Topic: Does ETOH go through an E1 or E2 reaction? (Read 2352 times)

JoeyBob · « **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?

phth · « **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?

Babcock_Hall · « **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.

hollytara · « **Reply #3 on:** December 10, 2019, 12:42:50 PM »

Are you perhaps confusing "EtO^- / EtOH" With "EtOH" by itself?

JoeyBob · « **Reply #4 on:** December 11, 2019, 01:48:23 AM »

Quote from: hollytara on December 10, 2019, 12:42:50 PM

Are you perhaps confusing "EtO^- / EtOH" With "EtOH" by itself?

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

gedftsnd · « **Reply #5 on:** January 20, 2020, 09:16:02 AM »

normally Substitution reactions not elimination

Topic: Does ETOH go through an E1 or E2 reaction? (Read 2352 times)

JoeyBob

Does ETOH go through an E1 or E2 reaction?

phth

Re: Does ETOH go through an E1 or E2 reaction?

Babcock_Hall

Re: Does ETOH go through an E1 or E2 reaction?

hollytara

Re: Does ETOH go through an E1 or E2 reaction?

JoeyBob

Re: Does ETOH go through an E1 or E2 reaction?

gedftsnd

Re: Does ETOH go through an E1 or E2 reaction?

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