Related Experiment Video
Updated: Jun 2, 2026

Accessing Valuable Ligand Supports for Transition Metals: A Modified, Intermediate Scale Preparation of 1,2,3,4,5-Pentamethylcyclopentadiene
Published on: March 20, 2017
Myrtenal, a controversial molecule for the proper application of the CIP Sequence Rule for multiple bonds
L Gerardo Zepeda1, Eleuterio Burgueño-Tapia, Pedro Joseph-Nathan
1Departamento de Química Orgánica, Escuela Nacional de Ciencias Biológicas, Instituto Politécnico Nacional, Carpio y Plan de Ayala, Col. Santo Tomás, México, D. F., 11340 México.
Abstract:
This communication highlights the need of building hierarchical digraphs for the unequivocal assignment of stereochemical descriptors of (-)-myrtenal, a naturally-occurring oxygenated monoterpene whose absolute configuration (AC) is sometimes misrepresented in its structural formulae. Differentiation between duplicated atoms and phantom atoms for the proper application of the sequence rules is shown to be an essential step to get a proper construction of hierarchical digraphs.
Related Concept Videos
Woodward–Hoffmann Selection Rules and Microscopic Reversibility
Aromatic Hydrocarbon Cations: Structural Overview
Removing one hydrogen from the intervening CH2 group with both...
Nomenclature of Alkynes
[3,3] Sigmatropic Rearrangement of 1,5-Dienes: Cope Rearrangement
Properties of Organometallic Compounds
Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)
Similar to cross-metathesis, ADMET also involves the formation of metallacyclobutane intermediate by [2+2] cycloaddition of one of the double bonds of a terminal diene with...

