April 25, 2024, 08:18:43 PM
Forum Rules: Read This Before Posting


Topic: Why is ethanol more polar than 1-pentanol?  (Read 14185 times)

0 Members and 1 Guest are viewing this topic.

Offline english

  • Chemist
  • Full Member
  • *
  • Posts: 534
  • Mole Snacks: +31/-10
  • Gender: Male
  • grad student
Why is ethanol more polar than 1-pentanol?
« on: September 02, 2006, 02:58:14 AM »
I know that this must have something to do with the length of the alkyl group attached to -OH.

Could someone tell me why?  I will give my assumption first, since I'm such a thinker  :P

C-H bonds are nonpolar, but I'm assuming that as C-H bonds become more numerous, electron induction has to occur over a longer molecular distance and thus the negative end of the dipole, in this case the -OH end, has a "harder time" attracting the electrons towards itself.

So CH2CH3OH must be more polar than CH3CH2CH2CH2CH2OH right?

Offline GSR

  • Regular Member
  • ***
  • Posts: 48
  • Mole Snacks: +9/-1
  • Gender: Male
  • Have Courage and Follow Your Own Path!
Re: Why is ethanol more polar than 1-pentanol?
« Reply #1 on: September 02, 2006, 07:27:45 AM »
hi,

you are partially correct.  -OH group is hydrophilic and alkyl group is lipophilic.when we consider the effect of alkyl group on solubility for lower members of the series the -OH group constitutes a large portion of the molecule, and these compounds are miscible with water. but, as the number of carbons increases, the solubility steadily decreases. a long chain with an -OH at one end of it is mostely hydrocarbon and its solubility is less.

the solubility of ethanol  ( in g/ 100g H2O) is infinity, whereas for 1-pentanol it is 2.3.

cheers
GSR


Sponsored Links