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Arsole information


Arsole
Structural formula of arsole with an implicit hydrogen
Structural formula of arsole with an implicit hydrogen
Ball-and-stick model of the arsole molecule
Ball-and-stick model of the arsole molecule
Names
Preferred IUPAC name
1H-Arsole
Other names
Arsenole
Arsacyclopentadiene
Identifiers
CAS Number
  • 287-77-4 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:33131 checkY
ChemSpider
  • 16787685 checkY
PubChem CID
  • 6398625
UNII
  • AH6RG8546R checkY
CompTox Dashboard (EPA)
  • DTXSID20423217 Edit this at Wikidata
InChI
  • InChI=1S/C4H5As/c1-2-4-5-3-1/h1-5H checkY
    Key: NXHAKHHKDBVHPV-UHFFFAOYSA-N checkY
  • InChI=1/C4H5As/c1-2-4-5-3-1/h1-5H
    Key: NXHAKHHKDBVHPV-UHFFFAOYAK
SMILES
  • [AsH]1C=CC=C1
Properties
Chemical formula
C4H4AsH
Molar mass 128.00 g mol−1
Related compounds
Related compounds
Pyrrole, phosphole, bismole, stibole
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Arsole, also called arsenole[1] or arsacyclopentadiene, is an organoarsenic compound with the formula C4H4AsH. It is classified as a metallole and is isoelectronic to and related to pyrrole except that an arsenic atom is substituted for the nitrogen atom. Whereas the pyrrole molecule is planar, the arsole molecule is not, and the hydrogen atom bonded to arsenic extends out of the molecular plane. Arsole is only moderately aromatic, with about 40% the aromaticity of pyrrole.[2] Arsole itself has not been reported in pure form, but several substituted analogs called arsoles exist. Arsoles and more complex arsole derivatives have similar structure and chemical properties to those of phosphole derivatives. When arsole is fused to a benzene ring, this molecule is called arsindole, or benzarsole.[3]

  1. ^ Mann 1970: "In English this ring system has frequently named arsenole 'for euphony'."
  2. ^ Cite error: The named reference rev was invoked but never defined (see the help page).
  3. ^ A. Muranaka; S. Yasuike; C.-Y. Liu; J. Kurita; N. Kakusawa; T. Tsuchiya; M. Okuda; N. Kobayashi; Y. Matsumoto; K. Yoshida; D. Hashizume; M. Uchiyama (2009). "Effect of Periodic Replacement of the Heteroatom on the Spectroscopic Properties of Indole and Benzofuran Derivatives". J. Phys. Chem. A. 113 (2): 464–473. doi:10.1021/jp8079843. PMID 19099440.

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Arsole

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Arsole, also called arsenole or arsacyclopentadiene, is an organoarsenic compound with the formula C4H4AsH. It is classified as a metallole and is isoelectronic...

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List of chemical compounds with unusual names

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"Untersuchungen zur Chemie der Arsole 1,1-dichlor-1-R-λ5-arsole-1-chlorarsole 2,2′,5,5′-tetraphenyldiarsolyl (Studies on the chemistry of arsoles)". J. Organomet. Chem...

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Heterocyclic compound

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Heteroatom Saturated Unsaturated Antimony Stibolane Stibole Arsenic Arsolane Arsole Bismuth Bismolane Bismole Boron Borolane Borole Nitrogen Pyrrolidine ("Azolidine"...

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Phosphole

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mass 84.058 g·mol−1 Related compounds Related compounds Pyrrole, bismole, arsole, stibole; phosphorine Except where otherwise noted, data are given for materials...

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Pyrrole

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(SDS) Chemical Safety Data Related compounds Related compounds Phosphole, arsole, bismole, stibole Except where otherwise noted, data are given for materials...

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Metallole

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Metalloles, which can also be viewed as structural analogs of pyrrole, include: Arsole, a moderately-aromatic arsenic analog Bismole, a bismuth analog Borole,...

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Stibole

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174.844 g·mol−1 Related compounds Related compounds Pyrrole, phosphole, arsole, bismole Except where otherwise noted, data are given for materials in their...

Word Count : 158

Bismole

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262.064 g·mol−1 Related compounds Related compounds Pyrrole, phosphole, arsole, stibole Except where otherwise noted, data are given for materials in their...

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Organoarsenic chemistry

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variety of heterocycles containing arsenic(III) are known. These include arsole, the arsenic analogue of pyrrole, and arsabenzene, the arsenic analogue...

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Organobismuth chemistry

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doi:10.1002/9780470772263.ch9. ISBN 0471915564. Caster, Kenneth C. (1996). "Arsoles, stiboles, and bismoles". In Katritzky, Alan R.; Rees, Charles Wayne; Scriven...

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