November 26, 2020, 10:58:52 AM
Forum Rules: Read This Before Posting


Topic: Why are acetanilide and phenacetin soluble in dichloromethane?  (Read 409 times)

0 Members and 1 Guest are viewing this topic.

Offline midas44

  • New Member
  • **
  • Posts: 3
  • Mole Snacks: +0/-0
Why are acetanilide and phenacetin soluble in dichloromethane?
« on: October 04, 2020, 08:56:26 PM »
In my Panacetin lab I understand that sucrose is insoluble in dichloromethane. I also understand that dichloromethane is technically polar but can be considered nonpolar. If it is technically polar why can it not dissolve glucose but can dissolve acetanilide and phenacetin, which are both polar molecules?

I only ask because I have to explain their intermolecular forces. If phenacetin and acetanilide are polar, then they have dipole-dipole forces at play and also hydrogen bonds. But if they are polar why does sucrose not dissolve in DCM but acetanilide and phenacetin can?

Offline chenbeier

  • Sr. Member
  • *****
  • Posts: 1203
  • Mole Snacks: +88/-21
  • Gender: Male
Re: Why are acetanilide and phenacetin soluble in dichloromethane?
« Reply #1 on: October 05, 2020, 01:18:22 AM »
Sugar has to many OH groups and these make Hydrogen bonds so it's way to dissolve in water.DCM is even it has the 2 chlorine a more or less non polar compound. It make. No hydrogen bonds. So sugar is insoluble.

Offline Babcock_Hall

  • Chemist
  • Sr. Member
  • *
  • Posts: 4398
  • Mole Snacks: +269/-18
Re: Why are acetanilide and phenacetin soluble in dichloromethane?
« Reply #2 on: October 05, 2020, 10:02:29 AM »
One thing to keep in mind in assessing overall polarity is the relative sizes of the polar and non-polar portions of a molecule.

Offline midas44

  • New Member
  • **
  • Posts: 3
  • Mole Snacks: +0/-0
Re: Why are acetanilide and phenacetin soluble in dichloromethane?
« Reply #3 on: October 06, 2020, 10:42:46 AM »
One thing to keep in mind in assessing overall polarity is the relative sizes of the polar and non-polar portions of a molecule.

So how does this make it soluble in DCM but sucrose is insoluble?

Offline midas44

  • New Member
  • **
  • Posts: 3
  • Mole Snacks: +0/-0
Re: Why are acetanilide and phenacetin soluble in dichloromethane?
« Reply #4 on: October 06, 2020, 10:43:03 AM »
Sugar has to many OH groups and these make Hydrogen bonds so it's way to dissolve in water.DCM is even it has the 2 chlorine a more or less non polar compound. It make. No hydrogen bonds. So sugar is insoluble.

I'm sorry, what?

Offline Babcock_Hall

  • Chemist
  • Sr. Member
  • *
  • Posts: 4398
  • Mole Snacks: +269/-18
Re: Why are acetanilide and phenacetin soluble in dichloromethane?
« Reply #5 on: October 06, 2020, 11:06:50 AM »
One thing to keep in mind in assessing overall polarity is the relative sizes of the polar and non-polar portions of a molecule.

So how does this make it soluble in DCM but sucrose is insoluble?
Sucrose has many -OH groups and no hydrocarbon portions; therefore, it has no non-polar regions.  What about phenacetin?

Offline GabrielTojo

  • New Member
  • **
  • Posts: 7
  • Mole Snacks: +0/-0
Re: Why are acetanilide and phenacetin soluble in dichloromethane?
« Reply #6 on: October 23, 2020, 08:02:53 PM »
Dichloromethane is very non polar.

Sponsored Links