Exam 11: Reactions of Alkyl Halides: Nucleophilic Substitutions and Eliminations

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Exhibit 11-7 To answer the following question(s) consider the data below: Reaction of bromomethane with sodium hydroxide in water forms methanol.If sodium iodide is added to the reaction mixture,the rate of methanol formation is dramatically increased (i.e.sodium iodide is a catalyst). -Refer to Exhibit 11-7.Explain why adding NaI increases the reaction rate.

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Exhibit 11-4 Consider the pair of reactions below to answer the following question(s). -Refer to Exhibit 11-4.The mechanism for these reactions is:

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Exhibit 11-6 Consider the reaction below to answer the following question(s). Exhibit 11-6 Consider the reaction below to answer the following question(s).   -Refer to Exhibit 11-6.Compound C is the: -Refer to Exhibit 11-6.Compound C is the:

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​Draw the mechanism of the SN1 reaction of 2-chloro-2-methyl-butane with H2O.

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Exhibit 11-7 To answer the following question(s) consider the data below: Reaction of bromomethane with sodium hydroxide in water forms methanol.If sodium iodide is added to the reaction mixture,the rate of methanol formation is dramatically increased (i.e.sodium iodide is a catalyst). -Refer to Exhibit 11-7.The mechanism involved in the reaction of CH3Br and NaOH is:

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Exhibit 11-4 Consider the pair of reactions below to answer the following question(s). -Refer to Exhibit 11-4.The solvent in these reactions is:

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For the substitution reaction: For the substitution reaction:   Draw the structure present at the point indicated by the asterisk (*) on the following energy diagram.Identify the reactant as R or S or neither.  Draw the structure present at the point indicated by the asterisk (*) on the following energy diagram.Identify the reactant as R or S or neither. For the substitution reaction:   Draw the structure present at the point indicated by the asterisk (*) on the following energy diagram.Identify the reactant as R or S or neither.

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Exhibit 11-7 To answer the following question(s) consider the data below: Reaction of bromomethane with sodium hydroxide in water forms methanol.If sodium iodide is added to the reaction mixture,the rate of methanol formation is dramatically increased (i.e.sodium iodide is a catalyst). -Refer to Exhibit 11-7.Draw a reaction energy diagram showing the two different reaction pathways (i.e.catalyzed and uncatalyzed).Indicate structures for all energy minima in the diagram.

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Exhibit 11-6 Consider the reaction below to answer the following question(s). Exhibit 11-6 Consider the reaction below to answer the following question(s).   -Refer to Exhibit 11-6.Write the complete reaction mechanism for the formation of Compound C in this reaction. -Refer to Exhibit 11-6.Write the complete reaction mechanism for the formation of Compound C in this reaction.

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Exhibit 11-4 Consider the pair of reactions below to answer the following question(s). -Refer to Exhibit 11-4.The nucleophile in these reactions is:

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Exhibit 11-4 Consider the pair of reactions below to answer the following question(s). -Refer to Exhibit 11-4.Which reaction is faster?

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Consider the two energy diagrams given below. A B Consider the two energy diagrams given below. A B     Which of the following is correct with respect to these diagrams? Consider the two energy diagrams given below. A B     Which of the following is correct with respect to these diagrams? Which of the following is correct with respect to these diagrams?

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Exhibit 11-8 Consider the reaction below to answer the following question(s): Exhibit 11-8 Consider the reaction below to answer the following question(s):   -Refer to Exhibit 11-8.Write the product that results from the electron flow in the reaction,clearly indicating any stereochemistry. -Refer to Exhibit 11-8.Write the product that results from the electron flow in the reaction,clearly indicating any stereochemistry.

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​Draw the mechanism of the SN2 reaction involving (R)-2-chloro-butane,to produce (S)-2-butanol.

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