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CH(3)CH(2)COOH overset("Red P/HI")rarr i...

`CH_(3)CH_(2)COOH overset("Red P/HI")rarr` is `overset("alc. KOH")rarr "Product"`. Product

A

`CH_(2)=CHCOOH`

B

`CH_(2)CH_(2)OH`

C

`CH_(3)CH_(2)CN`

D

`CH_(2)CHClCOOH`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to follow the steps of the reactions involving propanoic acid (CH₃CH₂COOH) with red phosphorus and hydrogen iodide (Red P/HI), followed by treatment with alcoholic potassium hydroxide (alc. KOH). ### Step 1: Reaction with Red Phosphorus and Hydrogen Iodide - **Starting Material**: Propanoic acid (CH₃CH₂COOH) - **Reagent**: Red phosphorus and hydrogen iodide (Red P/HI) In this step, propanoic acid undergoes a reaction known as the Hell-Volhard-Zelinsky (HVZ) reaction. This reaction introduces an iodine atom at the alpha position (the carbon adjacent to the carboxylic acid group). **Reaction**: \[ \text{CH}_3\text{CH}_2\text{COOH} + \text{Red P/HI} \rightarrow \text{CH}_3\text{CH}(\text{I})\text{COOH} \] This results in the formation of alpha-iodopropanoic acid (CH₃CH(I)COOH). ### Step 2: Reaction with Alcoholic Potassium Hydroxide - **Intermediate Product**: Alpha-iodopropanoic acid (CH₃CH(I)COOH) - **Reagent**: Alcoholic potassium hydroxide (alc. KOH) In this step, the alcoholic KOH acts as a base and will deprotonate the alpha carbon, leading to the elimination of the iodine atom (leaving group) and forming a double bond between the alpha and beta carbons. **Reaction**: 1. Deprotonation occurs at the alpha carbon. 2. The bond shifts to form a double bond, and iodine is eliminated. **Final Product**: \[ \text{CH}_3\text{CH}=\text{CHCOOH} \] This product is known as acrylic acid (or prop-2-enoic acid). ### Conclusion The final product obtained after the two-step reaction is: \[ \text{CH}_2=\text{CHCOOH} \] ### Final Answer The product is **CH₂=CHCOOH** (acrylic acid). ---
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