Can I get an explanation to both answers for the questions attached below in the google doc links?

asked by @laurend64 • 11 months ago • Organic Chemistry • 5 pts

https://drive.google.com/file/d/0BwrM9zUOnF_IYnQwTzF5VW83QXM/view?usp=sharing

https://drive.google.com/file/d/0BwrM9zUOnF_IV3VoSDdsNm1NMlk/view?usp=sharing

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1 answer

Hi there! For 7, this reaction is a conjugated hydrohalogenation which involves a production of 1,4-disubstituted and 1,2-mosubstituted product. The mechanism of 1,4 product requires a less stable intermediate which means it requires a very high energy intermediate. Check out Johnny's video on Conjugated Hydrohalogenation here: https://www.clutchprep.com/organic-chemistry/conjugated-hydrohalogenation/?c_id=14874

For 8, oxygen there has partial positive charge because it exceeds its bonding preference of 2.

Hope that helps!

answered by @reyn • 11 months ago
  • For 7, wouldn't the ring structure be the most unstable since it has sp3-sp3 bonds and no sp2-sp3 bonds? Why doesn't the ring one have the most unstable structure? For 8, isn't the oxygen is breaking a bond with the H though and then getting a lone pair of e's making oxygen partially negative? Lauren commented 11 months ago