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Which of the following cannot give preci...

Which of the following cannot give precipitate with cuprous ammonium chloride?

A

`CH_(3)-C-=C-CH_(3)`

B

`CH_(3)-C-=CH`

C

`HC-=CH`

D

`CH_(3)-CH_(2)-C-=CH`

Text Solution

AI Generated Solution

The correct Answer is:
To determine which of the given compounds cannot give a precipitate with cuprous ammonium chloride (Cu(NH4)Cl), we need to analyze the structures of each compound and their ability to react with cuprous ammonium chloride. ### Step-by-Step Solution: 1. **Understanding Cuprous Ammonium Chloride**: - Cuprous ammonium chloride is a reagent that can react with terminal alkynes (compounds with a triple bond at the end of the carbon chain) to form a precipitate. The reaction involves the formation of a copper complex. 2. **Analyzing Each Compound**: - **Option 1: CH3C≡CCH3 (2-butyne)** - This compound is a symmetrical alkyne with no terminal hydrogen. Since there is no terminal hydrogen (the hydrogen is not attached to a carbon that is part of a triple bond), it cannot react with cuprous ammonium chloride to form a precipitate. - **Option 2: CH3C≡CH (1-butyne)** - This compound has a terminal alkyne (the triple bond is at the end). The hydrogen attached to the carbon of the triple bond is acidic and can be removed, allowing the formation of a copper complex. Therefore, it will give a precipitate with cuprous ammonium chloride. - **Option 3: HC≡CH (ethyne)** - Ethyne is also a terminal alkyne. Similar to 1-butyne, it has acidic hydrogens that can be removed, allowing it to react with cuprous ammonium chloride and form a precipitate. - **Option 4: CH3CH2C≡CH (1-pentyne)** - This compound also has a terminal alkyne. The hydrogen attached to the carbon of the triple bond is acidic and can react with cuprous ammonium chloride, leading to the formation of a precipitate. 3. **Conclusion**: - The only compound that cannot give a precipitate with cuprous ammonium chloride is **Option 1: CH3C≡CCH3 (2-butyne)** because it lacks a terminal hydrogen that can participate in the reaction. ### Final Answer: **Option 1: CH3C≡CCH3 (2-butyne)** cannot give a precipitate with cuprous ammonium chloride.
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