SN1/SN2/E1/E2 Hell!

[Hygienist]

Can someone please tell me a link to a good video or thread or a website distinguishing sn1/sn2 and e2 and e1.

I thought i had these straight but when conditions are mixed im having a hard time telling which will take precedence. Like 1. high temp with polar protic solvent and secondary carbon, I would say E1 but the answer is E2! and 2. i think in destroyer it says that if its a small base then E2 will favor the most substituted alkene but im finding the opposite in other sources 🙁

I found some similar threads but most of them are 2-3 yrs old and none of the links are active anymore.

Thanks for your help!

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[Davermz450]

Let me know if the link doesn't work. This is a chart that I was able to use when I did o chem 1

http://www.chemistry.sdsu.edu/courses/CHEM232/review/Substitution_vs_Elimination.pdf

 

[erikin1986]

E2 > E1 : high temperature, strong base, and/or high base concentration

Tertiary substrates with strong base always favors E2

Sn2 > E2 : low temperature, moderate base, nucleophile, and leaving group, small nucleophile, and methyl substrate

For E2, a bulky nucleophile will attack the most accessible H, meaning a less substituted alkene will form, ex. lithium diisopropyl amine.

 

[Hygienist]

thanks, guys. link works

 

[Longcatislong]

I just did a search and found this thread. However, the link now requires a password. Does anyone have any other good links/videos of keeping all Sn1/E1 Sn2/E2 straight? I did so well in organic chemistry, but that was a year ago and I'm having a hard time remembering it all right now.

 

[babowc]

Chad's videos explains it really well.
Unfortunately, I studied my it hardcore, and there were hardly anything related to it.

 

[theWhat]

http://masterorganicchemistry.com/2010/10/29/trapped-in-sn1sn2e1e2-hell-some-resources/

 

[chrispyy]

Can you read that? This page helped me a lot from my orgo book

 

[chrispyy]

oops heres a better picture so you can read it.
http://img.photobucket.com/albums/v115/AznxCD/photo20_zpsabea254f.jpg

 

[patricklin27]

wait to clarify.. E2 is favored over E1 for high temps but the picture says E1 is favored in high temperature. So is Elimination favored over Substitution in high temperatures? And if so, why?

 

[dr.hill13]

Let me know if the link doesn't work. This is a chart that I was able to use when I did o chem 1

http://www.chemistry.sdsu.edu/courses/CHEM232/review/Substitution_vs_Elimination.pdf

Hi, I know this is an old thread, but I'm looking for anything to help and the link isn't working.

 

[biomolecmed]

I am not sure about video thread. However, Organic chemistry book by Klein, Odyssey, Destroyer and Solomon's textbook all have very good explanations and practice problems on Sn2/Sn1/E2/E1. Also, they have good material for Electrophilic and Nucleophilic Aromatic substitution.