Destroyer OChem #80

Started by Cannonbolt
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Cannonbolt

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Referring to the second step - the bulky base makes this an E2 reaction right? So why does the double bond form terminally? I know that if the approach of the bulky base is sterically hindered, then it will pull a hydrogen off the most accessible beta-carbon, rather than obeying Zaitsev's rule. But the halide is secondary - what is the limit of acceptable steric hindrance before the major product forms contrary to Zaitsev's rule?

Thanks
 
You concern too much, here is the rule:
For oxirane, if it's in acid, attack the more substituted C; if it's in base, attack the least substituted C.
In #80, cuz H+, so it's in Acid, that's why most substituted C was attacked.