User:Osuprunchik/E-Z notation

EZ configuration, or the EZ convention, is the IUPAC preferred method of describing the absolute stereochemistry of double bonds in organic chemistry. It is an extension of cistrans isomer notation (which only describes relative stereochemistry) that can be used to describe double bonds having two, three or four different substituents.

Following the Cahn–Ingold–Prelog priority rules (CIP rules), we must look at the substituent on each carbon of the double bond and assign a priority to the the two substituents on each separate carbon. For example on the left image below, the methyl on the left of the double bond has a higher priority and it is on the bottom. On the carbon to the right of the double bond the methyl group takes priority over hydrogen and it is on the top. This conformation with one priority substituent being on top and another priority substituent being on the bottom for the other carbon is E notation. When both the priority substituents are on the top for each carbon it is Z notation and vise versa. The E configuration resembles a cis-alkene and the Z configuration resembles the trans-alkene.[1]


If the two groups of higher priority are on opposite sides of the double bond, the bond is assigned the configuration E (from entgegen, German: [ɛntˈɡeːɡən], the German word for "opposite").

If the two groups of higher priority are on the same side of the double bond, the bond is assigned the configuration Z (from zusammen, German: [tsuˈzamən], the German word for "together").


  1. ^ North, Michael (1998-10-23). Principles and Applications of Stereochemistry. CRC Press. ISBN 978-0-7487-3994-3.

[1]

Content Disclaimer

Informasi ini disarikan dari Wikipedia dan disajikan kembali untuk tujuan edukasi. Konten tersedia di bawah lisensi CC BY-SA 3.0. Kami tidak bertanggung jawab atas ketidakakuratan data yang bersumber dari kontribusi publik tersebut.

  1. The information displayed on this website is sourced in part or in whole from Wikipedia and has been adapted for the purpose of restating it. We strive to provide accurate and relevant information, however:
  2. There is no guarantee of absolute accuracy. Wikipedia is an open, collaborative project that can be edited by anyone, so information is subject to change.
  3. It is not intended to constitute professional advice. The content displayed is for informational and educational purposes only. For important decisions (e.g., medical, legal, or financial), please consult a professional.
  4. Content copyright. Wikipedia is licensed under the Creative Commons Attribution-ShareAlike License (CC BY-SA). This means that content may be reused with appropriate attribution and shared under a similar license.
  5. Responsible use. Any risk arising from the use of information from this website is entirely the responsibility of the user.