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Topic: Secondary Carbons <--- elimination or substitution?  (Read 3023 times)

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Offline Suprachiasmatic Nucleus

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Secondary Carbons <--- elimination or substitution?
« on: November 19, 2009, 10:10:00 PM »
Hi.

I understand secondary carbons can form E1,E2,Sn1,Sn2 products. However, I'm sort of confused when it comes to E1 and E2.

I have for secondary:

Sn1 = Poor Nu (HOH or HOR)

Sn2 = Weak Base Nu

E1 = Strong Base

E2 = Alcohol + Acid + heat.

My question is, is that is there anything missing for E1 and E2? Thanks very much. :-)

Offline Dan

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Re: Secondary Carbons <--- elimination or substitution?
« Reply #1 on: November 20, 2009, 02:55:16 AM »
I think you have E1 and E2 the wrong way round.
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Offline Scatter

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Re: Secondary Carbons <--- elimination or substitution?
« Reply #2 on: November 20, 2009, 03:30:02 AM »
Hi.

I understand secondary carbons can form E1,E2,Sn1,Sn2 products. However, I'm sort of confused when it comes to E1 and E2.

I have for secondary:

Sn1 = Poor Nu (HOH or HOR)

Sn2 = Weak Base Nu

E1 = Strong Base

E2 = Alcohol + Acid + heat.

My question is, is that is there anything missing for E1 and E2? Thanks very much. :-)

From Straumanis - Organic Chemistry: A Guided Inquiry, 2nd Edition--

SN1 = Good or poor Nu, weak base, cool temperature or polar protic solvent
SN2 = Good Nu, weak or strong base, cool temperature or polar aprotic solvent
E1 = Poor Nucleophile, weak base, hot temperature
E2 = Good or poor Nu, strong base, hot temperature

So yeah, at the very least, your E1 and E2 are switched.

Offline azmanam

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