(a) Given the reactions and overall heats of combustion of four cyclic rings, calculate the heat of combustion per CH₂ group. AH for reaction (kJ/mol) AH per CH₂ group (kJ/mol) -2091 ? -2744 ? -3320 ? -3952 ? Compound Combustion reaction cyclopropane C₂H₂ + 2O₂ → 3 CO₂ + 3 H₂O cyclobutane C4H8 +60₂ → 4 CO₂ + 4H₂O cyclopentane C₂H₁0 + 1½5-0₂ cyclohexane 5 CO₂ +5H₂O CH₁2 + 9O₂ → 6CO₂ + 6H₂O AH per CH₂ for cyclopropane: AH per CH₂ for cyclopentane: kJ/mol kJ/mol (b) Rank the four cycloalkanes in order of stability from least stable to most stable. AH per CH₂ for cyclobutane: AH per CH₂ for cyclohexane: Least stable kJ/mol kJ/mol

Chemistry: The Molecular Science
5th Edition
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Author:John W. Moore, Conrad L. Stanitski
Publisher:John W. Moore, Conrad L. Stanitski
Chapter10: Fuels, Organic Chemicals, And Polymers
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Problem 121QRT
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Organic Chemistry
Maxwell
presented by Macmillan Learning
(a) Given the reactions and overall heats of combustion of four cyclic rings, calculate the heat of combustion per CH₂ group.
AH for reaction (kJ/mol) AH per CH₂ group (kJ/mol)
-2091
?
-2744
?
-3320
?
-3952
?
Compound
cyclopropane C₂H + 2/0₂
cyclobutane C₂H₂ + 60₂ →
4 8
Combustion reaction
2
2
cyclopentane C₂H₁0 + 15-0₂
cyclohexane C6H₁2 +90₂
12
AH per CH₂ for cyclopropane:
AH per CH₂ for cyclopentane:
+ 3CO, +3H,O
4 CO₂ + 4H₂O
5 CO₂ + 5H2₂O
6CO₂ + 6H₂O
kJ/mol
kJ/mol
(b) Rank the four cycloalkanes in order of stability from least
stable to most stable.
AH per CH₂ for cyclobutane:
AH per CH₂ for cyclohexane:
Least stable
kJ/mol
kJ/mol
Transcribed Image Text:Organic Chemistry Maxwell presented by Macmillan Learning (a) Given the reactions and overall heats of combustion of four cyclic rings, calculate the heat of combustion per CH₂ group. AH for reaction (kJ/mol) AH per CH₂ group (kJ/mol) -2091 ? -2744 ? -3320 ? -3952 ? Compound cyclopropane C₂H + 2/0₂ cyclobutane C₂H₂ + 60₂ → 4 8 Combustion reaction 2 2 cyclopentane C₂H₁0 + 15-0₂ cyclohexane C6H₁2 +90₂ 12 AH per CH₂ for cyclopropane: AH per CH₂ for cyclopentane: + 3CO, +3H,O 4 CO₂ + 4H₂O 5 CO₂ + 5H2₂O 6CO₂ + 6H₂O kJ/mol kJ/mol (b) Rank the four cycloalkanes in order of stability from least stable to most stable. AH per CH₂ for cyclobutane: AH per CH₂ for cyclohexane: Least stable kJ/mol kJ/mol
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