[Fzang]

Sorry for making another topic so soon but this question is the question I cannot outthink.



Compound reacts with equivalent amount of HCl. Where will hydrogen go? Both intermediates are tertiary carbocations. I'm leaning a tiny bit towards the one to the right, because I guess R-CH2-R is ever so slightly more stable than CH3-R. Yes? but then there's also Markovnikovs rule ringing my bells, even though it's a thumb rule rather than a any sort of law.

[MissPhosgene]

Yes, the one on the right. Zaitsef's rule.

[orgopete]

It's the one on the left. Although both are tertiary, the one on the left is tertiary and allylic, hence most stable.

[MissPhosgene]

It's the one on the left. Although both are tertiary, the one on the left is tertiary and allylic, hence most stable.

That's right. I was thinking about the resultant product, not the intermediate. That was really dumb. More sleep.

[Fzang]

It's the one on the left. Although both are tertiary, the one on the left is tertiary and allylic, hence most stable.

I see, thanks

[kunjal8015]

one on the left, pi bonds are formed with 2ndary carbon and tertiary carbonation