The Separation of Three Organic Compounds by Acid, Base Reactions and Liquid, Liquid Extraction. Okay, so we...

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Chemistry

The Separation of Three Organic Compounds by Acid, BaseReactions and Liquid, Liquid Extraction.

Okay, so we had solid benzoic acid, ethyl 4- aminobenzoate, and9-fluorenone all dissolved in diethyl ether. We separated the basiccomponent by adding 3M HCl, we separated the acidic component byadding 3M NaOH. I don't understand what happens here. To isolatethe acidic solution, we added 6 M NaOH and used the vacuum torecover the solid. To isolate the basic solution we added 6M HCl. Idid an experiment where a 1:1:1 mixture of Benzoic Acid solid(C6H5COOH), ethyl 4-aminobenzoate solid (C9H11NO2), and9-fluorenone solid (C13H8O) was dissolved with methylene chloride.Then each component was extracted and tested. I need to come upwith a proton transfer chemical reaction that represents whathappened in each separation. First separation: HCl was added andtwo layers formed. aqueous layer was extracted and transfer to aclean container and methylene chlotide layer was left aside. NaOHwas added dropwise to aqueouse layer extraction and vacuumfiltration was used to extract/separate the basic component ethyl4-aminobenzoate solid (C9H11NO2).

Results &Data:

1)Benzoic acid (Acid)

Benzoic acid

0.051g

Tare dish

0.419 g

Dish with Solid (Benzoic acid)

0.443 g

Dry mass obtained (Final product after vacumming)

0.441 g

Melting point

97.0 °C – 97.2 °C

Table 1: Collected data from Benzoic acid

2) Benzoate (Base)

Benzoate

0.050 g

Tare dish

0.406 g

Dish with Solid (Benzoate)

0.413 g

Dry mass obtained (Final product after vacumming)

0.408 g

Melting point

78.0 °C – 79.4 °C

Table 2: Collected data from Benzoate.

3) 9-Fluorenone (Neutral)

9-Fluorenone

0.050 g

Tare tube

11.360 g

Dry mass obtained (Final product after drying)

11.470 g

Melting point

89.4 °C – 89.5 °C

Table 3: Collected data from 9-Fluorenone.

I need to find the theoretical and percent yield of eachproduct, how many mg of each product is present. And also create 4chemical reactions. Need help, Please help thankyou

Answer & Explanation Solved by verified expert
3.8 Ratings (684 Votes)
Solution of mixture of benzoic acid 4aminobenzoate and9fluorenone in dichloromethane or diethyl ether when treated with3M HCl basic component ie 4aminobenzoate dissolves in aqueousHCl layer The other two components remain in DCM or diethyl etherlayer The reaction of 4aminobenzoate with HCl can be shown asgiven belowThe aqueous layer when treated with 3M NaOH 4aminobenzoateregenerate which can be filtered off    See Answer
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