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Ch. 7 - Structure and Synthesis of Alkenes; Elimination
Wade - Organic Chemistry 9th Edition
Wade9th EditionOrganic ChemistryISBN: 9780135213728Non è quello che usi tu?Cambia libro di testo
Capitolo 7, Problema 36a

The dehydrogenation of butane to trans-but-2-ene has ΔH° = +116 kJ/mol (+27.6 kcal/mol) and ΔS° = +117J/kelvin-mol (+28.0 cal/kelvin-mol).
a. Compute the value of ΔG° for dehydrogenation at room temperature (25 °C or 298 °K). Is dehydrogenation favored or disfavored?
HINT: When you are doing synthesis problems, avoid using these high-temperature industrial methods. They require specialized equipment, and they produce variable mixtures of products.

Guida verificata passo dopo passo
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Step 1: Recall the Gibbs free energy equation: ΔG° = ΔH° - TΔS°. This equation relates the change in enthalpy (ΔH°), the change in entropy (ΔS°), and the temperature (T) to determine the spontaneity of a reaction.
Step 2: Convert all units to be consistent. Ensure ΔH° is in joules (J) and ΔS° is in joules per kelvin (J/K). For ΔH° = +116 kJ/mol, convert to joules: 116 kJ/mol × 1000 J/kJ = 116,000 J/mol.
Step 3: Use the given temperature, T = 298 K (room temperature), and substitute the values into the Gibbs free energy equation: ΔG° = ΔH° - TΔS°. Substituting, ΔG° = 116,000 J/mol - (298 K × 117 J/K·mol).
Step 4: Perform the multiplication for the TΔS° term: TΔS° = 298 K × 117 J/K·mol. Subtract this value from ΔH° to calculate ΔG°.
Step 5: Analyze the sign of ΔG°. If ΔG° is negative, the reaction is thermodynamically favored (spontaneous). If ΔG° is positive, the reaction is thermodynamically disfavored (non-spontaneous).

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Gibbs Free Energy (ΔG°)

Gibbs Free Energy (ΔG°) is a thermodynamic potential that indicates the spontaneity of a reaction at constant temperature and pressure. It is calculated using the equation ΔG° = ΔH° - TΔS°, where ΔH° is the change in enthalpy, T is the temperature in Kelvin, and ΔS° is the change in entropy. A negative ΔG° value suggests that the reaction is spontaneous, while a positive value indicates non-spontaneity.
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Breaking down the different terms of the Gibbs Free Energy equation.

Enthalpy (ΔH°)

Enthalpy (ΔH°) is a measure of the total heat content of a system and reflects the energy required to break and form bonds during a chemical reaction. In the context of the dehydrogenation of butane, a positive ΔH° value (+116 kJ/mol) indicates that the reaction is endothermic, meaning it absorbs heat from the surroundings. This factor can influence the spontaneity of the reaction when combined with entropy changes.
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Calculating Enthalpies

Entropy (ΔS°)

Entropy (ΔS°) is a measure of the disorder or randomness in a system. A positive ΔS° value (+117 J/K·mol) suggests that the products of the reaction have greater disorder compared to the reactants. In chemical reactions, an increase in entropy often favors spontaneity, as systems tend to evolve towards states of higher disorder. The interplay between ΔH° and ΔS° is crucial for determining the overall spontaneity of a reaction.
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Explaining what entropy is.
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