Author Question: In Part III of Laboratory Period 1, after treating the crude extract with activated carbon, the ... (Read 88 times)

vinney12 · **on:** Aug 23, 2018

In Part III of Laboratory Period 1, after treating the crude extract with activated carbon, the solution was somewhat lighter in color, but still quite dark. Knowing that trimyristin is in fact a white crystalline compound, why wasnt more activated carbon used in an attempt to remove most of the colored impurities?

Question 2

Propose two syntheses of tert-butyl ethyl ether. One of the synthetic schemes must use an SN2 reaction and the other an SN1 reaction.

Question 3

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 />"

Question 4

Write rational arrow-pushing mechanisms for the following reaction to show how each of the products is formed.

Question 5

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 />"

Question 6

Explain why 2-bromopropane reacts with sodium iodide in acetone over 104 times faster than bromocyclopropane. Hint: Examine the transition state for each of the reactions.

Question 7

The reaction of 1-bromopropane with sodium iodide to give 1-iodopropane is endothermic. Explain what strategy you would use to obtain a good yield of product from this reaction.

Dunkey · **Reply #1 on:** Aug 23, 2018

Answer to Question 1

Activated carbon has a large non-polar surface that attracts large molecules through induced dipole-induced dipole and dipole-induced dipole interactions. Because trimyristin is a large non-polar molecule, the amount of activated carbon used to decolorize the solution should be minimized

Answer to Question 2

Answer to Question 3

Answer to Question 4

Answer to Question 5

Answer to Question 6

The transition state for an SN2 reaction is best described as trigonal bipyramidal. The bond angles of the substituents in the trigonal plane are ideally 120. In the case of bromocyclopropane, the bond angle of the cyclopropane ring is required to be 60 making the transition state energy for this reaction very high relative to that of 2-bromopropane. A higher transition state energy means that the overall rate of the reaction is slower than a similar reaction with a lower transition state energy.

Answer to Question 7

Employing LeChatlier's principle to drive the endothermic reaction to the right, one either needs to use an excess of one of the starting materials or to remove one of the products as it is formed. If acetone is used as the solvent for this reaction, the sodium bromide that is formed precipitates from the reaction, effectively removing one of the products and driving the reaction to completion. This particular reaction is known as the Finkelstein reaction.