaction can be increased...Ch. 5.9 - Prob. 30PCh. 5.9 - a. Which reaction has a greater equilibrium...Ch. 5.10 - Draw a reaction coordinate diagram for a two-step...Ch. 5.10 - a. Which step in the reaction coordinate diagram...Ch. 5.10 - Draw a reaction coordinate diagram for the...Ch. 5.11 - Prob. 35PCh. 5 - What is each compounds systematic name?Ch. 5 - Draw the structure of a hydrocarbon that has six...Ch. 5 - Draw the condensed structure for each of the...Ch. 5 - Prob. 39PCh. 5 - Prob. 40PCh. 5 - Name the following:Ch. 5 - Prob. 42PCh. 5 - 43. Draw the skeletal structure of...Ch. 5 - In a reaction in which reactant A is in...Ch. 5 - Which bond is stronger? Briefly explain why.Ch. 5 - Prob. 46PCh. 5 - Prob. 47PCh. 5 - Assign relative priorities to each set of...Ch. 5 - Prob. 49PCh. 5 - By following the curved red arrows, draw the...Ch. 5 - Prob. 51PCh. 5 - Draw structures for the following: a....Ch. 5 - Prob. 53PCh. 5 - a. Which of the following reactions has the larger...Ch. 5 - a. What is the equilibrium constant for a reaction...Ch. 5 - Prob. 56PCh. 5 - Prob. 57PCh. 5 - Given that the free energy of the twist-boat...Ch. 5 - Prob. 59PCh. 5 - Prob. 1PCh. 5 - Prob. 2PCh. 5 - Prob. 3PCh. 5 - Prob. 4PCh. 5 - Prob. 5PCh. 5 - Prob. 6PCh. 5 - Draw curved arrows to show the movement of the...Ch. 5 - Prob. 8PCh. 5 - Prob. 9PCh. 5 - Prob. 10P
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- How many degrees of unsaturation are present in each compound? a.C6H6 b.C8H18 c.C7H8O d.C7H11Br e.C5H9Narrow_forward4. Which structure below represents the most stable conformation of cis-1-t-butyl-4-methylcyclohexane? A B D 5. The planar form of which ring would have bond angles close to the tetrahedral value, but is destabilized by eclipsing interactions (torsional strain)? Which of the following statements about conformations is FALSE? A) Conformations can be isolated and separated at room temperature B) Conformations are interconverted by rotation about o-bonds C) For butane the staggered anti conformation is the most stable D) For ethane the eclipsed conformation is the least stable 6. 7. Which of the following compounds has two chirality centers? .H H. H3Carrow_forwardDraw the structural formula for at least one bromoalkene with the molecular formula C5H9Br that shows: Q.Both chirality and E,Z isomerismarrow_forward
- 4.. Name each of the following by IUPAC system: a. (C2H5)2 CH=CH b. CH3 C= C CH2CH3 c. CH2=CHCH(CH3)(CH2)2 CH=CH2 d. CH3C=CHCHCH2CH(C2H$)CH(CH3)2 CH3 CH,CH(CH3) (CH2)2CH3 е. C =C. CHarrow_forwardCalculate the number of degrees of unsaturation for each molecular formula. a.C6H8 b.C40H56 c.C10H16O2 d.C8H9Br e.C8H9ClO f.C7H11N g.C4H8BrN h.C10H18CINOarrow_forwardHow many isomers (structural, geometric, and stereo) have the formula C5H10, and have "cyclo" in their name? (i.e. they contain a ring) 4 06 07 5arrow_forward
- Gibbs free energy differences between axial-substituted and equatorial-substituted chair conformations of cyclohexane were given in Table 2.4. (a) Calculate the ratio of equatorial to axial tert-butylcyclohexane at 25C. (b) Explain why the conformational equilibria for methyl, ethyl, and isopropyl substituents are comparable but the conformational equilibrium for tert-butylcyclohexane lies considerably farther toward the equatorial conformation.arrow_forwardFollowing is a structural formula for cortisol (hydrocortisone). Draw a stereo-representation of this molecule showing the conformations of the five- and six-membered rings.arrow_forwardConsider 1-bromo-2-methylpropane and draw the following. (a) The staggered conformation(s) of lowest energy (b) The staggered conformation(s) of highest energyarrow_forward
- Identify the following alkyl groups: a. b. CH3CH2CH2CH2 c. d. CH3arrow_forward9. There are several possible forms of a trisubstituted cyclohexane with the formula C10H200. I have drawn four of them. From these, which one do you think is most commonly naturally occurring, and why? Which is least commonly occurring and why? HO HO" НО HOarrow_forwardFor 1,2-dichloroethane: a.Draw Newman projections for all eclipsed conformations formed by rotation from 0° to 360° about the carbon-carbon single bond. b.Which eclipsed conformation(s) has (have) the lowest energy? Which has (have) the highest energy? c.Which, if any, of these eclipsed conformations are related by reflection?arrow_forward
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