Arsenicin A

Arsenicin A
IUPAC name

2,4,6-Trioxa-1,3,5,7-tetraarsatricyclo[3.3.1.13,7]decane
Identifiers
CAS number 925705-41-5 N
PubChem 16095534
ChemSpider 21430729 Y
Jmol-3D images Image 1
Image 2
Properties
Molecular formula C3H6As4O3
Molar mass 389.76 g mol−1
Exact mass 389.718079726 g mol-1
Melting point

182-184 °C, 455-457 K, 360-363 °F
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Arsenicin A is a naturally occurring organoarsenic compound. It was first isolated from the New Caledonian marine sponge Echinochalina bargibanti.[1] The compound was characterized by computational and spectroscopic[2][3] techniques and found to possess a cage-like structure similar to adamantane in which four carbon atoms are replaced by arsenic atoms and another three are replaced by oxygen atoms. It is the first polyarsenic compound ever found in nature.[1] Subsequently, the proposed structure was prepared in the laboratory by organic synthesis and the structure was confirmed by x-ray crystallography.[4]

References

  1. ^ a b Mancini, Ines; Guella, Graziano; Frostin, Maryvonne; Hnawia, Edouard; Laurent, Dominique; Debitus, Cecile; Pietra, Francesco (2006). "On the First Polyarsenic Organic Compound from Nature: Arsenicin a from the New Caledonian Marine SpongeEchinochalina bargibanti". Chemistry - A European Journal 12 (35): 8989–94. doi:10.1002/chem.200600783. PMID 17039560. 
  2. ^ Tähtinen, Petri; Saielli, Giacomo; Guella, Graziano; Mancini, Ines; Bagno, Alessandro (2008). "Computational NMR Spectroscopy of Organoarsenicals and the Natural Polyarsenic Compound Arsenicin A". Chemistry - A European Journal 14 (33): 10445–52. doi:10.1002/chem.200801272. PMID 18846604. 
  3. ^ Guella, Graziano; Mancini, Ines; Mariotto, Gino; Rossi, Barbara; Viliani, Gabriele (2009). "Vibrational analysis as a powerful tool in structure elucidation of polyarsenicals: a DFT-based investigation of arsenicin A". Physical Chemistry Chemical Physics 11 (14): 2420–2427. doi:10.1039/b816729j. PMID 19325974. 
  4. ^ Di Lu, A. David Rae, Geoff Salem, Michelle L. Weir, Anthony C. Willis and S. Bruce Wild (2010). "Arsenicin A, A Natural Polyarsenical: Synthesis and Crystal Structure". Organometallics 29 (1): 32–33. doi:10.1021/om900998q.