Exam 6: An Overview of Organic Reactions

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Consider the following grayscale electrostatic potential map.The regions are labeled as to color. Consider the following grayscale electrostatic potential map.The regions are labeled as to color.   Which atom is the most electron poor? Which atom is the most electron poor?

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Consider a reaction with the following thermodynamic properties. ΔH° = 77.7 kJ ΔS° = -35.7 J/(K • mol) ΔG°= 88.4 kJ This reaction:

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Consider the following grayscale electrostatic potential map.The regions are labeled as to color. Consider the following grayscale electrostatic potential map.The regions are labeled as to color.   Which atom is the most likely to be attacked by a nucleophile? Which atom is the most likely to be attacked by a nucleophile?

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_____ A species that lies at an energy minimum between steps on a reaction.

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Consider the following energy diagram. Consider the following energy diagram.   Which step has the least endergonic ΔG<sup>±</sup>? Which step has the least endergonic ΔG±?

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A reaction that establishes equilibrium with almost no reactants present:

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A reaction has ΔH° = -14.7 kJ and ΔS° of 35.7 J/(K • mol),will

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Exhibit 6-9 Use the reaction energy diagram below to answer the following question(s). ​ Exhibit 6-9 Use the reaction energy diagram below to answer the following question(s). ​   -Refer to Exhibit 6-9.The reactants are found at point _____ on the diagram. -Refer to Exhibit 6-9.The reactants are found at point _____ on the diagram.

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​Write the mechanism of the reaction between water and ammonia.

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In a polar reaction mechanism,the atom that gives away electrons in a neutral nucleophile will end up as a(n):

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_____ ΔG° = −RT ln Keq

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Exhibit 6-7 Consider this reaction when answering the following question(s): ​ Exhibit 6-7 Consider this reaction when answering the following question(s): ​   -Refer to Exhibit 6-7.This reaction is an example of: -Refer to Exhibit 6-7.This reaction is an example of:

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Exhibit 6-10 Consider the reaction of 2-bromo-2-methylpropane with water,shown below,to answer the following question(s). ​ Exhibit 6-10 Consider the reaction of 2-bromo-2-methylpropane with water,shown below,to answer the following question(s). ​   ​ Diagram 1: The first step of this reaction is shown below. ​   Diagram 2: The second and third steps of the reaction are shown below. ​   -Refer to Exhibit 6-10.In Diagram 1,add curved arrows to indicate electron flow. ​ Diagram 1: The first step of this reaction is shown below. ​ Exhibit 6-10 Consider the reaction of 2-bromo-2-methylpropane with water,shown below,to answer the following question(s). ​   ​ Diagram 1: The first step of this reaction is shown below. ​   Diagram 2: The second and third steps of the reaction are shown below. ​   -Refer to Exhibit 6-10.In Diagram 1,add curved arrows to indicate electron flow. Diagram 2: The second and third steps of the reaction are shown below. ​ Exhibit 6-10 Consider the reaction of 2-bromo-2-methylpropane with water,shown below,to answer the following question(s). ​   ​ Diagram 1: The first step of this reaction is shown below. ​   Diagram 2: The second and third steps of the reaction are shown below. ​   -Refer to Exhibit 6-10.In Diagram 1,add curved arrows to indicate electron flow. -Refer to Exhibit 6-10.In Diagram 1,add curved arrows to indicate electron flow.

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Exhibit 6-10 Consider the reaction of 2-bromo-2-methylpropane with water,shown below,to answer the following question(s). ​ Exhibit 6-10 Consider the reaction of 2-bromo-2-methylpropane with water,shown below,to answer the following question(s). ​   ​ Diagram 1: The first step of this reaction is shown below. ​   Diagram 2: The second and third steps of the reaction are shown below. ​   -Refer to Exhibit 6-10.In Diagram 2,label the nucleophile,Nu,and the electrophile,E<sup>+</sup>,in the blanks provided under the structures. ​ Diagram 1: The first step of this reaction is shown below. ​ Exhibit 6-10 Consider the reaction of 2-bromo-2-methylpropane with water,shown below,to answer the following question(s). ​   ​ Diagram 1: The first step of this reaction is shown below. ​   Diagram 2: The second and third steps of the reaction are shown below. ​   -Refer to Exhibit 6-10.In Diagram 2,label the nucleophile,Nu,and the electrophile,E<sup>+</sup>,in the blanks provided under the structures. Diagram 2: The second and third steps of the reaction are shown below. ​ Exhibit 6-10 Consider the reaction of 2-bromo-2-methylpropane with water,shown below,to answer the following question(s). ​   ​ Diagram 1: The first step of this reaction is shown below. ​   Diagram 2: The second and third steps of the reaction are shown below. ​   -Refer to Exhibit 6-10.In Diagram 2,label the nucleophile,Nu,and the electrophile,E<sup>+</sup>,in the blanks provided under the structures. -Refer to Exhibit 6-10.In Diagram 2,label the nucleophile,Nu,and the electrophile,E+,in the blanks provided under the structures.

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What are the major differences between a reaction occurring in flask in the laboratory compared to a reaction occurring in a biological system?

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Exhibit 6-7 Consider this reaction when answering the following question(s): Exhibit 6-7 Consider this reaction when answering the following question(s):   -Refer to Exhibit 6-7.Draw a qualitative energy diagram for the reaction (assume that the first step is slower than the second step).Label fully. -Refer to Exhibit 6-7.Draw a qualitative energy diagram for the reaction (assume that the first step is slower than the second step).Label fully.

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The following represents the carbocation intermediate in the reaction of an alkene with HBr. The following represents the carbocation intermediate in the reaction of an alkene with HBr.   Draw the skeletal structure of the possible products and reactants. Draw the skeletal structure of the possible products and reactants.

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Exhibit 6-9 Use the reaction energy diagram below to answer the following question(s). ​ Exhibit 6-9 Use the reaction energy diagram below to answer the following question(s). ​   -Refer to Exhibit 6-9.The reaction depicted in this reaction energy diagram can best be described as: -Refer to Exhibit 6-9.The reaction depicted in this reaction energy diagram can best be described as:

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​Write the mechanism of the reaction of trans-2-butene with hydrogen bromide.

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Which of the following could act as a nucleophile?

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