Understanding the Mechanism of E1 Reaction on Levosalbutamol

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SUMMARY

The discussion focuses on the E1 reaction mechanism of levosalbutamol, specifically addressing the reactivity of the hydroxyl group (OH) as the site of reaction. Participants highlight that the reaction occurs at OH due to its polarization, which facilitates bond breaking and the formation of a double bond. The stability of the carbocation intermediate is emphasized as a critical factor in the mechanism. Additionally, the use of a catalyst in the initial step is recommended to enhance reaction efficiency.

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  • Understanding of E1 reaction mechanisms
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  • Familiarity with levosalbutamol structure
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duchuy
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Homework Statement
Where will the E1 reaction occur
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Hi,
I have to determine the reaction mechanism of this molecule.
Can someone please explain to me why the reaction would occur on OH (A)?
Is it bc you can't have 2 pi bonds next to each other and OH(A) is the only polarised bond in the molecule where it would easily break off and form a double bond?
Thank you!
 
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Try drawing the reaction mechanism for each case and see if you can get any further. Unfortunately there’s no great way to do chemical structure drawings in the forum, but feel free to post pictures of your work and I’ll take a look.
 
Hint: The stability of the carbocation intermediate plays a role.
 
A good rule of thumb is to use the catalyst in the first step. Doesn’t always work but it usually does.
 

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