Home
Class 12
CHEMISTRY
CH(3)-overset(O)overset(||)(C)-O-H overs...

`CH_(3)-overset(O)overset(||)(C)-O-H overset(NaH overset(14)(CO_(3)))rarr underset("(gas)")((A)) underset((ii) H_(3)O^(o+))overset((i) PhMgBr)rarr (B)`
`CH_(3)-underset(O)underset(||)overset(O)overset(||)(S)-O-H overset(NaHoverset(14)(CO_(3)))rarr underset("gas")((C )) underset((ii) H_(3)O^(o+))overset((i) PhMgBr)rarr (D)`
Product (B) and (D) in the above reaction are :

A

`Ph-overset(O)overset(||)(C)-O-H, Ph-underset(O)underset(||)overset(O)overset(||)(S)-O-H`

B

`Ph-underset(14)overset(O)overset(||)(C)-O-H, Ph-overset(O)overset(||)(S)-O-H`

C

`Ph-underset(14)overset(O)overset(||)(C)-O-H, Ph-underset(14)overset(O)overset(||)(C)-O-H`

D

`Ph-overset(O)overset(||)(C)-OH, Ph-overset(O)overset(||)(S)-O-H`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question, we need to analyze the reactions step by step. The reactions involve acetic acid and a sulfonic acid derivative, both of which react with sodium hydrogen carbonate (NaHCO₃) to produce carbon dioxide gas, which is then treated with phenyl magnesium bromide (PhMgBr) followed by hydrolysis. ### Step-by-Step Solution: 1. **Identify the Reactants:** - The first reactant is acetic acid (CH₃C(=O)OH). - The second reactant is a sulfonic acid derivative (CH₃S(=O)(=O)OH). 2. **Reaction with Sodium Hydrogen Carbonate (NaHCO₃):** - Acetic acid reacts with NaHCO₃. The acidic proton from acetic acid is captured by NaHCO₃, resulting in the formation of sodium acetate (CH₃C(=O)O⁻Na⁺) and carbonic acid (H₂CO₃). - H₂CO₃ decomposes into water (H₂O) and carbon dioxide (CO₂). Since the carbon in CO₂ is of the C-14 isotope, we denote it as C-14O₂. - This produces a gas (A) which is C-14O₂. 3. **Formation of Product B:** - The gas C-14O₂ then reacts with phenyl magnesium bromide (PhMgBr). - In this reaction, the carbon atom in C-14O₂ (which has a partial positive charge) is attacked by the nucleophilic carbon from PhMgBr. This results in the formation of a magnesium alkoxide intermediate (PhC(=O)O⁻MgBr). - Upon hydrolysis with H₃O⁺, this intermediate converts to a carboxylic acid, specifically PhC(=O)OH, which contains the C-14 isotope. This is product (B). 4. **Repeat for the Sulfonic Acid Derivative:** - The sulfonic acid derivative (CH₃S(=O)(=O)OH) also reacts with NaHCO₃ in a similar manner. - The acidic proton is captured, leading to the formation of a sulfonate salt (CH₃S(=O)(=O)O⁻Na⁺) and carbonic acid (H₂CO₃), which decomposes to produce C-14O₂ gas (C gas, denoted as C). 5. **Formation of Product D:** - The C-14O₂ gas reacts with PhMgBr, similar to the previous reaction, forming the same magnesium alkoxide intermediate. - Hydrolysis with H₃O⁺ yields the same product, PhC(=O)OH, which also contains the C-14 isotope. This is product (D). 6. **Conclusion:** - Both products B and D are the same: PhC(=O)OH with the C-14 isotope. ### Final Products: - Product (B): PhC(=O)C₁₄OH - Product (D): PhC(=O)C₁₄OH

To solve the question, we need to analyze the reactions step by step. The reactions involve acetic acid and a sulfonic acid derivative, both of which react with sodium hydrogen carbonate (NaHCO₃) to produce carbon dioxide gas, which is then treated with phenyl magnesium bromide (PhMgBr) followed by hydrolysis. ### Step-by-Step Solution: 1. **Identify the Reactants:** - The first reactant is acetic acid (CH₃C(=O)OH). - The second reactant is a sulfonic acid derivative (CH₃S(=O)(=O)OH). ...
Promotional Banner

Similar Questions

Explore conceptually related problems

overset((i)CH_(3)CHO)underset((ii)H_(3)O^(+))rarr (A) overset(HBr)rarr (B) The compounds (A) and (B)

In the reaction sequence CH_(3)-overset(O)overset(||)(C)-H-underset(.^(Θ)OH)overset(HCN)rarr(A) underset(Delta)overset(H_(2)O //overset(o+)(H))rarr Product is/are :

CH_(3)-overset(O)overset(||)(C)-CH_(2)- overset(CH_(3))overset(|)underset(CH_(3))underset(|)(C)-CHO overset(KOH,H_(2)O)underset(Delta)to product (C_(7)H_(10)O) :