Germabenzene

Germabenzene

Names
Preferred IUPAC name Germine
Other names Germanabenzene; Germin; Germanin
Identifiers
CAS Number	75920-32-0
ChemSpider	16739132
Jmol interactive 3D	Image
InChI InChI=1S/C5H6Ge/c1-2-4-6-5-3-1/h1-6H Key: ISOSVXOWIXXPIQ-UHFFFAOYSA-N
SMILES c1cccc[Ge]1
Properties
Chemical formula	C5H6Ge
Molar mass	138.73 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
verify (what is  ?)
Infobox references

Germabenzene (C₅H₆Ge) is the parent representative of a group of chemical compounds containing in their molecular structure a benzene ring with a carbon atom replaced by a germanium atom. Germabenzene itself has been studied theoretically,^[1] but has not been synthesized. However, stable naphthalene derivatives do exist in the laboratory such as the 2-germanaphthalene-containing substance represented below.^[2] The germanium to carbon bond in this compound is shielded from potential reactants by a 2,4,6-tris[bis(trimethylsilyl)methyl]phenyl or Tbt group. This compound is aromatic just as the other carbon group representatives silabenzene and stannabenzene.

A stable 2-germanaphthalene derivative

See also

• 6-membered aromatic rings with one carbon replaced by another group: borabenzene, benzene, silabenzene, germabenzene, stannabenzene, pyridine, phosphorine, arsabenzene, pyrylium salt

References

1. Ebrahimi, A. A.; Ghiasi, R.; Foroutan-Nejad, C. (2010). "Topological Characteristics of the Ring Critical Points and the Aromaticity of Groups IIIa to VIa Hetero-Benzenes". Journal of Molecular Structure: THEOCHEM 941 (1–3): 47–52. doi:10.1016/j.theochem.2009.10.038.
2. Nakata, N.; Takeda, N.; Tokitoh, N. (2001). "Synthesis and Structure of a Kinetically Stabilized 2-Germanaphthalene: The First Stable Neutral Germaaromatic Compound". Organometallics 20 (26): 5507–5509. doi:10.1021/om010881y.