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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: Suprachiasmatic Nucleus on November 19, 2009, 10:10:00 PM

Title: Secondary Carbons <--- elimination or substitution?
Post by: Suprachiasmatic Nucleus 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. :-)

Title: Re: Secondary Carbons <--- elimination or substitution?
Post by: Dan on November 20, 2009, 02:55:16 AM

I think you have E1 and E2 the wrong way round.

Title: Re: Secondary Carbons <--- elimination or substitution?
Post by: Scatter on November 20, 2009, 03:30:02 AM

Quote from: Suprachiasmatic Nucleus 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. :-)

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.

Title: Re: Secondary Carbons <--- elimination or substitution?
Post by: azmanam on November 20, 2009, 10:08:39 AM

see here:
http://www.chemicalforums.com/index.php?topic=37442.0