Zaitsev's rule

[kimcath2]

Hi guys.

I was watching Chad's video (part 2-2) and noticed that one of Detroyer questions is not following the Zaitsev's rule.

Chad specifically said that the anti-Zaitsev's rule ONLY applies to tertiary halide with a bulky base. but on Destroyer (Jan. 2009 edition), #100 has secondary halide with a bulky base and the double bond folded to the less substitute side (anti-zaitsev's rule). Can someone please confirm with me which one's correct?

Thanks!

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[UCB05]

can you give us the exact reagents?

 

[Cool Beans]

Hi guys.

I was watching Chad's video (part 2-2) and noticed that one of Detroyer questions is not following the Zaitsev's rule.

Chad specifically said that the anti-Zaitsev's rule ONLY applies to tertiary halide with a bulky base. but on Destroyer (Jan. 2009 edition), #100 has secondary halide with a bulky base and the double bond folded to the less substitute side (anti-zaitsev's rule). Can someone please confirm with me which one's correct?

Thanks!

Hey kimcath2,
There was a really long thread (see link below) on this awhile ago that you're free to read. The synopsis in the end is that Chad was right. But it's a little tricky as some textbooks even have discrepancies on this one issue.

http://forums.studentdoctor.net/showthread.php?t=657765&highlight=zaitsev+t-butoxide