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Following are structural formulas and heats of combustion of acetaldehyde and ethylene oxide. Which of these compounds is more stable? Explain. CC=O COC Acetaldehyde Ethylene oxide \(-1164 \mathrm{~kJ}(-278.8 \mathrm{kcal}) / \mathrm{mol}\) \(-1264 \mathrm{~kJ}(-302.1 \mathrm{kcal}) / \mathrm{mol}\)

Short Answer

Expert verified
Answer: Acetaldehyde is more stable.

Step by step solution

01

Identifying the given values

We are given the following information: - Structural formulas of acetaldehyde and ethylene oxide. - Heats of combustion for acetaldehyde: \(-1164 \mathrm{~kJ/mol}\) - Heats of combustion for ethylene oxide: \(-1264 \mathrm{~kJ/mol}\)
02

Comparing heats of combustion

Let's compare the heats of combustion for both compounds: - Acetaldehyde: \(-1164 \mathrm{~kJ/mol}\) - Ethylene oxide: \(-1264 \mathrm{~kJ/mol}\) The compound with the lowest (least exothermic) heat of combustion would be more stable. In this case, acetaldehyde has a higher (less negative) value, while ethylene oxide has a lower (more negative) value.
03

Determining the more stable compound

Based on the comparison of the heats of combustion, the more stable compound is the one with the least exothermic heat of combustion. In this case, that is acetaldehyde with \(-1164 \mathrm{~kJ/mol}\). Thus, the more stable compound is acetaldehyde.

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Most popular questions from this chapter

From studies of the dipole moment of 1,2 -dichloroethane in the gas phase at room temperature \(\left(25^{\circ} \mathrm{C}\right)\), 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.

Each member of the following set of compounds is an alcohol; that is, each contains an - OH (hydroxyl group, Section 1.3A). Which structural formulas represent the same compound? Which represent constitutional isomers? (a) CCC(C)O (c) OCC1CC1 (d) CC(C)CO (e) CC(C)CO (f) CCCCO (g) CCC(C)O (h) CC1(O)CCCCC1

\(1,2,3,4,5,6\)-Hexachlorocyclohexane shows cis,trans isomerism. At one time, a crude mixture of these isomers was sold as an insecticide. The insecticidal properties of the mixture arise from one isomer, known as lindane, which is cis-1,2,4,5-trans3,6-hexachlorocyclohexane. (a) Draw a structural formula for \(1,2,3,4,5,6\)-hexachlorocyclohexane disregarding, for the moment, the existence of cis,trans isomerism. What is the molecular formula of this compound? (b) Using a planar hexagon representation for the cyclohexane ring, draw a structural formula for lindane. (c) Draw a chair conformation for lindane and label which chlorine atoms are axial and which are equatorial. (d) Draw the alternative chair conformation of lindane and again label which chlorine atoms are axial and which are equatorial. (e) Which of the alternative chair conformations of lindane is more stable? Explain.

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