Homework Answers
Solution:
2,4-heptanedione, is an active methylene compound, has methylene (CH2) group flanked between two C=O groups, which makes it highly acidic. Therefore, pka of the compound is 9.
In 2,6-heptanedione, CH2 group is not flanked between two C=O groups, hence posses less acidity and thus, pka of the compound is higher upto 20.
CH3COCH2COCH2CH2CH3 ( 2,4-heptanedione)
CH3COCH2CH2CH2COCH3 (2,6-heptanedione)
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3) Explain why 2,4-heptanedione is more acidic (pKa 9) than 2,6-heptanedione (pKa 20)
1. 2,6-dichloroindophenol has a pKa value of 5.9 and is 10,000 times more acidic than phenol...
1. 2,6-dichloroindophenol has a pKa value of 5.9 and is 10,000 times more acidic than phenol (pKa = 10). Draw resonance structures for the conjugate base of 2,6-dichloroindophenol and use them to explain the differences in pKa values.
Explain why cyclopentadiene (pKa 16) is many orders of magnitude more acidic than cyclopentane (pKa >...
Explain why cyclopentadiene (pKa 16) is many orders of
magnitude more acidic than cyclopentane (pKa > 50). (Hint: Draw
the structural formula for the anion formed by removing one of the
protons on the −CH2− group, and then apply the Hückel criteria for
aromaticity.)
Explain why cyclopentadiene (PK, 16) is many orders of magnitude more acidic than cyclopentane (pka > 50). (Hint: Draw the structural formula for the anion formed by removing one of the protons on the -CH2- group,...
2.2 Nitromethane (CH3NO2, pka = 10) is more acidic than most organic acids. Explain why nitromethane...
2.2 Nitromethane (CH3NO2, pka = 10) is more acidic than most organic acids. Explain why nitromethane is so much more acidic than ethane (pka = 60). Write the chemical equations to illustrate the acidity of the compounds. Include valid Lewis dot structures (including formal charge) and resonance structures, if relevant. (6)
503 50 Sp> arb) sps se 9. Explain why phenol is substantially more acidic than methanol,...
503 50 Sp> arb) sps se 9. Explain why phenol is substantially more acidic than methanol, but benzoic acid is not much more acidic than acetic acid. Phenol is more acidic than methanol " Mars methanol benzolo OH
. A 21.11 ssessment times more acidic than m-nitrophenol (pKa = 8.4). Explain. [This concept is...
. A 21.11 ssessment times more acidic than m-nitrophenol (pKa = 8.4). Explain. [This concept is the subject of Section 23.XX in the chapter on benzene.] pKa 7.2 pKa = 8.4 он он Section 21-E Supplement you stay on t providing ans selecte
20. Explain why the diester has the highest pKa of the following 1,3-dicarbonyl derivatives. (3 points)...
20. Explain why the diester has the highest pKa of the following 1,3-dicarbonyl derivatives. (3 points) الله الله Me Me Meo Me01 OME pka = 9 pka = 11 pka = 13 21. Explain why the desired 2º alcohol is not formed in this reaction. (3 points) 1. Meli one more OH Номме 2. H:06 not formed 22. Why does chlorobenzene react more slowly than benzene in electrophilic aromatic substitution but also direct the electrophile to the ortho para position?...
Which salts will be more soluble in an acidic solution than in pure water? Explain why...
Which salts will be more soluble in an acidic solution than in pure water? Explain why each salt is or is not more soluble in an acidic solution than in pure water. CuCl CsClO4 CaSO4 Be(OH)2 AlPO4
3. Use no more than 3 sentences to explain the trend in decreasing pKa values for...
3. Use no more than 3 sentences to explain the trend in decreasing pKa values for the acids shown below. Specifically name what effect is responsible for increased acidity. F. F F ОН ОН "ОН H F pKa 4.75 pKa = 2 pКa %3D 0
3. Use no more than 3 sentences to explain the trend in decreasing pKa values for the acids shown below. Specifically name what effect is responsible for increased acidity. F. F F ОН ОН "ОН...
Provide a resonance structures which explain why ortho and para nitrophenol are much more acidic than...
Provide a resonance structures which explain why ortho and para nitrophenol are much more acidic than phenol
Explain why compound A is more acidic using resonance structures and question 21. WILLUDUlyalli Clemsty ENAM...
Explain why compound A is more acidic using resonance structures
and question 21.
WILLUDUlyalli Clemsty ENAM 20. Explain why Compound A is more acidic than Compound B. Use resonance structures to e 21. Which of the following is the least stable carbocation? Circle your response. (2) IV
Explain why cyclopentadiene (pKa 16) is many orders of
magnitude more acidic than cyclopentane (pKa > 50). (Hint: Draw
the structural formula for the anion formed by removing one of the
protons on the −CH2− group, and then apply the Hückel criteria for
aromaticity.)
Explain why cyclopentadiene (PK, 16) is many orders of magnitude more acidic than cyclopentane (pka > 50). (Hint: Draw the structural formula for the anion formed by removing one of the protons on the -CH2- group,...
2.2 Nitromethane (CH3NO2, pka = 10) is more acidic than most organic acids. Explain why nitromethane is so much more acidic than ethane (pka = 60). Write the chemical equations to illustrate the acidity of the compounds. Include valid Lewis dot structures (including formal charge) and resonance structures, if relevant. (6)
503 50 Sp> arb) sps se 9. Explain why phenol is substantially more acidic than methanol, but benzoic acid is not much more acidic than acetic acid. Phenol is more acidic than methanol " Mars methanol benzolo OH
. A 21.11 ssessment times more acidic than m-nitrophenol (pKa = 8.4). Explain. [This concept is the subject of Section 23.XX in the chapter on benzene.] pKa 7.2 pKa = 8.4 он он Section 21-E Supplement you stay on t providing ans selecte
20. Explain why the diester has the highest pKa of the following 1,3-dicarbonyl derivatives. (3 points) الله الله Me Me Meo Me01 OME pka = 9 pka = 11 pka = 13 21. Explain why the desired 2º alcohol is not formed in this reaction. (3 points) 1. Meli one more OH Номме 2. H:06 not formed 22. Why does chlorobenzene react more slowly than benzene in electrophilic aromatic substitution but also direct the electrophile to the ortho para position?...
3. Use no more than 3 sentences to explain the trend in decreasing pKa values for the acids shown below. Specifically name what effect is responsible for increased acidity. F. F F ОН ОН "ОН H F pKa 4.75 pKa = 2 pКa %3D 0
3. Use no more than 3 sentences to explain the trend in decreasing pKa values for the acids shown below. Specifically name what effect is responsible for increased acidity. F. F F ОН ОН "ОН...
Explain why compound A is more acidic using resonance structures
and question 21.
WILLUDUlyalli Clemsty ENAM 20. Explain why Compound A is more acidic than Compound B. Use resonance structures to e 21. Which of the following is the least stable carbocation? Circle your response. (2) IV
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