Is there a difference in polarity between maleic acid and fumeric acid?

In summary, the conversation discusses the concept of retention factor (Rf) in a TLC experiment, where maleic acid has an Rf of 1.4 and fumaric acid has an Rf of 4.5. The general understanding is that a longer Rf indicates a less polar solvent, but the conversation also mentions conflicting information about the polarity of maleic acid being the same as fumaric acid. However, it is noted that Rf is a value specific to a solvent-substance-stationary phase combination and does not reflect the polarity of the substances themselves.
  • #1
MarcL
170
2
I was wondering because I did a TLC experiment where maleic acid has a RF of 1.4 and fumeric acid has an Rf of 4.5. Everywhere says that a longer Rf means that the solvent is less polar than a smaller Rf solvent. However I read somewhere else that Maleic acid has the same polarity as fumeric acid.

thanks for the help guys
 
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  • #2
As you were already told elsewhere, Rf is typically reported as belonging to 0..1 range, so the values you have listed look strange.

Rf is not a property of a solvent, it is a value characteristic of a solvent/substance/stationary phase triplet.

Neither maleic nor fumaric (note the spelling) acid are liquid at room temperature, so neither of them was a solvent here.

Hard to answer the question, when there is so much confusing data in your post.
 
  • #3
Fumaric acid has lesser polarity than maleic acid as in fumaric acid polarities of the two-COOH groups get canceled so there is polarity only due to the two -H whereas in maleic acid the polarities of the two -COOH groups get added along with polarities of the two -H
 

1. What are maleic acid and fumaric acid?

Maleic acid and fumaric acid are both organic compounds that contain a carboxylic acid functional group. They have the same chemical formula (C4H4O4) but differ in their molecular structure.

2. What is polarity?

Polarity is a measure of the separation of positive and negative charges within a molecule. A molecule is considered polar if it has an uneven distribution of charge, with one end being more positive and the other end being more negative.

3. Is there a difference in the polarity between maleic acid and fumaric acid?

Yes, there is a difference in polarity between maleic acid and fumaric acid. Maleic acid has a higher polarity due to its cis configuration, which causes an uneven distribution of charge. Fumaric acid has a lower polarity because its trans configuration results in a more symmetrical distribution of charge.

4. How does polarity affect the properties of maleic acid and fumaric acid?

The difference in polarity between maleic acid and fumaric acid affects their physical and chemical properties. Maleic acid is more soluble in water and has a lower melting point, while fumaric acid is less soluble in water and has a higher melting point. Additionally, maleic acid is a stronger acid than fumaric acid due to its higher polarity.

5. What are the practical applications of understanding the polarity difference between maleic acid and fumaric acid?

Understanding the polarity difference between maleic acid and fumaric acid is important in various industries, such as pharmaceuticals, food production, and cosmetics. It can help in the development of more effective drugs, food additives, and skincare products. Additionally, knowledge of polarity can also aid in the separation and purification of these compounds in laboratory settings.

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