Open main menu
Home
Random
Recent changes
Special pages
Community portal
Preferences
About Wikipedia
Disclaimers
Incubator escapee wiki
Search
User menu
Talk
Dark mode
Contributions
Create account
Log in
Editing
Cahn–Ingold–Prelog priority rules
(section)
Warning:
You are not logged in. Your IP address will be publicly visible if you make any edits. If you
log in
or
create an account
, your edits will be attributed to your username, along with other benefits.
Anti-spam check. Do
not
fill this in!
=== Examples === The following are examples of application of the nomenclature.<ref name="HartHadad2011">{{cite book|author1=Harold Hart|author2=Christopher M. Hadad|author3=Leslie E. Craine |author4=David J. Hart |title=Organic Chemistry: A Short Course|url=https://books.google.com/books?id=JasIAAAAQBAJ&pg=PA177|date=1 January 2011|publisher=Cengage Learning|isbn=978-1-133-17283-3|pages=177–}}</ref> :{| align="center" class="wikitable skin-invert-image" width=800px |- !colspan="2"|''R''/''S'' assignments for several compounds |- || [[File:R-bromochlorofluoroiodomethane-2D.png|center|600px]] | valign=top| The hypothetical molecule [[bromochlorofluoroiodomethane]] shown in its (''R'')-configuration would be a very simple chiral compound. The priorities are assigned based on [[atomic number]] (''Z''): [[iodine]] (''Z'' = 53) > [[bromine]] (''Z'' = 35) > [[chlorine]] (''Z'' = 17) > [[fluorine]] (''Z'' = 9). Allowing fluorine (lowest priority, number 4) to point away from the viewer the rotation is clockwise hence the ''R'' assignment. |- || [[File:L-serine-skeletal.svg|center|120px]] | valign="top" | In the assignment of [[L-Serine|<small>L</small>-serine]] highest priority (i.e. number 1) is given to the [[nitrogen]] atom (''Z'' = 7) in the [[amino group]] (NH<sub>2</sub>). Both the [[hydroxymethyl]] group (CH<sub>2</sub>OH) and the [[carboxylic acid]] group (COOH) have carbon atoms (''Z'' = 6) but priority is given to the latter because the carbon atom in the COOH group is connected to a second oxygen (''Z'' = 8) whereas in the CH<sub>2</sub>OH group [[carbon]] is connected to a [[hydrogen]] atom (''Z'' = 1). Lowest priority (i.e. number 4) is given to the hydrogen atom and as this atom points away from the viewer, the counterclockwise decrease in priority over the three remaining substituents completes the assignment as ''S''. |- || [[File:(S)-Carvone.svg|center|80px]] | valign=top| The stereocenter in [[Carvone|(''S'')-carvone]] is connected to one hydrogen atom (not shown, priority 4) and three carbon atoms. The isopropenyl group has priority 1 (carbon atoms only), and for the two remaining carbon atoms, priority is decided with the carbon atoms two bonds removed from the stereocenter, one part of the [[ketone|keto]] group (O, O, C, priority number 2) and one part of an alkene (C, C, H, priority number 3). The resulting counterclockwise rotation results in ''S''. |}
Edit summary
(Briefly describe your changes)
By publishing changes, you agree to the
Terms of Use
, and you irrevocably agree to release your contribution under the
CC BY-SA 4.0 License
and the
GFDL
. You agree that a hyperlink or URL is sufficient attribution under the Creative Commons license.
Cancel
Editing help
(opens in new window)