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Organic Chemistry

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Separation, Purification and Structural Analysis of Organic Compounds

Question
3 out of 8
 

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


Based on Experiment 3, choose the true statement from the following choices.

A Compound A had the fastest reaction rate among the compounds tested
B Compound B had the slowest reaction rate among the compounds tested
C Compound C did not undergo the reaction
D Compound A did not undergo the reaction
Ans. D According to the passage, the reactions in Experiment 3 are based on unimolecular substitution mechanism. Based on this information, we can say that compound B has the fastest reaction rate. The second fastest is Compound C. These observations rule out Choices A, B, and C. Compound A is a primary alcohol and is not likely to undergo SN1 reaction.

Separation, Purification and Structural Analysis of Organic Compounds Flashcard List

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