a. Caffeine can be protonated under acidic conditions to form an imidazolium-like species. Draw the structure...
a. Caffeine can be protonated under acidic conditions to form an imidazolium-like species. Draw the structure for this protonated form, then find and report a pKa value for the most acidic proton.
b. Draw a reaction scheme between caffeine and water. Which side of the equilibrium is favored for this acid/base reaction? Hint: Use the pKa value from part a.
c. Find and report a pKa value for phenol. Draw a reaction scheme between phenol and water. Which side of the equilibrium is favored for this acid/base reaction?
d. Name one method that could be used to confirm the identity of your isolated product as caffeine. Be specific with the exact data you would collect to confirm this.
Homework Answers
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a. Caffeine can be protonated under acidic conditions to form an
imidazolium-like species. Draw the structure...
question 1 and 3 can you form an enolate ion under acidic conditions? If so, provide...
question 1 and 3
can you form an enolate ion under acidic conditions? If so, provide the mechanism for its formation. 2. Draw the enol tautomer of the following compounds. arbonyl and base cucido eprotonatohy - a carbon hol-acid molate= bast CHAPTL! 3. Some compounds can form more than one enol tautomer. Draw all the possible enol tautomers for the following compounds. 4. Circle the side of the reaction favored at equilibrium. + OH н + H2O pka = 15.7...
A)For each of the following proton transfer reactions (a) draw the products, (b) estimate the pKa’s...
A)For each of the following proton transfer reactions (a) draw
the products, (b) estimate the pKa’s of the acid and
conjugate acid. (Use the functional group to estimate the
pKa)
B) Circle which side
is favored at equilibrium in each of the reactions above
(4) (a) For each of the following proton transfer reactions (a) draw the products, (b) estimate the pKas of the acid and conjugate acid. (Use the functional group to estimate the pKa. (12 pts) conjugate acid...
5. The alcohol CH3CH,SH has an unusually small pKa of approximately 9.4 relative to ethanol, CH3CH2OH...
5. The alcohol CH3CH,SH has an unusually small pKa of approximately 9.4 relative to ethanol, CH3CH2OH (pka - 16). a. Is CH CH SH more or less acidic than ethanol? (2 pts) b. Draw the conjugate base for each and explain the difference in acidity between CH3CH2SH and CH3CH2OH by analyzing the structures of the conjugate bases. (4 pts) c. Provide an arrow-pushing scheme for the reaction of one mole of CH3CH2SH with one mole of NaOH and provide the...
2. Complete the following for each reaction: A Draw the full mechanisms for the reactions, providing all curved arrows...
2. Complete the following for each reaction: A Draw the full mechanisms for the reactions, providing all curved arrows and all products of the reactions with all appropriate charges. Draw in bonds between the most acidic proton and the atom it is bonded to if needed. Also draw in lone pairs where appropriate. B. Label the acid, base, conjugate acid, conjugate base, and any spectator ion (if present). C. Indicate which side of the reaction would be favored (reactants or...
O4 04 H 3 Some compounds can form more than one enol tautomer. Draw all the...
O4 04 H 3 Some compounds can form more than one enol tautomer. Draw all the possible enol tautomers for the following compounds. OEt 이1 OH OH 4 Circle the side of the reaction favored at equilibrium. (lot audic) OH + H20 H H pKa 15.7 pКа в 17 tBuO + tBuOH + pКa 3 9 pKa 17
5. The alcohol CH CH SH has an unusually small pka of approximately 9.4 relative to ethanol, CH CH OH (pka - 16). a...
5. The alcohol CH CH SH has an unusually small pka of approximately 9.4 relative to ethanol, CH CH OH (pka - 16). a. Is CH,CH,SH more or less acidic than ethanol? (2 pts) b. Draw the conjugate base for each and explain the difference in acidity between CH, CH SH and CH CH2OH by analyzing the structures of the conjugate bases. (4 pts) c. Provide an arrow-pushing scheme for the reaction of one mole of CH,CH,SH with one mole...
2. Draw the structure of the byproduct that would be formed if the reaction mixture were...
2. Draw the structure of the byproduct that would be formed if the reaction mixture were not kept in an ice bath during the azo coupling reaction. [2 pts) Methyl orange can be synthesized using an azo coupling reaction, which is an example of an electrophilic aromatic substitution (EAS). In an azo coupling, the electrophile is an aryldiazonium salt, and the nucleophile is another electron-rich aromatic compound (typically an aniline or phenol). In this experiment, sulfanilic acid will be converted...
1. Look up the structure of naproxen on google image search. Draw the structure below and...
1. Look up the structure of naproxen on google image search. Draw the structure below and indicate the acidic proton by circling it. What would the conjugate base of naproxen look like? 2. On another sheet of paper, draw a mechanism for the protonation of... a. water b. methanol c. formaldehyde d. triethylamine 3. On another sheet of paper, draw the mechanism for the deprotonation of... a. methane b. the SH of cysteine C. ammonia d. the OH of butanoic...
Draw the different geometric isomers for dibenzalacetone (there are 3 of them). Why is the trans...
Draw the different geometric isomers for dibenzalacetone (there are
3 of them). Why is the trans isomer formed in this experiment?
