8. when 2-Methyl propene reacts with HCl:
What are the structures of the two possible
intermediate carbocations?
(i) Which of the two ions is the more stable?
(II) What will be the major product of the
reaction between 2-Methyl propene and
HCI?
Answers
Answer:
2-methylpropene , or isobutylene… And our ability to represent it on this editor will be tested. And so we got…
H2C1=C(CH3)2
Now the reaction with deuterium chloride can yield TWO intermediates…the D+ electrophhile reacts with the electron-rich olefin to form 2 possible carbocations…(D≡2H … I used this so we can differentiate the added hydrogen)…
H2DC−C+(CH3)2
ELSE
H2C+−C(D)(CH3)2
Now the former is a tertiary carbocation, and thus should be a more stable, and longer-lived intermediate than the primary carbocation alternative. This is due to electronic reasons, and also sterics, in that this tertiary centre is better protected by reason of the bulk of the adjacent methyl groups. And accordingly, this is a lower energy pathway, and so the 2-substitution product, …
H2DC−(Cl)C(CH3)2