Is maleic acid a stronger acid than fumaric acid?
Is maleic acid a stronger acid than fumaric acid?
Therefore, the correct answers are an option (a)- Fumaric acid shows intermolecular H-bonding and (d)- Maleic acid shows chelation or intermolecular H-bonding. Note: The maleic acid or the cis-form of butenedioic acid is less stable than the Fumaric acid or the trans form of butenedioic acid.
What is the pKa of fumaric acid?
3.03
Properties
| Property | Value | Source |
|---|---|---|
| boiling point (°C) | 522 °C | PhysProp |
| water solubility | 7000 mg/L (at 25 °C) | US EPA (1981) |
| logP | 0.46 | HANSCH,C ET AL. (1995) |
| pKa | 3.03 (at 18 °C) | LIDE,DR (1996) |
What is the pKa value of maleic acid?
1.910 6.332
E5: Acid Dissociation Constants of Organics
| Compound | Conjugate Acid | pKa |
|---|---|---|
| maleic acid | 1.910 6.332 | |
| malic acid | 3.459 (COOH) 5.097 (COOH) | |
| malonic acid | HOOCCH2COOH | 2.847 5.696 |
| methionine (μ = 0.1 M) | 2.20 (COOH) 9.05 (NH3) |
Why is fumaric acid more stable than maleic acid?
Fumaric acid being the trans isomer will have the least steric hindrance as the carboxylic acid groups will be on the different sides of the double bonds causing the least electronic repulsion. Hence will be more stable as compared to Maleic acid.
Why is maleic acid more soluble in water?
Maleic acid is soluble in water because both water and Maleic acid are polar, so their interactions are stronger. D. Maleic acid is soluble in water because both water and Maleic acid are non-polar, so their interactions are stronger.
Why are maleic acid and fumaric acid different compounds?
The key difference between maleic acid and fumaric acid is that maleic acid is the cis-isomer of butenedioic acid, whereas fumaric acid is the trans-isomer. Moreover, maleic acid forms weak intramolecular hydrogen bonds and has a much lower melting point than fumaric acid.
What is the pH of fumaric acid?
3.19
pH of Organic Acids and Salts
| Formula | Name | 1 mM |
|---|---|---|
| C7H6O4 | gentisic acid | 3.21 |
| C7H6O3 | salicylic acid | 3.21 |
| C4H4O4 | fumaric acid | 3.19 |
| C4H6O6 | DL-tartaric acid | 3.19 |
What is the pKa of phosphoric acid?
The three pKa values for phosphoric acid (from the CRC Handbook of Chemistry and Physics) are 2.16, 7.21, and 12.32.
Why is maleic acid unstable?
Maleic acid and fumaric acid do not spontaneously interconvert because rotation around a carbon carbon double bond is not energetically favourable. However, conversion of the cis isomer into the trans isomer is possible by photolysis in the presence of a small amount of bromine.
What is the pH of maleic acid?
Pricing & Availability
| Physicochemical Information | |
|---|---|
| Density | 1.59 g/cm3 (20 °C) |
| Melting Point | 130 – 135 °C |
| pH value | 1.3 (100 g/l, H₂O, 20 °C) |
| Vapor pressure | <0.1 hPa (20 °C) |
Which is more maleic acid or fumaric acid?
Statement-I: pka1of fumaric acid is more than maleic acid. Because Statement-II: Conjugate base of fumaric acid is stabilised by intramolecular H-bonding. A Statement-I is True, Statement-II is True ; Statement-II is a correct explanation for Statement-I
Why is maleic acid a dicarboxylic acid?
It is a dicarboxylic acid because it has two carboxylic groups per molecule. It is an isomer of fumaric acid. The molar mass of maleic acid is 116.072 g/mol. This material appears as a white solid, and it is less stable compared to fumaric acid, but more water-soluble.
The pKa values of fumaric acid are 3.03 and 4.54, indicating that this compound will exist almost entirely in anion form in the environment and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts.
What is fumaric acid made from?
Maleic acid or maleic anhydride, especially the maleic acid -containing wash water from the production of maleic anhydride or phthalic anhydride, serves as starting material for the manufacture of fumaric acid. The maleic acid concentration should be at least 30%.