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A solution of Benzylamine, Cyclohexanol ...

A solution of Benzylamine, Cyclohexanol and Picric acid in ethyl acetate was extracted initially with a saturated solution of `NaHCO_(3)` to give fraction A. The left over organic phase was extracted with chloroform with KOH give fraction B. The final organic layer was labelled as fraction C. Fractions A, B and C contain respectively :

A

Picric acid, Benzylamine, Cyclohexanol

B

Benzylamine, Picric acid, Cyclohexanol

C

Picric acid, Cyclohexanol, Benzylamine

D

Benzylamine, Cyclohexanol, Picric acid

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to analyze the extraction process step by step based on the chemical properties of the compounds involved. ### Step 1: Identify the compounds We have three compounds in the solution: 1. Benzylamine (C6H5CH2NH2) 2. Cyclohexanol (C6H11OH) 3. Picric acid (2,4,6-trinitrophenol) ### Step 2: Extraction with NaHCO3 The first extraction is done using a saturated solution of sodium bicarbonate (NaHCO3). This is a weak base and will react with acidic compounds. Among the three compounds, picric acid is the only acidic compound due to its three nitro groups, which make it a strong acid. - **Fraction A**: Since picric acid is acidic, it will react with NaHCO3 to form its sodium salt (sodium picrate), making it soluble in the aqueous phase. Therefore, **Fraction A contains picric acid**. ### Step 3: Remaining compounds after Fraction A After the extraction of picric acid, we are left with benzylamine and cyclohexanol in the organic phase (ethyl acetate). ### Step 4: Extraction with chloroform and KOH Next, the leftover organic phase is extracted with chloroform (CHCl3) in the presence of potassium hydroxide (KOH). KOH is a strong base and will deprotonate benzylamine, converting it into its soluble form (benzyl isocyanide). - **Fraction B**: Benzylamine will be converted into benzyl isocyanide, which is soluble in chloroform. Therefore, **Fraction B contains benzylamine**. ### Step 5: Remaining compound After extracting benzylamine, we are left with cyclohexanol, which is not affected by KOH and remains in the organic phase. - **Fraction C**: Since cyclohexanol is not soluble in the aqueous phase and does not react with KOH, **Fraction C contains cyclohexanol**. ### Final Summary - **Fraction A**: Picric acid - **Fraction B**: Benzylamine - **Fraction C**: Cyclohexanol ### Conclusion The correct answer is: - Fraction A: Picric acid - Fraction B: Benzylamine - Fraction C: Cyclohexanol
To solve the problem, we need to analyze the extraction process step by step based on the chemical properties of the compounds involved. ### Step 1: Identify the compounds We have three compounds in the solution: 1. Benzylamine (C6H5CH2NH2) 2. Cyclohexanol (C6H11OH) 3. Picric acid (2,4,6-trinitrophenol) ...
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