Everything2
Near Matches
Ignore Exact
Full Text
Everything2

E2

"E2" is also a: user

created by sdanic

(thing) by CaptainSpam (4.7 y) (print)   ?   4 C!s I like it! Thu Dec 16 1999 at 17:22:50

E2: The Return

This time, it's personal.

Watch the action-packed drama as the Everything crew battle off untold amounts of bugs, glitches, crashes, and slowdowns all in an attempt to make the world's most complete (Or at least most bizzare) database. But little do they know of the sinister evil behind it all...

Coming this Sat Nov 13 1999 to a browser near you...




"E2" is generally how users on Everything2.com refer to the website.


(thing) by siren (3.3 mon) (print)   ?   I like it! Sun Aug 13 2000 at 6:17:14

The British system for grading climbs includes the grade E2. It stands for Extreme 2. The Extreme scale currently runs from 1-11. E2 is not a push-over of a grade, it is a fine grade to be able to climb and failure at this grade can often lead to injury. (failure at the grade E11 is expected to lead to death, but so far only one person has climbed this hard and they didn't fall off) I have managed to climb E2. Memorable climbs of that grade that I have not fallen off of are as follows:

(idea) by elwen (2.2 y) (print)   ?   2 C!s I like it! Tue Jan 27 2004 at 15:21:52

E2 is shorthand in organic chemistry for a particular mechanism of chemical reaction, so-called because it is an elimination (E) and is bimolecular (2).

An E2 reaction typically involves the addition of a base to a hydrocarbon in solution. The base removes a beta-proton, i.e. a hydrogen that is bonded to a carbon adjacent to the alpha-carbon. At the same time, this causes the breaking of the bond between the alpha-carbon and a leaving group and simultaneously the formation of a double bond, or pi bond, between the two carbons. Since all three things happen at the same time, E2 is called a concerted mechanism.

For example:

  X H                 R     H
  | |                  \   /
R-C-C-R  +  OH-  -->    C=C    +  H-OH  +  X-
  | |                  /   \
  H H                 H     R

Where X is the leaving group, and R represents arbitrary carbon chains.

In general, the leaving group and the removed hydrogen must in an anti configuration across the carbon-carbon bond. (Meaning that if you looked down the carbon-carbon bond, they would be 180 degrees apart.) For chiral molecules, this implies a specific stereochemistry in the alkene product. For cyclic molecules, where groups cannot freely rotate around bonds, this may prevent E2 altogether.

In addition, E2 is a beta-elimination, so it can only occur when there are beta-protons. If a base is added to a compound with no beta-protons, alpha-elimination may occur instead. When there are multiple beta-protons, the more stable isomer of the product is formed in greater amounts.

For example, in the following reaction, the first product dominates because alkenes are stabilized by having carbons adjacent to the double bond.

H3C X H                 H3C     CH3     (CH3)2HC     H
  | | |                    \   /                \   /
H-C-C-C-H  +  OH-  -->      C=C      +           C=C    +  H-OH  +  X-
  | | |                    /   \                /   \
H3C H H                 H3C     H              H     H

E2 eliminations are usually in competition with SN2 nucleophilic substitutions. In general, SN2 is more easily inhibited by sterics, so E2 is more likely the more "crowded" the alpha carbon is, such as from branching at the alpha- or beta-carbons.


printable version
chaos

E3 Everything2 signature Trying to explain Everything to your non-Everythingite friends
E1 Everything2 is NOT a BBS Everything Theme Song E-carrier system
E2 Link and Logger Client ASCII art WARNING: Noders May Not Be What They Seem to Be All your base are belong to us
kick ass Everything2 as an educational device for the obsessive/compulsive database Everything
Am I a hacker? Dead links in writeups complete bugs
The Allegory of the Backpackers SN2 E2 ASCII art Army
Y'know, if you log in, you can write something here, or contact authors directly on the site. Create a New User if you don't already have an account.
  Epicenter
Login
Password

password reminder
register

Everything2 Help

Cool Staff Picks
Drink up!
Dracaena
angel hair
Butter
Jason Voorhees
In the bathtub or on the bed, looking down
The right way to take a bath
Johannes Trithemius
Super Mario Brothers: A Literary Criticism
Ken Kesey
Videodrome
Bert Kaempfert
Shíshì shishì Shi Shì, shì shi, shì shí shí shi
Stonewall Riots
New Writeups
rootbeer277
m&m's Ice Cream Treats(review)
Transitional Man
Gus's Chalet(review)
minnow
.410 bore(thing)
shaogo
Phonautogram(thing)
Morkel
Changing your sexuality(idea)
teleny
Baron Samedi(person)
Ouzo
The Great Barbershop Race Wars(log)
Mannerisky
second language(essay)
aneurin
British Monomarks(idea)
FrankThomas
How and why do we (humans) have culture?(essay)
lee_cad
Isaac(person)
kalen
downvota(poetry)
Andrew Aguecheek
Wstfgl(thing)
ncc05
overheard at IHOP(event)
calgon
Bottomless(poetry)
This affordable entertainment brought to you by The Everything Development Company