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Glycerol on being heated with an excess ...

Glycerol on being heated with an excess of `HI` produces

A

allyl iodide

B

propene

C

glycerol triiodide

D

2-iodopropane

Text Solution

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The correct Answer is:
To solve the question regarding the reaction of glycerol with excess HI, we will follow these steps: ### Step 1: Identify the structure of glycerol Glycerol, also known as glycerin, has the chemical formula C3H8O3. Its structure can be represented as: \[ \text{CH}_2\text{OH} - \text{CH}(\text{OH}) - \text{CH}_2\text{OH} \] ### Step 2: Reaction with HI When glycerol is heated with an excess of hydroiodic acid (HI), it undergoes a substitution reaction where the hydroxyl (–OH) groups are replaced by iodine (I). Since there are three hydroxyl groups in glycerol, we will need three moles of HI to fully convert glycerol into its iodinated form. ### Step 3: Formation of triiodopropane The reaction can be represented as: \[ \text{C}_3\text{H}_8\text{O}_3 + 3 \text{HI} \rightarrow \text{C}_3\text{H}_5\text{I}_3 + 3 \text{H}_2\text{O} \] This results in the formation of 1,2,3-triiodopropane (C3H5I3). ### Step 4: Decomposition of triiodopropane 1,2,3-Triiodopropane is unstable and can further decompose. One of the iodine atoms can be eliminated, leading to the formation of allyl iodide (C3H5I): \[ \text{C}_3\text{H}_5\text{I}_3 \rightarrow \text{C}_3\text{H}_5\text{I} + \text{I}_2 \] ### Step 5: Further reaction with HI The allyl iodide can react again with excess HI, leading to the formation of 2-iodopropane (C3H7I): \[ \text{C}_3\text{H}_5\text{I} + \text{HI} \rightarrow \text{C}_3\text{H}_7\text{I} \] ### Step 6: Final product The final product after all reactions with excess HI is 2-iodopropane (C3H7I). ### Conclusion Thus, the product formed when glycerol is heated with an excess of HI is **2-iodopropane**. ---
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Knowledge Check

  • Methyl acetate on treating with excess of C_2H_5MgBr produces :

    A
    B
    C
    D
  • Diethyl ether on heating with excess of HI yields

    A
    `C_(2)H_(5)OH`
    B
    `C_(2)H_(5)I`
    C
    `C_(2)H_(4)`
    D
    `C_(2)H_(6)`
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