What would you expect to see comparing the solubility of 2-hydroxy-3-methoxybenzaldehyde (starting material) and 2-hydroxy-3-methoxybenzoic acid...
What would you expect to see comparing the solubility of 2-hydroxy-3-methoxybenzaldehyde (starting material) and 2-hydroxy-3-methoxybenzoic acid (product) in acidic and basic media (See solubility test 4.1.1)
Homework Answers
To compare the solubilities of 2-hydroxy-3-methoxybenzaldehyde and 2-hydroxy-3-methoxybenzoic acid:
The 2-hydroxy-3-methoxybenzaldehyde or ortho-vanillin has a solubility of 10g/L in water. It has a pKa value of 7.7 and pKb value of 6.2.
Now, 2-hydroxy-3-methoxybenzoic acid or ortho-vanillic acid has has a solubility of 1.5g/L . It has a pKa value of 4.51 and pKb value of 9.49.
Also, we know that pKb = 14 - pKa and low pKb value means strong base and low pKa means strong acid.
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What would you expect to see comparing the solubility of
2-hydroxy-3-methoxybenzaldehyde (starting material) and
2-hydroxy-3-methoxybenzoic acid...
When comparing the spectra for the starting material and the product - where do you observe...
When comparing the spectra for the starting material and the product - where do you observe the biggest change(s)? 2-hydroxy-3-methoxybenzaldehyde 13C-NMR (400 MHz, Chloroforat)- - 196.60 - 151.66 - 148.31 124.54 120.79 119.56 117.95 77.34 CDC13 77.02 CDC13 76.71 CDC3 77.23 -4000 DE'95 — - 3500 3000 2500 2000 1500 1000 500 210 200 190 180 170160 150 140 130 120 110 100 90 fi (ppm) 80 70 60 50 40 30 20 10 0 -10 -o zoo OH O...
13. What results would be expected if the following tests were carried out on 4- hydroxy-3-methoxybenzaldehyde...
13. What results would be expected if the following tests were carried out on 4- hydroxy-3-methoxybenzaldehyde ? (Explain your answers.) (a) H2O solubility (b) Tollens' test (c) Benedict's test 14. What practical applications might be made of the Tollen's reaction? 15. An unknown compound has a chemical formula of C3H.O. When chromic acid (containing chromate ions) was added to the unknown, the solution remained orange. The unknown was soluble in water. When NaOH and Kl/iodine were added to the unknown,...
13. What results would be expected if the following tests were carried out on 4- hydroxy-3-methoxybenzaldehyde...
13. What results would be expected if the following tests were carried out on 4- hydroxy-3-methoxybenzaldehyde ? (Explain your answers.) (a) H2O solubility (b) Tollens' test. (c) Benedict's test 14. What practical applications might be made of the Tollen's reaction? 15. An unknown compound has a chemical formula of C3H60. When chromic acid (containing chromate ions) was added to the unknown, the solution remained orange. The unknown was soluble in water. When NaOH and KI/iodine were added to the unknown,...
13. What results would be expected if the following tests were carried out on 4- hydroxy-3-methoxybenzaldehyde...
13. What results would be expected if the following tests were carried out on 4- hydroxy-3-methoxybenzaldehyde ? (Explain your answers.) (a) H20 solubility (b) Tollens' test. Tonarolo do do so to the blood to barato (c) Benedict's test to be wortelno) 14. What practical applications might be made of the Tollen's reaction? Sie al lontorite bons mood) 15. An unknown compound has a chemical formula of CH.O. When chromic acid (containing chromate ions) was added to the unknown, the solution...
When comparing the spectra for the starting material and the product – where do you observe...
When comparing the spectra for the starting material and
the product – where do you observe the biggest
change(s)?
2-hydroxy-3-methoxybenzoic acid HN MR (600 MHz, DMSO-do) -251DMS0-d6 -13.96 1139 ;2.38 7:21 7.20 L89- 6.85 17.36 .6.84 380 он он ܢ0-Hac 0.98- ܓ104 107z 3.00- 14.5 14.0 13.5 13.0_12.5 12.0 115 11. 010.5_10.0 9. 5 _8.0 7. 5 7 . 0 6.5 _6. 0 5 . 5 5 .0 4. 5 4 .0 _3.5 _3.0 _2.5 9.0 _8.5 f1 (ppm) 2-hydroxy-3-methoxybenzaldehyde...
When comparing the spectra for the starting material and the product – where do you observe...
When comparing the spectra for the starting material and
the product – where do you observe the biggest
change(s)?
2-hydroxy-3-methoxybenzoic acid HN MR (600 MHz, DMSO-do) -251DMS0-d6 -13.96 1139 ;2.38 7:21 7.20 L89- 6.85 17.36 .6.84 380 он он ܢ0-Hac 0.98- ܓ104 107z 3.00- 14.5 14.0 13.5 13.0_12.5 12.0 115 11. 010.5_10.0 9. 5 _8.0 7. 5 7 . 0 6.5 _6. 0 5 . 5 5 .0 4. 5 4 .0 _3.5 _3.0 _2.5 9.0 _8.5 f1 (ppm) 2-hydroxy-3-methoxybenzaldehyde...
