Homework Answers
1a)In the mixed aldol condensation reaction between
1-methylcyclopentane-1-carbaldehyde and 3,3-dimethyl-2-butanone
there is an 
-carbon in
3,3-dimethyl-2-butanone.Therefore the OH-ion from the
NaOH will attack on the -carbon to form
the major aldol condensation product i.e.1-methylcyclopentane-4
4-dimethylpent-1-en-3-one.
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la) Consider the mixed aldol condensation reaction of 1-methylcyclopentane-1-carbaldehyde (shown below) and 3,3-dimethyl-2-butanone (shown below) in...
2) Consider the mixed aldol condensation reaction of 1-(1-methyleyclopentyl ethanone (shown in question 1) and propiophenone...
2) Consider the mixed aldol condensation reaction of 1-(1-methyleyclopentyl ethanone (shown in question 1) and propiophenone (shown below). Two major MIXED aldol condensation poducts arise from this reaction (shown below, labeled A and B) If you wish to form product B, to which starting carbonyl would you add a strong base such as LDA in order to form the enolate? Which carbonyl would you then add slowly to the enolate of the first carbony!
QUESTION 1 Which of the following will not undergo an aldol condensation reaction? butanal C 2-methylbutanal...
QUESTION 1 Which of the following will not undergo an aldol condensation reaction? butanal C 2-methylbutanal C 2,2-dimethylbutanal 3,3-dimethyl-2-butanone QUESTION 2 Which of the following constitutes a difference between an aldol and a Claisen condensation? basic conditions Ctetrahedral intermediate Cenolate ion formation protonation of the intermediate QUESTION 3 The product of an aldol condensation reaction is generally favored if Can unsymmetrical ketone and aldehyde are used Can unsymmetrical ester and ketone are used Cone of the carbonyl partners contains no...
How to solve question 2 to question 5. 2. Why does the mixed aldol condensation, producing...
How to solve question 2 to question 5.
2. Why does the mixed aldol condensation, producing benzalacetophenone is the main reaction in this experiment and NOT both other possible reactions; acetophenone condensation and Cannizzaro benzaladehyde reaction? 3. Propose a reason to explain the statement that the trans-benzalacctophenone isomer is the major product in aldol condensation 4, Explain why the main product from the bromine addition to the trans-acetophenone is crythro-dibromide 5. Write a mechanism for the addition of aniline to...
1. The aldol condensation reaction belongs to a group of reactions characterized by formation of an...
1. The aldol condensation reaction belongs to a group of reactions characterized by formation of an enolate. For each of the following aldehydes or ketones, draw the enolate ion that forms when treated with a strong base such as sodium hydroxide. If an enolate cannot form, put NR (no reaction). 2. The first step in the aldol addition of acetaldehyde is an acid base reaction (proton transfer). pka = 16 pka = 15 OH a. The pk, for each acid...
21. Benzaldehyde is treated with 3,3-dimethyl-2-butanone and KOH at 100 °C. Select the resulting product: Ph...
21. Benzaldehyde is treated with 3,3-dimethyl-2-butanone and KOH at 100 °C. Select the resulting product: Ph OH OH O Ph Ph Ph A. B. C D. 22. The mixed Claisen reaction shown provides product in only a trace amount. The starting materials are obtained upon isolation. Why? CO,Me CO-Me NAOMe MeOH dil. HCI .COMe Ph A. pka of the propyl ester is too high B. there is only one c-proton C. the benzoate ester is resonance stabilized D. pka of...
Write structures for the carbonyl electrophile and enolate nucleophile that react to give the aldol below....
Write structures for the carbonyl electrophile and enolate nucleophile that react to give the aldol below. • You do not have to consider stereochemistry • Draw the enolate nucleophile in its carbanion form. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right comer. • Separate multiple reactants using the + sign from the drop-down menu. 2reg 2req - 0000 ats zreg pts2reg Ulaw studies for the carbonyl electrophile and enolate nucleophile that...
ytotanul-asgigient-take Draw structures for the carbonyl electrophile and enolate nucleophile that react to give the aldol or enotue below You do not have to consider stereochemistry . Dra...
ytotanul-asgigient-take Draw structures for the carbonyl electrophile and enolate nucleophile that react to give the aldol or enotue below You do not have to consider stereochemistry . Draw the enolate ion in its carbanion form - Draw one structure per sketcher Add additional sketchers using the drop-down menu in the bottom right cormer - Separate multiple reactants using the + sign from the drop down menu Review Topics Draw structures for the carbonyl electrophile and enolate nucleophile that react to...
Draw the organic product(s) of this intramolecular aldol condensation reaction. Consider only the formation of 5-...
