The resonance energy of 1,3,5-cycloheptatriene is to be determined and the resonance energy of 1,3,5-cycloheptatriene is to be compared with the resonance energy of benzene. Concept Introduction: > Heat of hydrogenation can be used to compare the stabilities of unsaturated compounds. > The difference between heat of hydrogenation of 1,3,5-cycloheptatriene is estimated on the basis of heat of hydrogenation of cycloheptene , and the measured heat of hydrogenation is due to resonance stabilization.

Question

Want to see the full answer?

Answer 1

Question

Chapter 12.3, Problem 2P

Interpretation Introduction

Interpretation:

The resonance energy of 1,3,5-cycloheptatriene is to be determined and the resonance energy of 1,3,5-cycloheptatriene is to be compared with the resonance energy of benzene.

Concept Introduction:
>
Heat of hydrogenation can be used to compare the stabilities of unsaturated compounds.
>
The difference between heat of hydrogenation of 1,3,5-cycloheptatriene is estimated on the basis of heat of hydrogenation of cycloheptene, and the measured heat of hydrogenation is due to resonance stabilization.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

The heat of combustion of decahydronaphthalene(C10H18) is -6286 kJ/mol. The heat of combustion ofnaphthalene (C10H8) is -5157 kJ/mol. (In both casesCO2(g) and H2O(l) are the products.) Calculate the heat of hydrogenationand the resonance energy of naphthalene.

1,4-Pentadiene (CH2=CH-CH2-CH=CH2) is a liquid at room temperature and has a density of 0.66 g/mL and molar mass of 68.12 g/mol. In a laboratory experiment, 3.80 mL of this compound was treated with 4.80 mL of conc. H2SO4 (100% w/w; molar mass 98.08 g/mol). Note that the density of conc. H2SO4 is 1.84 g/mL. The resulting sulfate ester was then treated with 1.20 mL of water (molar mass 18.02 g/mol) affording, after work- up, 2,4-pentanediol (molar mass 104.15 g/mol) as the crude product. The crude product was then purified by simple distillation, which yielded 2.00 g of pure product. What is the theoretical yield of 2,4-pentanediol expressed in grams? Show calculations. What is the percentage yield of pure 2,4-pentanediol?

1,4-Pentadiene (CH2=CH-CH2-CH=CH2) is a liquid at room temperature and has a density of 0.66 g/mL and molar mass of 68.12 g/mol. In a laboratory experiment, 3.80 mL of this compound was treated with 4.80 mL of conc. H2SO4 (100% w/w; molar mass 98.08 g/mol). Note that the density of conc. H2SO4 is 1.84 g/mL. The resulting sulfate ester was then treated with 1.20 mL of water (molar mass 18.02 g/mol) affording, after work- up, 2,4-pentanediol (molar mass 104.15 g/mol) as the crude product. The crude product was then purified by simple distillation, which yielded 2.00 g of pure product. a. Provide a balanced chemical equation to show the reaction between 1,4-pentadiene and sulfuric acid. Do not use molecular formulas in the chemical equation except for sulfuric acid. b. What reactant is the limiting reagent in this chemical equation? Show calculations to support your answer.