3. Write a detailed mechanism to yield 3-methyl-2-oxacyclopentanone. What is the hydroxy acid (starting material) for...
3. Write a detailed mechanism to yield 3-methyl-2-oxacyclopentanone. What is the hydroxy acid (starting material) for this lactone formation? Hydroxy acid
How many signals would you expect to see in the 13 C NMR spectra for: a....
How many signals would you expect to see in the 13 C NMR spectra for: a. 4 - (hydroxymethyl) - 2 - methoxyphenol b. 4 - hydroxy - 3 - methoxybenzaldehyde c. 4 - (hydroxymethyl) - 2 - methoxyphenyl acetate
1. Propose a mechanism: Starting material: butyraldehyde Solvent: water Reagent: Potassium Hydroxide(KOH) Final product: 2-ethyl-3-hydroxy-hexanal 2....
1. Propose a mechanism: Starting material: butyraldehyde Solvent: water Reagent: Potassium Hydroxide(KOH) Final product: 2-ethyl-3-hydroxy-hexanal 2. Propose a mechanism: Starting material: Methyl Propionate Solvent: water Reagent: HCl Final product: propionic acid
What product would you expect if the starting material was: a. Styrene α-methylstyrene c. β-methylstyrene d....
What product would you expect if the starting material was: a. Styrene α-methylstyrene c. β-methylstyrene d. norbornene Please draw the product and given name of the product if can. The reactant in this is 1. BH3*THF and 2. H2O2, NaOH
When comparing the spectra for the starting material and the product - where do you observe the biggest change(s)? 2-hydroxy-3-methoxybenzaldehyde 13C-NMR (400 MHz, Chloroforat)- - 196.60 - 151.66 - 148.31 124.54 120.79 119.56 117.95 77.34 CDC13 77.02 CDC13 76.71 CDC3 77.23 -4000 DE'95 — - 3500 3000 2500 2000 1500 1000 500 210 200 190 180 170160 150 140 130 120 110 100 90 fi (ppm) 80 70 60 50 40 30 20 10 0 -10 -o zoo OH O...
13. What results would be expected if the following tests were carried out on 4- hydroxy-3-methoxybenzaldehyde ? (Explain your answers.) (a) H2O solubility (b) Tollens' test (c) Benedict's test 14. What practical applications might be made of the Tollen's reaction? 15. An unknown compound has a chemical formula of C3H.O. When chromic acid (containing chromate ions) was added to the unknown, the solution remained orange. The unknown was soluble in water. When NaOH and Kl/iodine were added to the unknown,...
13. What results would be expected if the following tests were carried out on 4- hydroxy-3-methoxybenzaldehyde ? (Explain your answers.) (a) H2O solubility (b) Tollens' test. (c) Benedict's test 14. What practical applications might be made of the Tollen's reaction? 15. An unknown compound has a chemical formula of C3H60. When chromic acid (containing chromate ions) was added to the unknown, the solution remained orange. The unknown was soluble in water. When NaOH and KI/iodine were added to the unknown,...
13. What results would be expected if the following tests were carried out on 4- hydroxy-3-methoxybenzaldehyde ? (Explain your answers.) (a) H20 solubility (b) Tollens' test. Tonarolo do do so to the blood to barato (c) Benedict's test to be wortelno) 14. What practical applications might be made of the Tollen's reaction? Sie al lontorite bons mood) 15. An unknown compound has a chemical formula of CH.O. When chromic acid (containing chromate ions) was added to the unknown, the solution...
When comparing the spectra for the starting material and
the product – where do you observe the biggest
change(s)?
2-hydroxy-3-methoxybenzoic acid HN MR (600 MHz, DMSO-do) -251DMS0-d6 -13.96 1139 ;2.38 7:21 7.20 L89- 6.85 17.36 .6.84 380 он он ܢ0-Hac 0.98- ܓ104 107z 3.00- 14.5 14.0 13.5 13.0_12.5 12.0 115 11. 010.5_10.0 9. 5 _8.0 7. 5 7 . 0 6.5 _6. 0 5 . 5 5 .0 4. 5 4 .0 _3.5 _3.0 _2.5 9.0 _8.5 f1 (ppm) 2-hydroxy-3-methoxybenzaldehyde...
When comparing the spectra for the starting material and
the product – where do you observe the biggest
change(s)?
2-hydroxy-3-methoxybenzoic acid HN MR (600 MHz, DMSO-do) -251DMS0-d6 -13.96 1139 ;2.38 7:21 7.20 L89- 6.85 17.36 .6.84 380 он он ܢ0-Hac 0.98- ܓ104 107z 3.00- 14.5 14.0 13.5 13.0_12.5 12.0 115 11. 010.5_10.0 9. 5 _8.0 7. 5 7 . 0 6.5 _6. 0 5 . 5 5 .0 4. 5 4 .0 _3.5 _3.0 _2.5 9.0 _8.5 f1 (ppm) 2-hydroxy-3-methoxybenzaldehyde...
3. Write a detailed mechanism to yield 3-methyl-2-oxacyclopentanone. What is the hydroxy acid (starting material) for this lactone formation? Hydroxy acid
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