Lesson 10 – Orgo I
Team Tsoi
Dr. Mai Yin Tsoi
Georgia Gwinnett College
September 24, 26, 2008
EAR – Hear Ye, Hear Ye!
• Draw curved arrow mechanism for the
reaction of 2-methylpropene and acidcatalyzed water
• We’re going to see this pattern…over and
over and over…
Do you see a pattern?
So, You Try!
• P 201, Problem 6.15 and 6.16
Mystery of the Day…
Other examples…
• 1-methylcyclohexene + HBr  1-bromo-1methylcyclohexane
But Then…
Hmmmm….
Markovnikov’s Rule
You Try… (p 200)
Answer:
You Try…
Answer:
P 203, 6.17
Now, WHAT happened here?!?
You TRY…
• Propose the products for:
• 3,3-dimethyl-1-butene + HCl 
You Try…p 208, 6.20
What to do WITH alkenes?
• Dehydrohalogenation
• dehydration
What’s the Mechanism?
You Try…
• P 223, 7.1