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In the substitution reaction of \(\mathrm{Cl}^{-}\) for \(\mathrm{OH}^{-}\) in 2-propanol, explain how \(\mathrm{Zn}^{2+}\) acts as a catalyst to increase the reaction rate.

Short Answer

Expert verified
In the substitution reaction of Cl鈦 for OH鈦 in 2-propanol, Zn虏鈦 acts as a catalyst by stabilizing the transition state, thus lowering the energy required for the reaction to proceed. It coordinates with the oxygen of the hydroxyl group in 2-propanol, allowing the Cl鈦 ion to interact with the transitional complex as a nucleophile. The subsequent dissociation forms the final product, 2-chloropropane, and releases the Zn虏鈦 ion to participate in another catalytic cycle.

Step by step solution

01

Understanding the Reaction

The substitution reaction between Cl鈦 and OH鈦 in 2-propanol can be described as follows: 2-Propanol: CH鈧僀HOHCH鈧 + Cl鈦 鈫 CH鈧僀HClCH鈧 + OH鈦 In this reaction, the Cl鈦 ion replaces the OH鈦 ion in the 2-propanol molecule, resulting in the formation of 2-chloropropane and an OH鈦 ion.
02

Role of Zn虏鈦 in the formation of the transition state

The transition state is a high-energy configuration that occurs during a reaction. The lower the energy required to form the transition state, the faster the reaction will proceed. Zn虏鈦 will interact with the oxygen of the hydroxyl group in 2-propanol, due to the positive charge of Zn虏鈦 and the partial negative charge of oxygen in the hydroxyl group: Zn虏鈦 + CH鈧僀HOHCH鈧 鈫 [CH鈧僀H(O-)Zn虏鈦(O-)HCH鈧僝鈦 This interaction stabilizes both the Zn虏鈦 ion and the oxygen atom in the transition state, which lowers the energy needed for the transition state to form and increases the reaction rate.
03

Formation of the intermediate

Now, the Cl鈦 can interact with the transitional complex as a nucleophile, attacking the carbon bonded to the OH group and forming a bond with it, while breaking the bond between the carbon and the oxygen atom: Cl鈦 + [CH鈧僀H(O-)Zn虏鈦(O-)HCH鈧僝鈦衡啋 [CH鈧僀HClZn虏鈦(O-)HCH鈧僝 + OH鈦 The resulting intermediate now has Zn虏鈦 ion coordinated to the newly formed chloro-group.
04

Formation of the final product

Finally, the intermediate undergoes dissociation, separating the Zn虏鈦 ion and forming the final product, 2-chloropropane: [CH鈧僀HClZn虏鈦(O-)HCH鈧僝 鈫 CH鈧僀HClCH鈧 + Zn虏鈦 + OH鈦 The Zn虏鈦 ion is now free and can participate in another catalytic cycle, thus acting as a catalyst. In conclusion, the presence of Zn虏鈦 ions in the reaction mixture stabilizes the transition state and facilitates the substitution reaction between Cl鈦 and OH鈦 in 2-propanol, leading to an increased reaction rate. The Zn虏鈦 ions act as a catalyst by coordinating with the reacting species and lowering the energy required for the reaction to proceed.

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Key Concepts

These are the key concepts you need to understand to accurately answer the question.

Transition State Stabilization
In chemistry, the transition state of a reaction is a temporary, high-energy configuration where reactants are transformed into products. Stabilization of the transition state is critical because it is directly related to the activation energy 鈥 the lower the energy barrier to reach the transition state, the faster the reaction will proceed. In the context of the substitution reaction between Cl鈦 and OH鈦 in 2-propanol, the presence of a Zn虏鈦 ion plays a key role in stabilizing the transition state.

The zinc ion, Zn虏鈦, exhibits a catalytic effect by coordinating with the oxygen atom in the hydroxyl group of 2-propanol. This interaction leads to a reduction in the overall energy of the transition state, making it easier for the reaction to reach this critical juncture and transform into products. By providing a bridge between reactant and product states, catalysts like Zn虏鈦 do not alter the final outcome of the reaction but significantly enhance the rate at which products are formed.
Substitution Reaction Mechanisms
Substitution reactions are fundamental to organic chemistry and involve the replacement of one atom or group of atoms with another. The mechanism of a substitution reaction can follow different pathways, primarily distinguished as nucleophilic or electrophilic, depending on the nature of the substituent that is leaving or attacking the molecule.

In the case of the reaction given in our example, the nucleophilic substitution mechanism is at play, where a nucleophile鈥攚hich in this scenario is the Cl鈦 ion鈥攁ttacks an electron-deficient carbon atom. The reaction proceeds through several steps, starting with the formation of a transitional metal complex where Zn虏鈦 facilitates the departure of the OH鈦 group and the simultaneous approach of the Cl鈦 nucleophile. This multi-step process eventually leads to the ejection of the leaving group, bond formation between the nucleophile and substrate, and ultimately the production of 2-chloropropane with the assistance of the Zn虏鈦 ion.
Catalysis in Chemistry
Catalysis is a process where a substance, known as a catalyst, speeds up a chemical reaction without itself being consumed or altering the equilibrium between reactants and products. Catalysts work by providing an alternate pathway for the reaction to occur, one that has a lower activation energy compared to the uncatalyzed pathway.

The catalytic role of Zn虏鈦 in our example is a showcase of how catalysts function. By forming complexes with the reactants, Zn虏鈦 reduces the activation energy required for the reaction to progress. Moreover, the unique ability of catalysts to emerge unscathed from the chemical reaction means they can participate repeatedly in the reaction cycles, enhancing the overall reaction rate continuously. This characteristic makes them invaluable tools in both biological processes, like enzyme catalysis, and industrial applications where efficiency and speed are paramount.

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