21.11: Additional Exercises
- Page ID
- 424403
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\(\newcommand{\avec}{\mathbf a}\) \(\newcommand{\bvec}{\mathbf b}\) \(\newcommand{\cvec}{\mathbf c}\) \(\newcommand{\dvec}{\mathbf d}\) \(\newcommand{\dtil}{\widetilde{\mathbf d}}\) \(\newcommand{\evec}{\mathbf e}\) \(\newcommand{\fvec}{\mathbf f}\) \(\newcommand{\nvec}{\mathbf n}\) \(\newcommand{\pvec}{\mathbf p}\) \(\newcommand{\qvec}{\mathbf q}\) \(\newcommand{\svec}{\mathbf s}\) \(\newcommand{\tvec}{\mathbf t}\) \(\newcommand{\uvec}{\mathbf u}\) \(\newcommand{\vvec}{\mathbf v}\) \(\newcommand{\wvec}{\mathbf w}\) \(\newcommand{\xvec}{\mathbf x}\) \(\newcommand{\yvec}{\mathbf y}\) \(\newcommand{\zvec}{\mathbf z}\) \(\newcommand{\rvec}{\mathbf r}\) \(\newcommand{\mvec}{\mathbf m}\) \(\newcommand{\zerovec}{\mathbf 0}\) \(\newcommand{\onevec}{\mathbf 1}\) \(\newcommand{\real}{\mathbb R}\) \(\newcommand{\twovec}[2]{\left[\begin{array}{r}#1 \\ #2 \end{array}\right]}\) \(\newcommand{\ctwovec}[2]{\left[\begin{array}{c}#1 \\ #2 \end{array}\right]}\) \(\newcommand{\threevec}[3]{\left[\begin{array}{r}#1 \\ #2 \\ #3 \end{array}\right]}\) \(\newcommand{\cthreevec}[3]{\left[\begin{array}{c}#1 \\ #2 \\ #3 \end{array}\right]}\) \(\newcommand{\fourvec}[4]{\left[\begin{array}{r}#1 \\ #2 \\ #3 \\ #4 \end{array}\right]}\) \(\newcommand{\cfourvec}[4]{\left[\begin{array}{c}#1 \\ #2 \\ #3 \\ #4 \end{array}\right]}\) \(\newcommand{\fivevec}[5]{\left[\begin{array}{r}#1 \\ #2 \\ #3 \\ #4 \\ #5 \\ \end{array}\right]}\) \(\newcommand{\cfivevec}[5]{\left[\begin{array}{c}#1 \\ #2 \\ #3 \\ #4 \\ #5 \\ \end{array}\right]}\) \(\newcommand{\mattwo}[4]{\left[\begin{array}{rr}#1 \amp #2 \\ #3 \amp #4 \\ \end{array}\right]}\) \(\newcommand{\laspan}[1]{\text{Span}\{#1\}}\) \(\newcommand{\bcal}{\cal B}\) \(\newcommand{\ccal}{\cal C}\) \(\newcommand{\scal}{\cal S}\) \(\newcommand{\wcal}{\cal W}\) \(\newcommand{\ecal}{\cal E}\) \(\newcommand{\coords}[2]{\left\{#1\right\}_{#2}}\) \(\newcommand{\gray}[1]{\color{gray}{#1}}\) \(\newcommand{\lgray}[1]{\color{lightgray}{#1}}\) \(\newcommand{\rank}{\operatorname{rank}}\) \(\newcommand{\row}{\text{Row}}\) \(\newcommand{\col}{\text{Col}}\) \(\renewcommand{\row}{\text{Row}}\) \(\newcommand{\nul}{\text{Nul}}\) \(\newcommand{\var}{\text{Var}}\) \(\newcommand{\corr}{\text{corr}}\) \(\newcommand{\len}[1]{\left|#1\right|}\) \(\newcommand{\bbar}{\overline{\bvec}}\) \(\newcommand{\bhat}{\widehat{\bvec}}\) \(\newcommand{\bperp}{\bvec^\perp}\) \(\newcommand{\xhat}{\widehat{\xvec}}\) \(\newcommand{\vhat}{\widehat{\vvec}}\) \(\newcommand{\uhat}{\widehat{\uvec}}\) \(\newcommand{\what}{\widehat{\wvec}}\) \(\newcommand{\Sighat}{\widehat{\Sigma}}\) \(\newcommand{\lt}{<}\) \(\newcommand{\gt}{>}\) \(\newcommand{\amp}{&}\) \(\definecolor{fillinmathshade}{gray}{0.9}\)General Review
21-1 Provide the products for the following reactions.
21-2 Provide the proper IUPAC name for the product of the following reaction.
Synthesis of Carboxylic Acids
21-3 For the following reactions, predict the final product and provide their proper IUPAC nomenclature.
21-4 Propose another method of synthesis (starting with cyclopentane) to make the product in the previous question, 21-3.a.
21-5 Choose the correct alkene that was oxidatively cleaved by hot, concentrated potassium permanganate to form 3-methylbutanoic acid.
a) (4E/Z)-oct-4-ene
b) (4E/Z)-2-methyloct-4-ene
c) (4E/Z)-2,7-dimethyloct-4-ene
d) (3E/Z)-2,5-dimethylhex-3-ene
Reactions of Carboxylic Acids and Derivatives: Nucleophilic Acyl Substitution
21-6 Provide the structures of the products of the following reactions.
21-7 Provide the structure of the product that forms when propanoic acid reacts with thionyl chloride, then an excess of CH3CH2MgBr and finally followed by an acid workup.
21-8 Choose the correct product of the following reaction.
Condensation of Acids with Alcohols: the Fischer Esterification
21-9 Predict the product of the following Fischer Esterification reaction.
21-10 Choose the correct product of the following Fischer Esterification reaction.
21-11 Predict the product of the following reaction (use a benzene ring with a total of two para-oriented substituents).
Condensation of Acids with Amines: Direct Synthesis of Amides
21-12 Give the structure of the product of the following reaction.
21-13 Choose the correct IUPAC nomenclature of the product and provide its structure.
a) benzyl 4-bromohexanoate
b) (4E)-N-benzylhex-4-enamide
c) N-benzyl-4-bromohexanamide
d) 4-bromo-N-phenylhexanamide
21-14 Provide the structure of the final product.
Alkylation of Carboxylic Acids to Form Ketones
21-15 Predict the product of the following reaction.
21-16 Explain why two equivalents of organolithium reagent is necessary to alkylate carboxylic acids (see problem 20-1).
21-17 Give the products of the following reactions.