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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: JoeyBob on January 31, 2020, 09:00:20 PM

Title: Organic Chemistry Problem
Post by: JoeyBob on January 31, 2020, 09:00:20 PM
Can someone explain WHY my mechanism doesn't work and SHOW me the proper mechanism for the answer. I asked this quest. before but the answers weren't very good.

Yes, I know it's an elimination. I want to know WHY it's an elimination and not my way and HOW the elimination occurs. Because I don't understand it and i'll actually need an explanation to gain an understanding.
Title: Re: Organic Chemistry Problem
Post by: JoeyBob on January 31, 2020, 09:20:17 PM
Is it because it's not diluted acid and the acid protonates the oxygen twice, forming a water leaving group?

Title: Re: Organic Chemistry Problem
Post by: JoeyBob on January 31, 2020, 09:23:13 PM
Is it because it's not diluted acid and the acid protonates the oxygen twice, forming a water leaving group?

But then where do the electrons for the elimination come from if the water takes two when leaving, leaving behind a cation?
Title: Re: Organic Chemistry Problem
Post by: hollytara on January 31, 2020, 10:27:26 PM
From the H+ that is also lost, leaving behind the electron pair.

Check out the book by Jakob Fredlos - has just enough details!
Title: Re: Organic Chemistry Problem
Post by: JoeyBob on January 31, 2020, 11:57:47 PM
From the H+ that is also lost, leaving behind the electron pair.

Check out the book by Jakob Fredlos - has just enough details!

So like this?
Title: Re: Organic Chemistry Problem
Post by: kriggy on February 01, 2020, 07:29:15 AM
Not quite but almost. Since its tertiary alcohol it will likely go  through carbocation rather than single step