1. You extracted compound 1 from the solution containing the 3 compund mixture b

Question

1. You extracted compound 1 from the solution containing the 3 compund mixture by first adding 3M HCl into the methylene chloride solution, followed by 6M NaOH. Please explain clearly the the purpose of HCl and NaOH. What would happen if you add 6M NaOh first followed by 3M HCl.

2. You extracted compund 3 by using 3M NaOH followed by 6M HCl. Explain exactly why you do this. What would happen if you reverse the order? (ex. 6M HCl first followed by 3M NaOH)

3. Would you be able to make compound 3 soluble in water by adding HCl or NaOH to it? Expalin

4. Can ethanol be used instead of methylene chloride to perfor this extraction? Explain.

compound 1: ethyl 4-aminobenzoate

compound 2: benzoic acid

compound 3: naphthalene

Explanation / Answer

1. ethyl 4-aminobenzoate has amino group so it can disslove in HCl and forms salt and remaing two compounds are in dichloromethane. After seperation of two layers we should have to add NaOH solution to the salt then we get our compound 1 because it is a regenrating agent for salts of HCl.

2. benzoic acid has carboxylic acid group so it can disslove in NaOH and forms salt and remaing two compounds are in dichloromethane. After seperation of two layers we should have to add HCl solution to the salt then we get our compound 2 because it is a regenrating agent for salts of NaOH.

3. No, beacuse naphthalene is a nonpolar comound.

4. No, because ethanol involves in hydrogen bond so it react more with hydrogen bond acceptor compounds (ethyl 4-aminobenzoate and benzoic acid) so we can not get homogenous mixture in this case. Hence, we can not seperate mixture easily.

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