[Mimic]

During the solubility test in the Organic Chemistry laboratory, I tested the one of parabromobenzaldehyde. In water, it is insoluble because the preponderant part of the molecule is lipophilic, and furthermore it is not soluble in 10% NaOH nor in 10% HCl. The only solvent in which it is soluble was the 96% sulfuric acid. Can you explain the reasons for the non-solubility in NaOH and HCl, and the reactions that occur with sulfuric acid?

Thanks in advance

[wildfyr]

What do you think? We are happy to help, but you have to give it a real shot yourself first per our forum rules (red link at the top of the page).

[Mimic]

I looked in all the texts but I did not find anything could help me  no mention of the reactions between the listed solvents and aldehydes

[wildfyr]

Concentrated sulfuric acid is so reactive that its a little generous to call it a solvent. What reactions do you know that involve concentrated sulfuric acid?

PS. Did you heat the solution?

[Mimic]

No, but the reaction was accompanied by heat development and the formation of a very intense red color