May 17, 2024, 06:57:16 PM
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Topic: HCl + H2O on a substrate with a -COOR and a C=C bond  (Read 2256 times)

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Offline rolnor

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Re: HCl + H2O on a substrate with a -COOR and a C=C bond
« Reply #15 on: May 27, 2021, 08:33:36 PM »
Its not really essy to be 100% sure how fast the alkene would react:
https://en.wikipedia.org/wiki/Hydrohalogenation

Offline OrganicH2O

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Re: HCl + H2O on a substrate with a -COOR and a C=C bond
« Reply #16 on: May 28, 2021, 02:20:18 PM »
just out of curiosity Rolnor, did you have a specific example in mind? I see two examples from that wikipedia page where addition of HX would be especially fast: one that might proceed through a secondary benzylic carbocation (which is more stable than a tertiary carbocation), and an example of conjugate addition of HX, both good examples of especially reactive alkenes. But for both of those examples, it seems fairly easy to predict that the alkenes would react especially quickly.
I have a Master's in organic chemistry and I am exposed to a LOT of different introductory organic chem classes in the course of my work, ranging from very basic to Harvard. I am here to refine my knowledge and consult with other organic chemistry nerds.

Offline rolnor

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Re: HCl + H2O on a substrate with a -COOR and a C=C bond
« Reply #17 on: May 28, 2021, 02:57:42 PM »
No, I just find it hard to completely exclude that some HCl will add.

Offline xshadow

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Re: HCl + H2O on a substrate with a -COOR and a C=C bond
« Reply #18 on: May 31, 2021, 06:09:53 AM »
Thanks!!

So in that excercise  If I suppose that also some C=C will react (explaining this) I think is not an error

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