Which of the following compounds does liberate `CO_2` from `NaHCO_3`?

Options

A. `CH_3OH`
B. `CH_3NH_2`
C. `(CH_3)_4N^(+)OH^(-)`
D. `CH_3NH_3^(+)Cl^-`

Explanation

To determine which of the given compounds liberates CO₂ from NaHCO₃, we need to identify an acid that is stronger than carbonic acid (H₂CO₃). Here’s a step-by-step solution:

### Step 1: Understand the Reaction
NaHCO₃ (sodium bicarbonate) reacts with acids to release CO₂ gas. The general reaction can be represented as:
\[ \text{Acid} + \text{NaHCO}_3 \rightarrow \text{Salt} + \text{H}_2\text{O} + \text{CO}_2 \uparrow \]

### Step 2: Identify the Strength of Acids
We need to find an acid that is stronger than H₂CO₃. The strength of an acid can be determined by its pKa value. H₂CO₃ has a pKa of about 6.35. Therefore, we need to look for acids with a pKa less than 6.35.

### Step 3: Analyze the Given Compounds
1. **Aliphatic Alcohol (e.g., CH₃OH)**: Alcohols are weak acids with a pKa around 16, which is much higher than that of H₂CO₃. Therefore, they will not liberate CO₂ from NaHCO₃.

2. **Amine (e.g., CH₃NH₂)**: Amines are generally basic and do not act as acids. They have no acidic protons to donate, so they will not react with NaHCO₃ to liberate CO₂.

3. **Salt of Methyl Amine (e.g., CH₃NH₃Cl)**: This compound is formed from a weak base (methyl amine) and a strong acid (HCl). The resulting salt (CH₃NH₃Cl) is acidic due to the presence of the conjugate acid (CH₃NH₃⁺). This acidic nature allows it to react with NaHCO₃ and liberate CO₂.

### Step 4: Conclusion
Among the given compounds, the only one that can liberate CO₂ from NaHCO₃ is the salt of methyl amine (CH₃NH₃Cl) because it is acidic and can react with the bicarbonate.

### Final Answer
The compound that liberates CO₂ from NaHCO₃ is **CH₃NH₃Cl**.

---