2 10 a arrange the following carbocations in order of...

2. (10%) a) Arrange the following carbocations in order of increasing stability (#1 is lowest): OCH3 HCH3 CH3 CH HC -CH3 b) Indicate if the following compounds are aromatic, anti-aromatic, or not aromatic. If not aromatic or anti-aromatic indicate reasons why? H c) Draw the chair conformations for trans-1-tert-butyl-2-methylcyclohexane. Indicate which is more stable. Explain.

Transcript

00:01 Alright, so in this question we're going to be talking about the stability of carbocations and how to determine which is the most stable and which is the least stable.

00:08 So before we do anything, we want to talk about resonance.

00:13 Resonance is the movement of electrons within a molecule.

00:23 It's kind of a fundamental of organic chemistry, so we're just going to kind of keep it at that.

00:28 So before we look at anything, i think we want to see which ones have possible resonance forms and which ones don't.

00:38 In order to do that, we need to see which ones have double bonds next to a single bond or are within an aromatic ring.

00:46 So to start, this one right here is impossible to have any sort of resonance structure because there's nowhere for this charge to move to over over here, it's just impossible.

00:58 So this one is already out.

01:00 Now, next case, all three of these remaining molecules have resonance structures, and we just wanna see which one has more than the other.

01:09 So we're gonna look at this one right here, this three carbon.

01:13 One resonance structure that we can have is this double bond would break, or not break, but the electrons would move to the other bond, creating a resonance structure.

01:22 So what that would look like is double bonded to the ch2.

01:30 So this is a resonance structure.

01:32 That's one resonance structure...

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