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Alcohol (ROH) does not react with NaBr t...

Alcohol (ROH) does not react with NaBr to form alkyl bromide because

A

NaBr is in soluble in alcohol

B

`Br^(-)` is strong base than `OH^(-)`

C

NaBr is an ionic compound

D

`OH^(-)` is a strong base than `Br^(-)`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question of why alcohol (ROH) does not react with NaBr to form alkyl bromide, we can break down the reasoning step by step. ### Step 1: Understanding the Reactants - **Alcohol (ROH)**: This is a covalent compound where R represents an alkyl group and OH is the hydroxyl group. - **Sodium Bromide (NaBr)**: This is an ionic compound composed of Na⁺ and Br⁻ ions. **Hint**: Identify the nature of the compounds involved (ionic vs. covalent) to understand their reactivity. ### Step 2: Analyzing the Reaction When alcohol reacts with NaBr, we expect Br⁻ to act as a nucleophile and replace the OH group in alcohol to form an alkyl bromide (RBr). **Hint**: Consider the role of nucleophiles in substitution reactions. ### Step 3: Nucleophile Strength - **Br⁻ as a Nucleophile**: While Br⁻ is a nucleophile, it is not as strong as the hydroxide ion (OH⁻). - **OH⁻ as a Nucleophile**: The hydroxide ion is a stronger nucleophile compared to Br⁻. **Hint**: Compare the nucleophilicity of Br⁻ and OH⁻ to understand why substitution does not occur. ### Step 4: Solubility of NaBr in Alcohol NaBr is an ionic compound and is generally insoluble in organic solvents like alcohol. This means that NaBr does not dissociate into Na⁺ and Br⁻ ions in the alcohol medium. **Hint**: Recall that ionic compounds typically dissolve in polar solvents, while alcohols are less polar. ### Step 5: Conclusion Due to the following reasons: 1. Br⁻ is a weaker nucleophile compared to OH⁻, making it unable to replace the hydroxyl group. 2. NaBr is insoluble in alcohol, preventing the necessary ions from being available for the reaction. Therefore, alcohol (ROH) does not react with NaBr to form alkyl bromide. **Final Answer**: Alcohol (ROH) does not react with NaBr to form alkyl bromide because: - Br⁻ is a weaker nucleophile compared to OH⁻. - NaBr is insoluble in alcohol.
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Knowledge Check

  • In the given pair of alcohols, in which pair second alcohol is more reactive than first towards hydrogen bromide?

    A
    B
    C
    `CH_(3) - underset(OH)underset(|)CH-CH_2-CH_3 " and " CH_3-CH_2 underset(CH_3)underset(|)CH-CH_2-OH`
    D
    `CH_(3)-underset(OH)underset(|)CH-CH_2-CH_3 and (CH_3)_2 underset(OH)underset(|)C-CH_2-CH_3`

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