Textbook Question
Which substitution reaction takes place more rapidly?
c.
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7. Substitution Reactions
SN2 Reaction
Back7. Substitution Reactions
SN2 Reaction
- Textbook Question
What nucleophiles would form the following compounds as a result of reacting with 1-iodobutane?
g.
728views - Textbook Question
What nucleophiles would form the following compounds as a result of reacting with 1-iodobutane?
h.
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Starting with an alkyl halide, how could the following compounds be prepared?
a. 2-methoxybutane
798views - Textbook Question
Starting with an alkyl halide, how could the following compounds be prepared?
b. 1-methoxybutane
679views1rank - Textbook Question
2-Acetoxycyclohexyl tosylate reacts with acetate ion to form 1,2-cyclohexanediol diacetate. The reaction is stereospecific—that is, the stereoisomers obtained as products depend on the stereoisomer used as a reactant. Recall that because 2-acetoxycyclohexyl tosylate has two asymmetric centers, it has four stereoisomers—two are cis and two are trans. Explain the following observations:
b. Both trans reactants form the same racemic mixture.
704views - Textbook Question
The rate of the reaction of methyl iodide with quinuclidine was measured in nitrobenzene, and then the rate of the reaction of methyl iodide with triethylamine was measured in the same solvent. The concentration of the reagents was the same in both experiments.
b. The same experiment was done using isopropyl iodide instead of methyl iodide. Which reaction had the larger rate constant?
868views - Textbook Question
The rate of the reaction of methyl iodide with quinuclidine was measured in nitrobenzene, and then the rate of the reaction of methyl iodide with triethylamine was measured in the same solvent. The concentration of the reagents was the same in both experiments.
c. Which alkyl halide has the larger kquinuclidine/ktriethylamine ratio?
1041views - Textbook Question
Starting with an alkyl halide, how could the following compounds be prepared?
c. butylmethylamine
709views - Textbook QuestionThe reaction of an amine with an alkyl halide gives an ammonium salt.R3N amine + R'—X alkyl halide —> R3(N+)—R' X- ammonium salt The rate of this SN2 reaction is sensitive to the polarity of the solvent. 1. Draw an energy diagram for this reaction in a nonpolar solvent and another in a polar solvent. 2. Consider the nature of the transition state, and explain why this reaction should be sensitive to the polarity of the solvent. 3. Predict whether it will be faster or slower in a more polar solvent.2251views
- Textbook QuestionThe reaction of an amine with an alkyl halide gives an ammonium salt.R3N amine + R'—X alkyl halide —> R3(N+)—R' X- ammonium salt The rate of this SN2 reaction is sensitive to the polarity of the solvent. 1. Draw an energy diagram for this reaction in a nonpolar solvent and another in a polar solvent. 2. Consider the nature of the transition state, and explain why this reaction should be sensitive to the polarity of the solvent. 3. Predict whether it will be faster or slower in a more polar solvent.391views
- Textbook Question
Under certain conditions, the reaction of 0.5 M 1-bromobutane with 1.0 M sodium methoxide forms 1-methoxybutane at a rate of 0.05 mol/L per second.
c. Show another SN2 reaction using a different combination of an alkoxide and an alkyl bromide that also produces 1-methoxybutane.
1108views - Textbook Question
Show how you might use SN2 reactions to convert 1-chlorobutane into the following compounds.
c. 1-iodobutane
d. CH3—(CH2)3—CN
1497views - Textbook Question
Show how you might use SN2 reactions to convert 1-chlorobutane into the following compounds.
e. CH3—(CH2)3—C≡CH
f. CH3CH2—O—(CH2)3—CH3
g. CH3—(CH2)3—NH2
1262views - Textbook Question
Show how each compound might be synthesized by the SN2 displacement of an alkyl halide.
e. H2C=CH—CH2CN
f. H—C≡C—CH2CH2CH3
1841views