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) |
Is maleic acid a stronger acid than fumaric acid?
Since after deprotonating the first time, maleic acid forms a stable anion, while fumaric acid cannot, [1] of maleic is higher than of fumaric. For the same reason, of fumaric acid is higher than of maleic.
What is the difference between maleic acid and fumaric acid?
Maleic acid is the cis isomer of butenedioic acid, whereas fumaric acid is the trans isomer. Maleic acid is soluble in water whereas fumaric acid is not and the melting point of maleic acid (130 – 131 oC) is also much lower than that of fumaric acid (287 oC).
Why is maleic acid more stable than fumaric 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 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.
Which acid is strongest acidic acid maleic acid malonic acid?
Formic acid being the strongest acid, acetic acid is about 10 times less acidic in comparison with formic acid. Formic acid being the strongest acid, acetic acid is about 10 times less acidic in comparison with formic acid.
How maleic acid & fumaric acid differ in terms of geometrical isomerism?
Maleic acid and fumaric acid are geometrical isomers. Geometrical isomerism is possible when different groups are attached to the double bonded carbon atoms. An important distinction to make here is that maleic acid is the cis isomer, whereas fumaric acid is the trans isomer.
Why are the melting point of maleic acid and fumaric acid different?
In maleic acid the intermolecular forces are weak, while in fumaric acid they are much stronger. Obviously, maleic acid, with much weaker intermolecular forces, needs less heat to separate the molecules, hence has lower melting point.
Which is more acidic maleic or formic acid?
So, Oxalic acid (COOH-COOH) is more acidic than formic acid (HCOOH). Malonic acid, (COOH−CH2−COOH) is less acidic than oxalic acid because of the intervening presence of −CH2 group and succinic acid (COOH−CH2−CH2−COOH) which is much weaker than (COOH−CH2−COOH).
What is the pKa of phenol?
10.0
The pKa value for phenol is 10.0, and two series of substituted phenols are given: 2-fluorophenol, 3-fluorophenol, and 4-fluorophenol have pKa values of 8.7, 9.3, and 9.9, respectively; 2-nitrophenol, 3-nitrophenol, and 4-nitrophenol have pKa values of 7.2, 8.4, and 7.2, respectively.
How do you find the pKa of acetic acid?
The pKa value of acetic acid is determined by plotting pH titration curve. hydrogen ion concentration, perform a pH titration of a weak acid with a strong base.
Why is maleic acid stronger than fumaric acid?
Maleic acid is stronger than fumaric acid because? Maleic acid, being a cis-isomer is capable of forming intra-hydrogen bond after losing H + ion, making the conjugate base much stable than the trans form (fumaric acid) because both the oxygen atoms have strong interaction with the remaining H -atom.
What is the difference between maleic acid and butenedioic acid?
Maleic acid is an organic compound which is a dicarboxylic acid (molecule with two carboxyl groups). Maleic acid is the cis isomer of butenedioic acid, whereas fumaric acid is the trans isomer. The cis isomer is the less stable one of the two; the difference in heat of combustion is 22.
Which type of hydrogen bonding is not possible in maleic acid?
Maleic acid exhibits the intramolecular hydrogen bonding that is not possible in fumaric acid for geometric reasons. these intramolecular hydrogen bonds make it difficult to release hydrogen to act as an acid. Thus, Statement-I is True, Statement-II is False
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%.