Home
Class 12
CHEMISTRY
In the Cannizzaro reaction given below ...

In the Cannizzaro reaction given below
`2C_(6)H_(5)CHO overset(OH^(-))rarr C_(6)H_(5)CH_(2)OH+C_(6)H_(5)COO^(-)`
the slowest step is

A

attack of `OH^(-)` at the carbonyl group.

B

transfer of hydride ion to the carbonyl group.

C

abstraction of proton from the carboxylic acid.

D

feprotonation of `C_(6)H_(5)CH_(2)OH`.

Text Solution

AI Generated Solution

The correct Answer is:
To determine the slowest step in the Cannizzaro reaction, we need to analyze the reaction mechanism involved. The Cannizzaro reaction involves the disproportionation of non-enolizable aldehydes in the presence of a strong base, leading to the formation of an alcohol and a carboxylic acid salt. ### Step-by-Step Solution: 1. **Identify the Reactants and Products**: The reaction given is: \[ 2C_{6}H_{5}CHO \overset{OH^{-}}{\rightarrow} C_{6}H_{5}CH_{2}OH + C_{6}H_{5}COO^{-} \] Here, benzaldehyde (C₆H₅CHO) is the reactant, and the products are benzyl alcohol (C₆H₅CH₂OH) and the benzoate ion (C₆H₅COO⁻). 2. **Mechanism Overview**: The Cannizzaro reaction proceeds via nucleophilic attack by hydroxide ion (OH⁻) on the carbonyl carbon of the aldehyde. This leads to the formation of a tetrahedral intermediate. 3. **Formation of Tetrahedral Intermediate**: The hydroxide ion attacks the carbonyl carbon, resulting in a tetrahedral intermediate where the carbonyl oxygen becomes negatively charged (alkoxide ion). 4. **Hydride Transfer**: The next step involves the transfer of a hydride ion (H⁻) from the tetrahedral intermediate to another molecule of the aldehyde. This step is crucial as it leads to the formation of the alcohol and the carboxylate ion. 5. **Identify the Rate-Determining Step**: In the Cannizzaro reaction, the hydride transfer is the slowest step. This is because it involves breaking a bond and forming a new one, which typically has a higher activation energy compared to other steps in the reaction mechanism. 6. **Conclusion**: Therefore, the slowest step in the Cannizzaro reaction is the hydride transfer from the tetrahedral intermediate to the other aldehyde molecule. ### Final Answer: The slowest step in the Cannizzaro reaction is the hydride transfer from the tetrahedral intermediate to the aldehyde. ---

To determine the slowest step in the Cannizzaro reaction, we need to analyze the reaction mechanism involved. The Cannizzaro reaction involves the disproportionation of non-enolizable aldehydes in the presence of a strong base, leading to the formation of an alcohol and a carboxylic acid salt. ### Step-by-Step Solution: 1. **Identify the Reactants and Products**: The reaction given is: \[ 2C_{6}H_{5}CHO \overset{OH^{-}}{\rightarrow} C_{6}H_{5}CH_{2}OH + C_{6}H_{5}COO^{-} ...
Promotional Banner

Topper's Solved these Questions

  • ALDEHYDES, KETONES AND CARBOXYLIC ACIDS

    DISHA PUBLICATION|Exercise Exercise - 1 : Concept Builder (Topicwise) (TOPIC 2 : Properties of Carbonyl Compounds)|36 Videos
  • ALDEHYDES, KETONES AND CARBOXYLIC ACIDS

    DISHA PUBLICATION|Exercise Exercise - 1 : Concept Builder (Topicwise) (TOPIC 3 : Preparation and Properties of Carboxylic Acids)|21 Videos
  • ALDEHYDES, KETONES AND CARBOXYLIC ACIDS

    DISHA PUBLICATION|Exercise Exercise - 2 : Concept Applicator|27 Videos
  • ALCOHOLS, PHENOLS AND ETHERS

    DISHA PUBLICATION|Exercise Exercise - 2 : Concept Applicator)|28 Videos
  • AMINES

    DISHA PUBLICATION|Exercise Exercise - 2 : Concept Applicator|30 Videos

Similar Questions

Explore conceptually related problems

C_6H_5CH_2OH is

C_(6)H_(5)-CH=CHCHO overset((X))rarr C_(6)H_(5)=CHCH_(2)OH In the above sequence (X) can be:

The reaction sequence C_(6)H_(5)-CH=CH-Choverset([X])rarr C_(6)H_(5)-CH_(2)-CH_(2)-CH_(2)OH [X] will be

In the Cannizzaro reaction given below: 2Ph-CHO overset(overset(Θ)OH)rarrPh-CH_(2)OH+PhCO_(2)^(-) the slowest step is:

Reactant (C_(3)H_(6)O) overset(H_(3)O^(+))rarr CH_(3)CHO + CH_(3)OH