Organoarsenic compound

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An organoarsenic compound in organic chemistry is an organic compound containing a chemical bond between arsenic and carbon. Many organoarsenic compounds are produced industrially with uses as insecticide, herbicide and fungicide. The parent compound is arsine. The oldest known representative (1760) is the foul smelling cacodyl. Despite their toxicity, organoarsenic biomolecules are known for example the As betaine pendant arsenobetaine first identified in the Western rock lobster [1][2]. In other biomolecules arsenicum is bound to carbohydrates collectively known as arsenosugars (found especially in seaweeds). One of the first synthetic antiobiotics was Salvarsan.

Contents

[edit] Relevant compounds

Some relevant organoarsenic compound are listed in he table below:

Organoarsenic R Molar mass CAS number Properties
10,10'-oxybis-10H-Phenoxarsine 10,10'-oxybis-10H-Phenoxarsine 502.2318 58-36-6
Triphenylarsine Phenyl Triphenylarsine 306.23 603-32-7 Melting point 58-61 °C
Phenyldichloroarsine phenyl, chlorine 222.93 696-28-6
Arsenobetaine Arsenobetaine 64436-13-1
Representative organoarsenic compounds [3]

[edit] Other uses

The compounds 1,2-Bis(dimethylarsino)benzene and triphenylarsine are used as a chelating ligand. Trimethylarsine is used in Chemical vapor deposition in microelectronics. Thorin is an indicator for several metals.

Arsphenamine, Neosalvarsan and Atoxyl have at one time been used as drugs. Roxarsone is a food additive for chickens, improving weight gain.

[edit] See also

  • Arsole, the arsenicum endant of pyrrole.
  • Chemistry of other elements bonded to carbon
CH He
CLi CBe CB CC CN CO CF Ne
CNa CMg CAl CSi CP CS CCl Ar
CK CCa CSc CTi CV CCr CMn CFe CCo CNi CCu CZn CGa CGe CAs CSe CBr Kr
CRb CSr CY CZr CNb CMo CTc CRu CRh CPd CAg CCd CIn CSn CSb CTe CI Xe
CCs CBa CHf CTa CW CRe COs CIr CPt CAu CHg CTl CPb CBi CPo CAt Rn
Fr Ra Rf Db Sg Bh Hs Mt Ds Rg Uub Uut Uuq Uup Uuh Uus Uuo
↓
La CCe Pr Nd Pm Sm Eu Gd Tb Dy Ho Er Tm Yb Lu
Ac Th Pa CU Np Pu Am Cm Bk Cf Es Fm Md No Lr


Chemical bonds to carbon
Core organic chemistry many uses in chemistry.
Academic research, but no widespread use Bond unknown / not assessed.

[edit] References

  1. ^ Arsenic Species in Marine Samples Kevin A. Francesconi, and John S. Edmonds CROATICA CHEMICA ACTA CCACAA 71 (2) 343–359 (1998) "organoarsenic" Article link
  2. ^ John S. Edmonds, Kevin A. Francesconi, Jack R. Cannon, Colin L. Raston, Brian W. Skelton and Allan H. White (1977). "Isolation, crystal structure and synthesis of arsenobetaine, the arsenical constituent of the western rock lobster panulirus longipes cygnus George". Tetrahedron Letters 18 (18): 1543-1546. doi:10.1016/S0040-4039(01)93098-9. 
  3. ^ www.sigmaaldrich.com