Solution Found!
Which of the following pure compounds can form hydrogen bonds? Which can form hydrogen
Chapter 2, Problem 2-31(choose chapter or problem)
Which of the following pure compounds can form hydrogen bonds? Which can form hydrogen bonds with water? Which ones do you expect to be soluble in water?
(a) \(\left(\mathrm{CH}_{3} \mathrm{CH}_{2}\right)_{2} \mathrm{NH}\)
(b) \(\left(\mathrm{CH}_{3} \mathrm{CH}_{2}\right)_{3} \mathrm{N}\)
(c) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{OH}\)
(d) \(\left(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2}\right)_{2} \mathrm{O}\)
(e) \(\mathrm{CH}_{3}\left(\mathrm{CH}_{2}\right)_{3} \mathrm{CH}_{3}\)
(f) \(\mathrm{CH}_{2}=\mathrm{CH}-\mathrm{CH}_{2} \mathrm{CH}_{3}\)
(g) \(\mathrm{CH}_{3} \mathrm{COCH}_{3}\)
(h) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{COOH}\)
(i) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CHO}\)
(j)
(k)
(l)
Questions & Answers
QUESTION:
Which of the following pure compounds can form hydrogen bonds? Which can form hydrogen bonds with water? Which ones do you expect to be soluble in water?
(a) \(\left(\mathrm{CH}_{3} \mathrm{CH}_{2}\right)_{2} \mathrm{NH}\)
(b) \(\left(\mathrm{CH}_{3} \mathrm{CH}_{2}\right)_{3} \mathrm{N}\)
(c) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{OH}\)
(d) \(\left(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2}\right)_{2} \mathrm{O}\)
(e) \(\mathrm{CH}_{3}\left(\mathrm{CH}_{2}\right)_{3} \mathrm{CH}_{3}\)
(f) \(\mathrm{CH}_{2}=\mathrm{CH}-\mathrm{CH}_{2} \mathrm{CH}_{3}\)
(g) \(\mathrm{CH}_{3} \mathrm{COCH}_{3}\)
(h) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{COOH}\)
(i) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CHO}\)
(j)
(k)
(l)
Step 1 of 13
When a molecule contains hydrogen attached to the most electronegative atom (oxygen, fluorine, and nitrogen), it can form a dipole-dipole interaction between the hydrogen atom of one molecule and the non-bonding electrons of the electronegative atom. This bonding is known as hydrogen bonding.
The hydrogen bond formation can be recognized if the organic molecule contains \(\mathrm{N}-\mathrm{H}\) or \(\mathrm{O}-\mathrm{H}\) bonds. Also, if the organic molecule can form a hydrogen bond with water, they are soluble in water.