Question 164 of 513
Which of the following classes of organic compounds undergoes rapid oxidation with bromine water?
- A. alcohols
- B. alkenes
- C. carboxylic acids
- D. esters
Correct Answer:
B
Explanation
The correct option is **B. alkenes**.
### Detailed Explanation
**Understanding the Reaction:**
Bromine water is a solution of bromine (Br₂) in water, which is often used as a test for unsaturation in organic compounds. When bromine water is added to an alkene, a rapid reaction occurs, resulting in the addition of bromine across the double bond of the alkene. This reaction is known as electrophilic addition.
**Why Alkenes React Rapidly:**
1. **Structure of Alkenes:** Alkenes contain a carbon-carbon double bond (C=C), which is a region of high electron density. This makes alkenes more reactive than many other organic compounds.
2. **Electrophilic Addition Mechanism:** When bromine water is added to an alkene, the double bond attacks the bromine molecule, leading to the formation of a cyclic bromonium ion intermediate. This intermediate is then attacked by a bromide ion (Br⁻) from the bromine water, resulting in a vicinal dibromide (a compound with two bromine atoms added to adjacent carbon atoms).
3. **Visualizing the Reaction:** Imagine the double bond as a "door" that opens up to allow bromine to come in and attach to the carbon atoms. This rapid reaction is what makes alkenes easily identifiable when tested with bromine water.
**Why Other Options Are Incorrect:**
- **A. Alcohols:**
- Alcohols (R-OH) do not undergo rapid oxidation with bromine water. Instead, they can react with bromine in the presence of an acid to form alkyl bromides, but this is not a direct oxidation reaction. The reaction is slower and requires specific conditions.
- **C. Carboxylic Acids:**
- Carboxylic acids (R-COOH) are already oxidized forms of alcohols and do not react with bromine water in a way that would indicate rapid oxidation. They can react with bromine under certain conditions, but this is not a typical reaction for identifying them.
- **D. Esters:**
- Esters (R-COOR') do not react with bromine water in a way that indicates rapid oxidation. They are relatively stable and do not have the double bond that facilitates the rapid addition reaction seen with alkenes.
### Summary of Key Points:
- **Alkenes react rapidly with bromine water** due to their carbon-carbon double bonds, which allow for electrophilic addition.
- **Alcohols, carboxylic acids, and esters do not undergo rapid oxidation** with bromine water, making them less reactive in this context.
- **Bromine water is a useful test for unsaturation**, as it changes color (from brown to colorless) when it reacts with alkenes.
### Revision Summary:
- Alkenes undergo rapid oxidation with bromine water due to their double bonds.
- The reaction involves electrophilic addition, forming vicinal dibromides.
- Alcohols, carboxylic acids, and esters do not react rapidly with bromine water.
- Bromine water is a key reagent for testing unsaturation in organic compounds.