Misplaced Pages

Isomalathion

Article snapshot taken from[REDACTED] with creative commons attribution-sharealike license. Give it a read and then ask your questions in the chat. We can research this topic together.
Isomalathion
Ball-and-stick model of the isomalathion molecule
Names
Preferred IUPAC name Diethyl {sulfanyl}butanedioate
Other names S-Methylmalathion
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C10H19O6PS2/c1-5-15-9(11)7-8(10(12)16-6-2)19-17(13,14-3)18-4/h8H,5-7H2,1-4H3Key: LPQDGVLVYVULMX-UHFFFAOYSA-N
  • InChI=1/C10H19O6PS2/c1-5-15-9(11)7-8(10(12)16-6-2)19-17(13,14-3)18-4/h8H,5-7H2,1-4H3Key: LPQDGVLVYVULMX-UHFFFAOYAO
SMILES
  • CCOC(=O)CC(C(=O)OCC)SP(=O)(OC)SC
Properties
Chemical formula C10H19O6PS2
Molar mass 330.36 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Isomalathion is an impurity found in some batches of malathion. Whereas the structure of malation is, generically, RSP(S)(OCH3)2, the connectivity of isomalathion is RSPO(SCH3)(OCH3). It arises by heating malathion. Being significantly more toxic to humans than malathion, it has resulted in human poisonings.

In 1976, numerous malaria workers in Pakistan were poisoned by isomalathion. It is an inhibitor of carboxyesterase.

References

  1. Rengasamy, S.; Parmer, Balraj S. (1988). "Investigation of some factors influencing isomalathion formation in malathion products". Journal of Agricultural and Food Chemistry. 36 (5): 1025–1030. doi:10.1021/jf00083a030.
  2. Baker EL, Warren M, Zack M, et al. (1978). "Epidemic malathion poisoning in Pakistan malaria workers". Lancet. 1 (8054): 31–4. doi:10.1016/S0140-6736(78)90375-6. PMID 74508. S2CID 24973326.


This article is a stub. You can help Misplaced Pages by expanding it.

Categories:
Isomalathion Add topic