(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

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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.

| Compound     | Combustion reaction                           | ΔH for reaction (kJ/mol) | ΔH per CH₂ group (kJ/mol) |
|--------------|-----------------------------------------------|--------------------------|---------------------------|
| cyclopropane | C₃H₆ + ⁹/₂ O₂ → 3 CO₂ + 3 H₂O                | –2091                    | ?                         |
| cyclobutane  | C₄H₈ + 6 O₂ → 4 CO₂ + 4 H₂O                  | –2744                    | ?                         |
| cyclopentane | C₅H₁₀ + ¹⁵/₂ O₂ → 5 CO₂ + 5 H₂O               | –3320                    | ?                         |
| cyclohexane  | C₆H₁₂ + 9 O₂ → 6 CO₂ + 6 H₂O                 | –3952                    | ?                         |

ΔH per CH₂ for cyclopropane: [________] kJ/mol      ΔH per CH₂ for cyclobutane: [________] kJ/mol

ΔH per CH₂ for cyclopentane: [________] kJ/mol      ΔH per CH₂ for cyclohexane: [________] kJ/mol

(b) Rank the four cycloalkanes in order of stability from least stable to most stable.

- Least stable: [________]
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. | Compound | Combustion reaction | ΔH for reaction (kJ/mol) | ΔH per CH₂ group (kJ/mol) | |--------------|-----------------------------------------------|--------------------------|---------------------------| | cyclopropane | C₃H₆ + ⁹/₂ O₂ → 3 CO₂ + 3 H₂O | –2091 | ? | | cyclobutane | C₄H₈ + 6 O₂ → 4 CO₂ + 4 H₂O | –2744 | ? | | cyclopentane | C₅H₁₀ + ¹⁵/₂ O₂ → 5 CO₂ + 5 H₂O | –3320 | ? | | cyclohexane | C₆H₁₂ + 9 O₂ → 6 CO₂ + 6 H₂O | –3952 | ? | ΔH per CH₂ for cyclopropane: [________] kJ/mol ΔH per CH₂ for cyclobutane: [________] kJ/mol ΔH per CH₂ for cyclopentane: [________] kJ/mol ΔH per CH₂ for cyclohexane: [________] kJ/mol (b) Rank the four cycloalkanes in order of stability from least stable to most stable. - Least stable: [________]
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