4.19: Extra Problems with Nucleophilic Substitution and Elimination
- Page ID
- 200815
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\(\newcommand{\avec}{\mathbf a}\) \(\newcommand{\bvec}{\mathbf b}\) \(\newcommand{\cvec}{\mathbf c}\) \(\newcommand{\dvec}{\mathbf d}\) \(\newcommand{\dtil}{\widetilde{\mathbf d}}\) \(\newcommand{\evec}{\mathbf e}\) \(\newcommand{\fvec}{\mathbf f}\) \(\newcommand{\nvec}{\mathbf n}\) \(\newcommand{\pvec}{\mathbf p}\) \(\newcommand{\qvec}{\mathbf q}\) \(\newcommand{\svec}{\mathbf s}\) \(\newcommand{\tvec}{\mathbf t}\) \(\newcommand{\uvec}{\mathbf u}\) \(\newcommand{\vvec}{\mathbf v}\) \(\newcommand{\wvec}{\mathbf w}\) \(\newcommand{\xvec}{\mathbf x}\) \(\newcommand{\yvec}{\mathbf y}\) \(\newcommand{\zvec}{\mathbf z}\) \(\newcommand{\rvec}{\mathbf r}\) \(\newcommand{\mvec}{\mathbf m}\) \(\newcommand{\zerovec}{\mathbf 0}\) \(\newcommand{\onevec}{\mathbf 1}\) \(\newcommand{\real}{\mathbb R}\) \(\newcommand{\twovec}[2]{\left[\begin{array}{r}#1 \\ #2 \end{array}\right]}\) \(\newcommand{\ctwovec}[2]{\left[\begin{array}{c}#1 \\ #2 \end{array}\right]}\) \(\newcommand{\threevec}[3]{\left[\begin{array}{r}#1 \\ #2 \\ #3 \end{array}\right]}\) \(\newcommand{\cthreevec}[3]{\left[\begin{array}{c}#1 \\ #2 \\ #3 \end{array}\right]}\) \(\newcommand{\fourvec}[4]{\left[\begin{array}{r}#1 \\ #2 \\ #3 \\ #4 \end{array}\right]}\) \(\newcommand{\cfourvec}[4]{\left[\begin{array}{c}#1 \\ #2 \\ #3 \\ #4 \end{array}\right]}\) \(\newcommand{\fivevec}[5]{\left[\begin{array}{r}#1 \\ #2 \\ #3 \\ #4 \\ #5 \\ \end{array}\right]}\) \(\newcommand{\cfivevec}[5]{\left[\begin{array}{c}#1 \\ #2 \\ #3 \\ #4 \\ #5 \\ \end{array}\right]}\) \(\newcommand{\mattwo}[4]{\left[\begin{array}{rr}#1 \amp #2 \\ #3 \amp #4 \\ \end{array}\right]}\) \(\newcommand{\laspan}[1]{\text{Span}\{#1\}}\) \(\newcommand{\bcal}{\cal B}\) \(\newcommand{\ccal}{\cal C}\) \(\newcommand{\scal}{\cal S}\) \(\newcommand{\wcal}{\cal W}\) \(\newcommand{\ecal}{\cal E}\) \(\newcommand{\coords}[2]{\left\{#1\right\}_{#2}}\) \(\newcommand{\gray}[1]{\color{gray}{#1}}\) \(\newcommand{\lgray}[1]{\color{lightgray}{#1}}\) \(\newcommand{\rank}{\operatorname{rank}}\) \(\newcommand{\row}{\text{Row}}\) \(\newcommand{\col}{\text{Col}}\) \(\renewcommand{\row}{\text{Row}}\) \(\newcommand{\nul}{\text{Nul}}\) \(\newcommand{\var}{\text{Var}}\) \(\newcommand{\corr}{\text{corr}}\) \(\newcommand{\len}[1]{\left|#1\right|}\) \(\newcommand{\bbar}{\overline{\bvec}}\) \(\newcommand{\bhat}{\widehat{\bvec}}\) \(\newcommand{\bperp}{\bvec^\perp}\) \(\newcommand{\xhat}{\widehat{\xvec}}\) \(\newcommand{\vhat}{\widehat{\vvec}}\) \(\newcommand{\uhat}{\widehat{\uvec}}\) \(\newcommand{\what}{\widehat{\wvec}}\) \(\newcommand{\Sighat}{\widehat{\Sigma}}\) \(\newcommand{\lt}{<}\) \(\newcommand{\gt}{>}\) \(\newcommand{\amp}{&}\) \(\definecolor{fillinmathshade}{gray}{0.9}\)Fill in the missing items in the following synthesis. Includes: aliphatic nucleophilic substitution, carboxylic substitution, enolates, addition to carbonyl (anionic nucleophiles).
![NScassiolq.png](https://chem.libretexts.org/@api/deki/files/316537/NScassiolq.png?revision=1)
Fill in the missing items in the following synthesis. Includes: addition to carbonyls (anionic nucleophiles, neutral nucleophiles, aliphatic nucleophilic substitution, Mitsunobu reaction).
![auriantoclavineEllman2010.png](https://chem.libretexts.org/@api/deki/files/316540/auriantoclavineEllman2010.png?revision=1)
Fill in the missing items in the following synthesis. Includes: aliphatic nucleophilic substitution,sulfonate substitution, Mitsunobu reaction, silyl ether cleavage, nucleophilic substitution of epoxides, elimination / dehydration.
![lepistineFukuyama2014.png](https://chem.libretexts.org/@api/deki/files/316538/lepistineFukuyama2014.png?revision=1)
Fill in the missing items in the following synthesis. Includes: addition to carbonyls (ylides), nucleophilic substitution of epoxides, carboxylic substitution.
![Argentilactone.png](https://chem.libretexts.org/@api/deki/files/316536/Argentilactone.png?revision=1)
Fill in the missing items in the following synthesis. Includes: aliphatic nucleophilic substitution, carboxylic substitution, sulfonate substitution, addition to nitriles, addition to carbonyls (ylides).
![dolabellatrienone.png](https://chem.libretexts.org/@api/deki/files/316539/dolabellatrienone.png?revision=1)
Fill in the missing items in the following synthesis. Includes: aliphatic nucleophilic substitution, carbonyl addition (anionic nucleophiles, acetals, ylides), carboxylic substitution, silyl ethers.
![dinemasone.png](https://chem.libretexts.org/@api/deki/files/316556/dinemasone.png?revision=1)
Fill in the missing items in the following synthesis. Includes: aliphatic nucleophilic substitution, sulfonate substitution, elimination.
![janoxepinTaylor2012.png](https://chem.libretexts.org/@api/deki/files/316548/janoxepinTaylor2012.png?revision=1)
Predict products of the following reactions.
![SNEStarburst1.png](https://chem.libretexts.org/@api/deki/files/316546/SNEStarburst1.png?revision=1)
Predict products of the following reactions.
![SNEStarburst2.png](https://chem.libretexts.org/@api/deki/files/316547/SNEStarburst2.png?revision=1)
Predict products of the following reactions.
![SNEStarburst3.png](https://chem.libretexts.org/@api/deki/files/316549/SNEStarburst3.png?revision=1)
Predict products of the following reactions.
![SNEStarburst4.png](https://chem.libretexts.org/@api/deki/files/316554/SNEStarburst4.png?revision=1)
Predict products of the following reactions.
![SNEStarburst5.png](https://chem.libretexts.org/@api/deki/files/316558/SNEStarburst5.png?revision=1)
Predict products of the following reactions.
![SNEStarburst6.png](https://chem.libretexts.org/@api/deki/files/316555/SNEStarburst6.png?revision=1)