Question

Which carbocation is the most stable carbocation?

Answer 1

@Kainui Can I ask for your help?

Answer 2

the more steric hindrance there is, the better?

Answer 3

Oh B is more stable since there are more carbon atoms to balance out the charge to make it more neutral, hence less reactive. Steric hindrance is possibly a slight contributing factor as well, but the electron donating nature of the extra alkyl group is really more important.

Answer 4

@Kainui Thanks allot!

Answer 5

recommend on 3 different methods to synthesize this compound

Answer 6

I thought grignard reagent might be a good idea, NU attacking and hydratation

Answer 7

@Kainui Can I please ask you if I draw that all right? I'm a bit indecisive on how to do that tbh

Answer 8

I can't tell if you've drawn it correctly since I don't know the name of the compound. It looks like it should be 1-methyl-1-cyclopentanol, but it might have some alternate namings as well. How would you create this with a grignard, I think that it is a good idea, but how are you planning it? =)

Answer 9

hmmmmmmm to start with a carbonyl bond

Answer 10

I'll draw this in a sec

Answer 11

oh right that's impossible

Answer 12

How is this impossible? This looks good to me, unless I'm forgetting something?

Answer 13

maybe with hydratation?

Answer 14

the methyl group

Answer 15

We are two steps away from completing this, remember that Grignards have to be in an anhydrous environment, otherwise they won't work. So if we hydrate it before trying to use the grignard, it won't work at all. That's why we use ethers with grignards because they're polar solvents and they won't mess up the practically ionic alkyl group which is really just a deprotonated alkyl group. It'll act as a base much more quickly than as a nucleophile if given the opportunity.

Answer 16

how do you still remember that? and thanks allot!

Answer 17

so grignard reagent does make sense here, I don't why I thought it's not gonna work

Answer 18

and SN! is another alternative right?

Answer 19

Well I've used Grignards before in the lab, and I remember how we had to dry them out over night in an oven so that there wouldn't be even any condensation from the air in them!

Answer 20

Well I found 3 alternate routes using only grignards to do this reaction.

Answer 21

OH-

Answer 22

wow seriously?

Answer 23

Are you comfortable with curved arrow notation? That's really the most important skill to have in organic chemistry.

Answer 24

It's ok if you're not, I don't know many people who are haha.

Answer 25

I'm afraid I'm not familiar with that term

Answer 26

How much time do you have and how interested are you in understanding organic chemistry? =D

Answer 27

lol can you please elucidate? Maybe it's something I do know with a different name

Answer 28

Very much so

Answer 29

I feel I don't study enough chem during my undergrad studies

Answer 30

I am actually thinking about moving to chemistry next year instead of biotechnology

Answer 31

Ahh cool, I actually did that, I was a biochemistry student that moved over to chemistry, I just graduated in december. Can you draw resonance structures?

Answer 32

of the same structure or generally?

Answer 33

really? cool!

Answer 34

Like this, using these kinds of arrows