What are the solubility rules when you have Nitrogen on Carbon chain?
-
CycleTrack and SDN are teaming up to make medical school admissions more transparent and accessible! Read the announcement to learn how we’re supporting the future of CycleTrack’s free application-tracking tools .
Organic Chemistry Question
Started by IranBrooklyn77
Get help with your application
Use all the free resources available to you from SDN: articles, guides, expert advising, forums discussions, and school research.
If theres hydrogens on the nitrogen, its generally soluble.
Tertiary amines are somewhat soluble (limited to really short C-chain compounds).
(not exactly sure what you want to know beyond this but lemme know)
Tertiary amines are somewhat soluble (limited to really short C-chain compounds).
(not exactly sure what you want to know beyond this but lemme know)
In general a carbon chain with 3 carbons or less with a nitrogen or oxygen is soluble in water. If 4 carbons it's borderline. Anything beyond that is not very soluble.
Hope this helps.
Dr. Romano
It is sparingly soluble in water (6.9 g/100 mL). As I stated,,,,,,when you hit the " magic " number of 4,,,,,water solubility begins to decrease and Van Der Waals forces DOMINATE hydrogen bonding. For the past 35 years, I was always most successful using THF......this cyclic ether is also 4 carbons...BUT......the carbons are " pulled back " due to the cyclic structure....and dissolves wonderfully with water !!!! With branching or in a cyclic structure, hydrogen bonding is able to compete more effectively against the Van Der Waals forces.
I hope this helps
Dr. Romano
Just to be clear if we do comparison between Ethanol and pentanol than Ethanol would be more water soluble? Is that correct