The purpose of this experiment is to svnthesize dibenzalacetone (trans, trans-1. 5-diphenvl-1.4 pentadien-3-one) through the Aldol condensation of acetone with benzaldehyde. The synthesis begins bv using a strong base to generate the acetone enolate ion. Water (not shown) is formed as a byproduct. The equilibrium position of this reaction strongly favors the starting acetone, and the amount of acetone...
please help The dehydration of alcohols Under acidic conditions, alcohols will undergo a dehydration reaction, producing...
please help
The dehydration of alcohols Under acidic conditions, alcohols will undergo a dehydration reaction, producing an alkene and water. During the reaction, the hydroxyl group of the alcohol and a hydrogen atom from an adjacent carbon atom are lost. The reaction takes place in three steps, as shown in the diagram. (Figure 1) In the first step, a hydrogen lon bonds to the hydroxyl group of the alcohol. In the second step, the protonated hydroxl group leaves the compound,...
question 1 and 3
can you form an enolate ion under acidic conditions? If so, provide the mechanism for its formation. 2. Draw the enol tautomer of the following compounds. arbonyl and base cucido eprotonatohy - a carbon hol-acid molate= bast CHAPTL! 3. Some compounds can form more than one enol tautomer. Draw all the possible enol tautomers for the following compounds. 4. Circle the side of the reaction favored at equilibrium. + OH н + H2O pka = 15.7...
A)For each of the following proton transfer reactions (a) draw
the products, (b) estimate the pKa’s of the acid and
conjugate acid. (Use the functional group to estimate the
pKa)
B) Circle which side
is favored at equilibrium in each of the reactions above
(4) (a) For each of the following proton transfer reactions (a) draw the products, (b) estimate the pKas of the acid and conjugate acid. (Use the functional group to estimate the pKa. (12 pts) conjugate acid...
5. The alcohol CH3CH,SH has an unusually small pKa of approximately 9.4 relative to ethanol, CH3CH2OH (pka - 16). a. Is CH CH SH more or less acidic than ethanol? (2 pts) b. Draw the conjugate base for each and explain the difference in acidity between CH3CH2SH and CH3CH2OH by analyzing the structures of the conjugate bases. (4 pts) c. Provide an arrow-pushing scheme for the reaction of one mole of CH3CH2SH with one mole of NaOH and provide the...
2. Complete the following for each reaction: A Draw the full mechanisms for the reactions, providing all curved arrows and all products of the reactions with all appropriate charges. Draw in bonds between the most acidic proton and the atom it is bonded to if needed. Also draw in lone pairs where appropriate. B. Label the acid, base, conjugate acid, conjugate base, and any spectator ion (if present). C. Indicate which side of the reaction would be favored (reactants or...
O4 04 H 3 Some compounds can form more than one enol tautomer. Draw all the possible enol tautomers for the following compounds. OEt 이1 OH OH 4 Circle the side of the reaction favored at equilibrium. (lot audic) OH + H20 H H pKa 15.7 pКа в 17 tBuO + tBuOH + pКa 3 9 pKa 17
5. The alcohol CH CH SH has an unusually small pka of approximately 9.4 relative to ethanol, CH CH OH (pka - 16). a. Is CH,CH,SH more or less acidic than ethanol? (2 pts) b. Draw the conjugate base for each and explain the difference in acidity between CH, CH SH and CH CH2OH by analyzing the structures of the conjugate bases. (4 pts) c. Provide an arrow-pushing scheme for the reaction of one mole of CH,CH,SH with one mole...
2. Draw the structure of the byproduct that would be formed if the reaction mixture were not kept in an ice bath during the azo coupling reaction. [2 pts) Methyl orange can be synthesized using an azo coupling reaction, which is an example of an electrophilic aromatic substitution (EAS). In an azo coupling, the electrophile is an aryldiazonium salt, and the nucleophile is another electron-rich aromatic compound (typically an aniline or phenol). In this experiment, sulfanilic acid will be converted...
1. Look up the structure of naproxen on google image search. Draw the structure below and indicate the acidic proton by circling it. What would the conjugate base of naproxen look like? 2. On another sheet of paper, draw a mechanism for the protonation of... a. water b. methanol c. formaldehyde d. triethylamine 3. On another sheet of paper, draw the mechanism for the deprotonation of... a. methane b. the SH of cysteine C. ammonia d. the OH of butanoic...
Draw the different geometric isomers for dibenzalacetone (there are
3 of them). Why is the trans isomer formed in this experiment?
The purpose of this experiment is to svnthesize dibenzalacetone (trans, trans-1. 5-diphenvl-1.4 pentadien-3-one) through the Aldol condensation of acetone with benzaldehyde. The synthesis begins bv using a strong base to generate the acetone enolate ion. Water (not shown) is formed as a byproduct. The equilibrium position of this reaction strongly favors the starting acetone, and the amount of acetone...
please help
The dehydration of alcohols Under acidic conditions, alcohols will undergo a dehydration reaction, producing an alkene and water. During the reaction, the hydroxyl group of the alcohol and a hydrogen atom from an adjacent carbon atom are lost. The reaction takes place in three steps, as shown in the diagram. (Figure 1) In the first step, a hydrogen lon bonds to the hydroxyl group of the alcohol. In the second step, the protonated hydroxl group leaves the compound,...
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