Draw the organic product(s) of this intramolecular aldol
condensation reaction. Consider only the formation of 5- and
6-membered rings.
base Draw the organic product(s) of this intramolecular aldol condensation reaction. Consider only the formation of 5-and 6 membered rings. You do not have to consider stereochemistry. You do not have to explicitly draw H atoms. Do not include lone pairs in your answer. They will not be considered in the grading . Draw one structure per sketcher. Add additional sketchers...
Experimental Outline In its simplest form, the aldol condensation is a self-addition involving tw...
Organic Chemistry 2
Experimental Outline In its simplest form, the aldol condensation is a self-addition involving two molecules of the same aldehyde or ketone, in the presence of a base, and results in the formation of a new carbon-carbon bond joining the carbonyl carbon of one molecule to the a-position of the second. In many cases - if the reaction conditions aren't sufficiently mild - the initially formed aldol product reacts further in an elimination reaction to give what is...
2) Consider the mixed aldol condensation reaction of 1-(1-methyleyclopentyl ethanone (shown in question 1) and propiophenone (shown below). Two major MIXED aldol condensation poducts arise from this reaction (shown below, labeled A and B) If you wish to form product B, to which starting carbonyl would you add a strong base such as LDA in order to form the enolate? Which carbonyl would you then add slowly to the enolate of the first carbony!
QUESTION 1 Which of the following will not undergo an aldol condensation reaction? butanal C 2-methylbutanal C 2,2-dimethylbutanal 3,3-dimethyl-2-butanone QUESTION 2 Which of the following constitutes a difference between an aldol and a Claisen condensation? basic conditions Ctetrahedral intermediate Cenolate ion formation protonation of the intermediate QUESTION 3 The product of an aldol condensation reaction is generally favored if Can unsymmetrical ketone and aldehyde are used Can unsymmetrical ester and ketone are used Cone of the carbonyl partners contains no...
How to solve question 2 to question 5.
2. Why does the mixed aldol condensation, producing benzalacetophenone is the main reaction in this experiment and NOT both other possible reactions; acetophenone condensation and Cannizzaro benzaladehyde reaction? 3. Propose a reason to explain the statement that the trans-benzalacctophenone isomer is the major product in aldol condensation 4, Explain why the main product from the bromine addition to the trans-acetophenone is crythro-dibromide 5. Write a mechanism for the addition of aniline to...
1. The aldol condensation reaction belongs to a group of reactions characterized by formation of an enolate. For each of the following aldehydes or ketones, draw the enolate ion that forms when treated with a strong base such as sodium hydroxide. If an enolate cannot form, put NR (no reaction). 2. The first step in the aldol addition of acetaldehyde is an acid base reaction (proton transfer). pka = 16 pka = 15 OH a. The pk, for each acid...
21. Benzaldehyde is treated with 3,3-dimethyl-2-butanone and KOH at 100 °C. Select the resulting product: Ph OH OH O Ph Ph Ph A. B. C D. 22. The mixed Claisen reaction shown provides product in only a trace amount. The starting materials are obtained upon isolation. Why? CO,Me CO-Me NAOMe MeOH dil. HCI .COMe Ph A. pka of the propyl ester is too high B. there is only one c-proton C. the benzoate ester is resonance stabilized D. pka of...
Write structures for the carbonyl electrophile and enolate nucleophile that react to give the aldol below. • You do not have to consider stereochemistry • Draw the enolate nucleophile in its carbanion form. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right comer. • Separate multiple reactants using the + sign from the drop-down menu. 2reg 2req - 0000 ats zreg pts2reg Ulaw studies for the carbonyl electrophile and enolate nucleophile that...
ytotanul-asgigient-take Draw structures for the carbonyl electrophile and enolate nucleophile that react to give the aldol or enotue below You do not have to consider stereochemistry . Draw the enolate ion in its carbanion form - Draw one structure per sketcher Add additional sketchers using the drop-down menu in the bottom right cormer - Separate multiple reactants using the + sign from the drop down menu Review Topics Draw structures for the carbonyl electrophile and enolate nucleophile that react to...
Draw the organic product(s) of this intramolecular aldol
condensation reaction. Consider only the formation of 5- and
6-membered rings.
base Draw the organic product(s) of this intramolecular aldol condensation reaction. Consider only the formation of 5-and 6 membered rings. You do not have to consider stereochemistry. You do not have to explicitly draw H atoms. Do not include lone pairs in your answer. They will not be considered in the grading . Draw one structure per sketcher. Add additional sketchers...
Organic Chemistry 2
Experimental Outline In its simplest form, the aldol condensation is a self-addition involving two molecules of the same aldehyde or ketone, in the presence of a base, and results in the formation of a new carbon-carbon bond joining the carbonyl carbon of one molecule to the a-position of the second. In many cases - if the reaction conditions aren't sufficiently mild - the initially formed aldol product reacts further in an elimination reaction to give what is...
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