Textbook Question
Starting with an alkyl halide, how could the following compounds be prepared?
c. butylmethylamine
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7. Substitution Reactions
SN2 Reaction
Back7. Substitution Reactions
SN2 Reaction
- 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.2081views
- 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.319views
- 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.
1001views - 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
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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
1151views - 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
1674views - Textbook Question
Give two syntheses for (CH3)2CH—O—CH2CH3, and explain which synthesis is better.
1348views - Textbook Question
For each pair, choose the nucleophile that would react most quickly in an SN2 reaction (assume H2O is the solvent).
(a) F- vs Br-
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For each pair, choose the nucleophile that would react most quickly in an SN2 reaction (assume H2O is the solvent).
(b)
587views - Textbook Question
For each pair, choose the nucleophile that would react most quickly in an SN2 reaction (assume H2O is the solvent).
(d)
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