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Organic Chemistry

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Separation, Purification and Structural Analysis of Organic Compounds

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A set of qualitative experiments were conducted in an organic chemistry lab.

Experiment 1

Chemist 1 treated cyclohexene with 1% aq. KMnO4. One of the products was a cis-glycol.

Experiment 2

Chemist 2 conducted qualitative tests for some carbonyl compounds. Aldehydes and ketones gave a positive test for the reagent 2, 4-dinitro- phenyl hydrazine. The compound tested for the confirmation was propanone. The product formed as a result of this test involving propanone is shown below.

image\Ch 32 Experiment 2.png

Experiment 3

In Experiment 3, three compounds were tested. These three compounds were treated with concentrated hydrochloric acid in the presence of zinc chloride (ZnCl2). Compound A was ethyl alcohol, Compound B was tert-butyl alcohol, and Compound C was 2-propanol. The reactions were based on unimolecular substitution mechanism.

Experiment 4

In Experiment 4, the chemists synthesized the following compound.

image\Ch 32 Expirement 4.png

Which of the following is true regarding Compounds A, B and C?

A They all have carboxyl groups
B They all have double bonds
C They all have IR peaks close to 3400 cm-1
D They all have the same reaction rate in terms of substitution reactions
Ans. C The compounds A, B and C are alcohols. They do not have carboxyl groups. They have different reaction rates in terms of substitution reactions. Since they are alcohols, they all will exhibit broad IR peaks around 3400 cm–1.

Separation, Purification and Structural Analysis of Organic Compounds Flashcard List

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