December 01, 2021, 01:34:49 AM
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Topic: Does ETOH go through an E1 or E2 reaction?  (Read 737 times)

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Offline JoeyBob

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Does ETOH go through an E1 or E2 reaction?
« on: December 09, 2019, 06:57:11 PM »
Have a 3-bromo-4-dimethylhexane molecule and was wondering why it goes through E1 instead of E2 with EtOH.

Isn't this compound a strong base? Our textbook says E2 on secondary halides only occurs in the presence of a strong base. Yet this reaction goes through an E1?

Offline phth

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Re: Does ETOH go through an E1 or E2 reaction?
« Reply #1 on: December 09, 2019, 11:36:38 PM »
Examples of E1/E2 are not cut and dry because they depend on a variety of combined effects. Ethanol is not a strong base in its neutral state. E1/SN1 are favored in polar protic solvents, can you guess why?

Offline Babcock_Hall

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Re: Does ETOH go through an E1 or E2 reaction?
« Reply #2 on: December 10, 2019, 10:13:48 AM »
Can you explain to us how one knows that ethanol is not a strong base?  This would be of help in other problems potentially.

Offline hollytara

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Re: Does ETOH go through an E1 or E2 reaction?
« Reply #3 on: December 10, 2019, 12:42:50 PM »
Are you perhaps confusing "EtO- / EtOH"  With "EtOH" by itself?

Offline JoeyBob

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Re: Does ETOH go through an E1 or E2 reaction?
« Reply #4 on: December 11, 2019, 01:48:23 AM »
Are you perhaps confusing "EtO- / EtOH"  With "EtOH" by itself?

Yeah. So EtO- is E2 and EtOH is SN1/E1. thanks

Offline gedftsnd

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Re: Does ETOH go through an E1 or E2 reaction?
« Reply #5 on: January 20, 2020, 09:16:02 AM »
normally Substitution reactions not elimination

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