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Cacodyl oxide

From Wikipedia, the free encyclopedia
Cacodyl oxide
Ball-and-stick model of cacodyl oxide
Ball-and-stick model of cacodyl oxide
Line structure model of cacodyl oxide
Line structure model of cacodyl oxide
Names
Preferred IUPAC name
Dimethylarsinous anhydride
Other names
TL-297
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard100.376.169Edit this at Wikidata
  • InChI=1S/C4H12As2O/c1-5(2)7-6(3)4/h1-4H3 ☒N
    Key: LOKPKYSOCCPWIZ-UHFFFAOYSA-N ☒N
  • InChI=1/C4H12As2O/c1-5(2)7-6(3)4/h1-4H3
    Key: LOKPKYSOCCPWIZ-UHFFFAOYAL
  • C[As](C)O[As](C)C
Properties
C4H12As2O
Molar mass255.98 g/mol
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

Cacodyl oxide is achemical compound of theformula [(CH3)2As]2O. Thisorganoarsenic compound is primarily of historical significance since it is sometimes considered to be the firstorganometallic compound synthesized in relatively pure form.[1][2]

"Cadet's fuming liquid", which is composed ofcacodyl and cacodyl oxide, was originallysynthesized by heatingpotassium acetate witharsenic trioxide. It has a disagreeableodor and is toxic.

The molecular structure of [Ph2As]2O (Ph =phenyl), the tetraphenyl analogue of cacodyl oxide, has been established byX-ray crystallography.[3]

See also

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References

[edit]
  1. ^Elschenbroich, C. (2006).Organometallics. Weinheim: Wiley-VCH.ISBN 9783527293902.
  2. ^Seyferth, D. (2001)."Cadet's Fuming Arsenical Liquid and the Cacodyl Compounds of Bunsen".Organometallics.20 (8):1488–1498.doi:10.1021/om0101947.
  3. ^Doerrer, Linda H.; Green, Jennifer C.; Green, Malcolm L. H.; Haiduc, Ionel; Jardine, Christian N.; Pascu, Sofia I.; Silaghi-Dumitrescu, Luminita; Watkin, David J. (2000). "Group 6 transition metal carbonyl complexes with chalcogen-bridged diarsenic(III) ligands".Journal of the Chemical Society, Dalton Transactions (19):3347–3355.doi:10.1039/b005269h.
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