Which of the following molecules can hydrogen bond to...

Which of the following molecules can hydrogen bond to another molecule of itself? Which can hydrogen bond with water? a. CBr$_3$CH$_3$ c. CH$_3$OCH$_3$ e. CH$_3$CH$_2$CH$$_2$CONH$_2$ g. CH$_$3SOCH$_3$ b. CH$_3$NH$_2$ d. (CH$_3$CH$_2)_3$N f. CH$_3$CH$_2$CH$_2$CI h. CH$_3$CH$_2$COOCH$_3$

Which of the following molecules can hydrogen bond to another molecule of itself? Which can hydrogen bond with water?
a. CBr$_3$CH$_3$ c. CH$_3$OCH$_3$ e. CH$_3$CH$_2$CH$$_2$CONH$_2$ g. CH$_$3SOCH$_3$
b. CH$_3$NH$_2$ d. (CH$_3$CH$_2)_3$N f. CH$_3$CH$_2$CH$_2$CI h. CH$_3$CH$_2$COOCH$_3$

Transcript

00:01 This is the answer to chapter three, problem number 39 from the smith organic chemistry textbook.

00:08 And in this problem, we're given eight molecules, and we're asked which of these molecules can hydrogen bond to themselves or to another molecule of the same type? and which of them can hydrogen bond with water? and so remember, in order to be able to hydrogen bond with another molecule of itself, a molecule is going to have to have hydrogens bound to a nitrogen, an oxygen, or a fluorine.

00:40 And in order to hydrogen bond with water, water obviously has the hydrogen bound to an oxygen.

00:46 And so in order to hydrogen bond with water, a molecule is simply going to need to have an oxygen and nitrogen or a fluorine.

00:54 And so with those, i guess, sort of rules in mind, we can look at these eight.

01:01 Molecules.

01:03 So a doesn't have a nitrogen, a hydrogen, or a doesn't have a nitrogen and oxygen or a fluorine at all.

01:09 And so a is going to be able neither to bond, to hydrogen bond with itself or with water.

01:17 So a is neither.

01:19 Looking at b, b has a nitrogen with two hydrogens on it.

01:26 So it can h bond itself or, you know, a second a second molecule of the same type here.

01:35 So this is methylamine.

01:36 So one methylomeine molecule can hydrogen bond with a second methylomein molecule.

01:42 And then also, methylome can hydrogen bond with water because the nitrogen can, well, here, let me just draw it.

01:54 It'll be easier to draw.

01:58 So if we have water there, an h bond can form there between the nitrogen.

02:02 And that hydrogen.

02:04 So self and water for b.

02:08 So looking at c, we do have an oxygen here, but there are no hydrogens on this oxygen.

02:17 So it's not going to be able to hydrogen bond with itself, but the presence of that oxygen will allow it to hydrogen bond with water.

02:26 And so in d, we have a similar situation to c.

02:30 We have a nitrogen atom in this molecule.

02:33 But this nitrogen is not directly bound to any hydrogens.

02:38 So it's not going to be able to bond with another triethylene, which is what this molecule is.

02:44 But it will be able to age bond with water.

02:49 Okay, so moving on to the second page here.

02:52 So for e, we have what looks to be an amide...

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