Germabenzene
title: "Germabenzene" type: doc version: 1 created: 2026-02-28 author: "Wikipedia contributors" status: active scope: public tags: ["germanium-heterocycles", "germanium(iv)-compounds", "six-membered-rings", "hypothetical-chemical-compounds"] topic_path: "science/chemistry" source: "https://en.wikipedia.org/wiki/Germabenzene" license: "CC BY-SA 4.0" wikipedia_page_id: 0 wikipedia_revision_id: 0
|Watchedfields = changed |verifiedrevid = 443835894 |ImageFileL1 = germanabenzene.svg |ImageSizeL1 = 85 |ImageAltL1 = Skeletal formula of germabenzene |ImageFileR1 = Germabenzene-3D-balls.png |ImageSizeR1 = 145 |ImageAltR1 = Ball-and-stick model of the germabenzene molecule |PIN = Germine |OtherNames = Germanabenzene; Germin; Germanin |Section1={{Chembox Identifiers |CASNo_Ref = |CASNo = 75920-32-0 |PubChem = 20056561 |ChemSpiderID_Ref = |ChemSpiderID = 16739132 |StdInChIKey_Ref = |StdInChIKey = ISOSVXOWIXXPIQ-UHFFFAOYSA-N |SMILES = [H][Ge]1C=CC=CC=1 |StdInChI_Ref = |StdInChI = 1S/C5H6Ge/c1-2-4-6-5-3-1/h1-6H}} |Section2={{Chembox Properties | C=5 | H=6 | Ge=1
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, and synthesized with a bulky 2,4,6-tris[bis(trimethylsilyl)methyl]phenyl or Tbt group. Also, stable naphthalene derivatives do exist in the laboratory such as the 2-germanaphthalene-containing substance represented below. The germanium to carbon bond in this compound is shielded from potential reactants by a Tbt group. This compound is aromatic just as the other carbon group representatives silabenzene and stannabenzene.
:[[File:germanabenzene derivative.svg|thumb|400px|left|A stable 2-germanaphthalene derivative]]
References
References
- (2010). "Topological Characteristics of the Ring Critical Points and the Aromaticity of Groups IIIa to VIa Hetero-Benzenes". Journal of Molecular Structure: THEOCHEM.
- (2002-06-01). "Synthesis and Properties of the First Stable Germabenzene". Journal of the American Chemical Society.
- (2001). "Synthesis and Structure of a Kinetically Stabilized 2-Germanaphthalene: The First Stable Neutral Germaaromatic Compound". Organometallics.
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