CHEM263 Lecture Notes - Lecture 7: Ethyl Acetate, Sodium Bicarbonate, Sodium Sulfate

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champagneserval324

29 Dec 2018

School

University of Alberta

Department

Chemistry

Course

CHEM263

Professor

Christine Brzezowski

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Document Summary

Experiment 7: what is the purpose of sodium sulfate in this reaction? (1 mark, why does benzylamine only react at one of the carbonyl centres of ethyl pyruvate? (2. Marks: draw the structure of the reaction intermediate (the product obtained prior to the reduction step) (2 marks) Post lab: in this procedure, 7ml of saturated sodium bicarbonate is added to quench the reaction. Assume that not all the solvent had been removed and a trace amount of ethyl acetate still remained in your product.

Related Questions

1. In an experiment where Glacial Acetic Acid (the Carboxylic Acid) and 1-Butanol (the Alcohol) react with concentrated (18M) Sulfuric Acid (H2SO4), then adding water to pass through this mixture and draining the bottom aqueous layer, then doing the same with saturated sodium bicarbonate (NaHCO3) (draining bottom layer), and finally with saturated sodium chloride (NaCl) (draining bottom layer), some Anhydrous Sodium Sulfate (Na2SO4) is added to remove the water from the product. The final product should be Butyl Acetate.

The overall reaction:

Glacial Acetic Acid + 1-Butanol --> Butyl Acetate

Chemical Formula of overal reaction:

CH₃COOH + C₄OH₁₀ --> C₆H₁₂O₂

a.)

Provide a full mechanism for a possible S_N2 side-reaction that may occur under the experimental conditions; include all charges and intermediates. To achieve full marks, use arrows to clearly show bonds forming or breaking between atoms. Vaguely directed arrows will not receive marks. (2.5 Marks)

b.)

Would you expect the side product to be in the purified (i.e. distilled) product? Justify your answer.

(2 Marks)

Please read carefully and thank you so much in advance.

In an experiment where Glacial Acetic Acid (the Carboxylic Acid) and 1-Butanol (the Alcohol) react with concentrated (18M) Sulfuric Acid (H2SO4), then adding water to pass through this mixture and draining the bottom aqueous layer, then doing the same with saturated sodium bicarbonate (NaHCO3) (draining bottom layer), and finally with saturated sodium chloride (NaCl) (draining bottom layer), some Anhydrous Sodium Sulfate (Na2SO4) is added to remove the water from the product. The final product should be Butyl Acetate.

The overall reaction should look like this:

Glacial Acetic Acid + 1-Butanol --> Butyl Acetate

or like this

Chemical Formula of overal reaction:

CH3COOH + C4OH10 --> C6H12O2

1. Butyl acetate was purified by distillation. Please answer the following questions regarding distillation:

b.) If residual water was present in crude butyl acetate before it was distilled, would the distillation still effectively purify butyl acetate? Explain. Note that, upon distillation, a residual (i.e. trace) amount of water will not affect a noticeable response from a thermometer. (1 Mark)

Explain step-by-step procedures for conducting this experiment using organic chemistry lab techniques. Please help me find out how I should conduct this experiment if I got such scenario in the lab. I need a step by step procudere and also need clarification on the extraction part where which layer would be what (bottom layer vs top layer). I have issues with understanding the layers and finding out which one is which.

Scenario: An organic chemistry student was attempting to synthesize 2-methoxynaphthalene from 2- napthol via an SN2 reaction with methyl iodide and the reaction did not go to completion and the student ended up with mainly the starting material and some product. Recover the 2-napthol so you can reuse it again. Provide data to show that your 2-napthol is purified and recovered.

Materials Available in the Lab: Solvents: acetone, ethanol, methanol, ethyl acetate, hexanes, dichloromethane. Aqueous Solutions: 1 M NaOH, 1 M HCl, 3 M NaOH, 3 M HCl, 1 M NaHCO3, saturated NaCl. Drying Agent: sodium sulfate Special Glassware: TLC chambers and plates, separatory funnels

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CHEM263 Lecture Notes - Lecture 7: Ethyl Acetate, Sodium Bicarbonate, Sodium Sulfate

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