polychemist - 9-1-2008 at 10:38
Dear all,
I want to improve the solubility of my compound in water what kind of group can I attach to it?
Thanks!
microcosmicus - 9-1-2008 at 10:39
What is the compound?
Fleaker - 9-1-2008 at 11:04
We're scientists, not psychics. What is the compound, what is its structure?
Phosphor-ing - 9-1-2008 at 11:17
Hydroxide usually but what is your compound?
But then again attaching anything to your compound, and it won't be the same compound!! So we really need to know what your talking about to determine
what, if anything, would be the correst answer for your application
[Edited on 9-1-2008 by Phosphor-ing]
polychemist - 9-1-2008 at 11:20
Thanks for the reply!
Let's take 4-bromomethyl-benzaldehyde for example, I want to improve the solubility of this compound in water by the substitution of the bromine with
hydrophilic groups.
What kind of groups should I use?
JohnWW - 9-1-2008 at 11:30
Better still, you could add an highly polar -COOH group, more polar than -OH or =C=O, by in the first instance forming a cyanohydrin by nucleophilic
reaction with cyanide (NaCN or HCN or KCN, in the presence of H2SO4) of a ketone or aldehyde, and then the acid hydrolysis of the cyanohydrin.
However, an aldehyde or ketone would have to be made first, and It also adds an extra C atom.
polychemist - 9-1-2008 at 11:45
I do not want to have the carboxylic acid in my system, because my system is acid labile, I believe alcohol is better!
Dr. Beaker - 9-1-2008 at 14:03
Introduction of polar ionic groups would rander even highly hydrophobic molecule water soluble.
adding NR4+ or SO3- groups would do the job (as those groups are used in detergents)
Nicodem - 9-1-2008 at 14:09
Alkylate triethylamine with it to make the quat salt of it.
PS: Actually, your questions makes no sense since you never stated what will you use the compound for. Any modification will make a totally different
compound with different properties and most probably useless for the use you plan for it.
polychemist - 11-1-2008 at 11:16
Do not worry my friend, the most import feature of my coumpound is acid labile and if I improve the water solubility it will not affect the molecule!
Nicodem - 11-1-2008 at 13:59
Well, I still wander if you are aware of the absurdity of your question. The thing is that if you chemically change a compound, you simply get another
compound. So you don't improve the solubility of your compound, but obtain another one with different solubility properties.
Why don't you just use a cosolvent like everyone else does?
Anyway, making a quat salt of your benzyl bromide gives a still neutral (but different!) ionic compound relatively well soluble in water.