Solutions Manual for Organic Chemistry
10th Edition
ISBN: 9781259636387
Author: Carey Dr., Francis A
Publisher: McGraw-Hill Education
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Chapter 3.5, Problem 6P
The heats of combustion of ethylcyclopropane and methylcyclobutane have been measured as
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The heat of combustion of cis-1,2-dimethylcyclopropane is larger than that of the trans isomer. Which isomer is more stable? Use drawings to explain this difference instability.
How to calculate the value for keq. Provide an exampleDegree of unsaturation example
True or False:
1. The eclipsed conformation of a linear alkane IS called cis, while the anti conformation of an alkane IS called trans.
2. In the conversion of open-chain D-glucose to the ring form, the aldehyde carbon (carbon #1) bonds to the oxygen on carbon number 5 to form a ring that is both PYRANOSE and UNLOCKED.
Chapter 3 Solutions
Solutions Manual for Organic Chemistry
Ch. 3.1 - Identify the alkanes corresponding to each of the...Ch. 3.1 - Find the conformations in Figure 3.4 in which the...Ch. 3.2 - Sketch a potential energy diagram for rotation...Ch. 3.2 - Acetylcholine is a neurotransmitter in the central...Ch. 3.2 - Prob. 5PCh. 3.5 - The heats of combustion of ethylcyclopropane and...Ch. 3.8 - Prob. 7PCh. 3.10 - The following questions relate to a cyclohexane...Ch. 3.10 - Draw the most stable conformation of...Ch. 3.11 - Prob. 10P
Ch. 3.11 - Prob. 11PCh. 3.12 - Based on what you know about disubstituted...Ch. 3.12 - Write structural formulas for the most stable...Ch. 3.14 - Cubane (C4H8) is the common name of the polycyclic...Ch. 3.14 - Prob. 15PCh. 3.14 - Prob. 16PCh. 3.14 - Prob. 17PCh. 3.14 - Prob. 18PCh. 3.15 - Prob. 19PCh. 3 - Give the IUPAC names of each of the following: (a)...Ch. 3 - Draw Newman projections for the gauche and...Ch. 3 - Identify all atoms that are (a) anti and (b)...Ch. 3 - Prob. 23PCh. 3 - Prob. 24PCh. 3 - Prob. 25PCh. 3 - Prob. 26PCh. 3 - Prob. 27PCh. 3 - Prob. 28PCh. 3 - Oxidation of 4-tert-butylthiane proceeds according...Ch. 3 - The following are representations of two forms of...Ch. 3 - Draw (a) a Newman projection of the most stable...Ch. 3 - Write a structural formula for the most stable...Ch. 3 - Sight down the C-2-C-3 bond, and draw Newman...Ch. 3 - Prob. 34PCh. 3 - Sketch an approximate potential energy diagram for...Ch. 3 - Prob. 36PCh. 3 - Even though the methyl group occupies an...Ch. 3 - Which do you expect to be the more stable...Ch. 3 - Arrange the trimethylcyclohexane isomers shown in...Ch. 3 - Identify the more stable stereoisomer in each of...Ch. 3 - One stereoisomer of 1,1,3,5-tetramethylcyclohexane...Ch. 3 - One of the following two stereoisomers is...Ch. 3 - In each of the following groups of compounds,...Ch. 3 - The heats of combustion of the more and less...Ch. 3 - The measured dipole moment of ClCH2CH2Cl is 1.12D....Ch. 3 - Prob. 46PCh. 3 - Prob. 47PCh. 3 - Prob. 48DSPCh. 3 - Prob. 49DSPCh. 3 - Prob. 50DSPCh. 3 - Prob. 51DSPCh. 3 - Prob. 52DSPCh. 3 - Prob. 53DSP
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- The same alkane is obtained from the catalytic hydrogenation of both alkene A and alkene B. The heat of hydrogenation of alkene A is 29.8 kcal/mol, and the heat of hydrogenation of alkene B is 31.4 kcal/mol. Which alkene is more stable?arrow_forwardAs we learned, monosubstituted cyclohexanes exist as anequilibrium mixture of two conformations having either an axial orequatorial substituent. When R = CH2CH3, Keq for this process is 23.When R = C(CH3)3, Keq for this process is 4000. Question: a.) When R = CH2CH3, which conformation is present in higherconcentration?b.) Which R shows the higher percentage of equatorial conformation atequilibrium?arrow_forwardGibbs 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_forward
- Following are heats of combustion per mole for methane, propane, and 2,2,4-trimeth-ylpentane. Each is a major source of energy. On a gram-for-gram basis, which of these hydrocarbons is the best source of heat energy?arrow_forwardIn the conversion of open-chain D-glucose to the ring form, the aldehyde carbon (carbon #1) bonds to the oxygen on carbon number 5 to form a ring that is both PYRANOSE and UNLOCKED. Group of answer choices True or false?arrow_forwardThe G° for conversion of “axial” fluorocyclohexane to “equatorial” fluorocyclohexane at 25 °C is -0.25 kcal>mol. Calculate the percentage of fluorocyclohexane molecules that have the fluoro substituent in an equatorial position at equilibrium.arrow_forward
- Table 6.4. Oxidation: Reaction with Baeyer’s reagent (cold, dilute, neutral, aqueous KMnO4) Write (+) if the reaction is positive, (-) if negative. SAMPLE OBSERVATIONS +/- cyclohexane cyclohexene benzene toluene acetylene Enumerate the classes of hydrocarbons that are oxidizable by Baeyer’s reagent. ________________________________________________________________________ ________________________________________________________________________ What is the structural feature of these classes of hydrocarbons? ________________________________________________________________________ ________________________________________________________________________arrow_forwardTert-butylcyclohexane exists practically (> 99.99%) in a single conformational form. Represent in perspective the most stable conformer of trans-4 isopropylcyclohexan-1-ol.arrow_forwardPlease write the answer clearly with the state of matter following each compound.arrow_forward
- Rank the following groups in order of decreasing priority. −H, −CH3, −Cl, −CH2Clarrow_forwardDHA is a fatty acid derived from sh oil and an abundant fatty acid in vertebrate brains. Hydrogenation of DHA forms docosanoic acid [CH3(CH2)20CO2H] and ozonolysis forms CH3CH2CHO, CH2(CHO)2 (ve equivalents), and HCOCH2CH2CO2H. What is the structure of DHA if all double bonds have the Z conguration?arrow_forwardRank the conformations of n-butane with reference to its potential energy from the most stable to the least stable. Rank from the most stable to the least stable.To rank items as equivalent, overlap them.arrow_forward
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