Why is methyl red soluble in water AND ether?

Click For Summary

Discussion Overview

The discussion revolves around the solubility of methyl red in both water and ether, exploring the underlying reasons for this behavior. Participants consider its chemical structure, potential ionization, and implications for its use as an indicator in laboratory settings.

Discussion Character

  • Exploratory
  • Technical explanation
  • Debate/contested

Main Points Raised

  • One participant expresses confusion about methyl red's solubility in both water and ether, initially predicting it would only dissolve in ether based on its structure, which includes a carboxylic group and aromatic components.
  • Another participant questions whether methyl red can become ionized, suggesting this could influence its solubility.
  • A participant notes that methyl red is an indicator and suggests that its solubility in ether is not surprising, given the miscibility of water and ether to some extent. They propose that interesting observations could arise from the color changes when acids or bases are added, emphasizing the need for anhydrous conditions.
  • A later reply reiterates the idea of color changes in different phases and mentions reading that methyl red is soluble in ether but miscible in water, questioning the relevance of this information.
  • One participant asserts that methyl red cannot ionize in distilled water due to its pKa of 4.95, suggesting it remains uncharged and may predominantly reside in the ether layer in a mixed solution.

Areas of Agreement / Disagreement

Participants express differing views on the ionization of methyl red and its implications for solubility. There is no consensus on the reasons for its solubility in both solvents, and the discussion remains unresolved regarding the influence of ionization and the conditions affecting color changes.

Contextual Notes

Participants reference the chemical structure and properties of methyl red, including its pKa, but do not reach a definitive conclusion about its solubility mechanisms or the significance of the observed behaviors in the lab context.

vetgirl1990
Messages
85
Reaction score
3
Please post this type of questions in the HW section using the template.
I just had an extraction lab, and am confused how methyl red is soluble in both water and ether.
My prediction was that methyl red would be only soluble in ether, but it actually dissolved into both layers. Looking at it's structure, it has a carboxylic group on one end, attached to a chain consisting of aromatics with some nitrogens. Any suggestions or guidance?
 
Physics news on Phys.org
Can it get ionized?
 
As it is an indicator I don't need to know its structure to answer that question! :oldbiggrin:
I wouldn't be so surprised about it dissolving in ether - after all water and ether are up to a point miscible.
Since this was in the lab it occurred to me that there could be some slightly interesting physical chemistry observations and predictions about the colour when you dissolve some acids or bases in the ether with it -but everything would need to be absolutely anhydrous for this to be significant.
I wonder, could you find conditions where it is a different colour in the two phases?
 
epenguin said:
As it is an indicator I don't need to know its structure to answer that question! :oldbiggrin:
I wouldn't be so surprised about it dissolving in ether - after all water and ether are up to a point miscible.
Since this was in the lab it occurred to me that there could be some slightly interesting physical chemistry observations and predictions about the colour when you dissolve some acids or bases in the ether with it -but everything would need to be absolutely anhydrous for this to be significant.
I wonder, could you find conditions where it is a different colour in the two phases?
Well doing a little bit of reading, I found out that in it's solid phase, methyl red is soluble in ether, but miscible in water... not sure if this is relevant at all to my observations.
 
Borek said:
Can it get ionized?
No it can't. The pKa of methyl red is 4.95, so in distilled water it does not ionize. So I am guessing then, that in a solution of ether and water, it will remain in it's uncharged state, and only be found in the ether layer?
 

Similar threads

  • · Replies 1 ·
Replies
1
Views
5K
  • · Replies 7 ·
Replies
7
Views
5K
Replies
1
Views
7K
  • · Replies 3 ·
Replies
3
Views
3K
  • · Replies 5 ·
Replies
5
Views
4K
  • · Replies 7 ·
Replies
7
Views
6K
  • · Replies 18 ·
Replies
18
Views
6K
  • · Replies 21 ·
Replies
21
Views
6K
Replies
3
Views
6K
Replies
1
Views
4K