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Isomalathion information


Isomalathion
Ball-and-stick model of the isomalathion molecule
Names
Preferred IUPAC name
Diethyl {[methoxy(methylsulfanyl)phosphoryl]sulfanyl}butanedioate
Other names
S-Methylmalathion
Identifiers
CAS Number
  • 3344-12-5 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 82649 ☒N
PubChem CID
  • 91529
UNII
  • 9XEP5P83AO ☒N
CompTox Dashboard (EPA)
  • DTXSID9058363 Edit this at Wikidata
InChI
  • InChI=1S/C10H19O6PS2/c1-5-15-9(11)7-8(10(12)16-6-2)19-17(13,14-3)18-4/h8H,5-7H2,1-4H3 ☒N
    Key: LPQDGVLVYVULMX-UHFFFAOYSA-N ☒N
  • InChI=1/C10H19O6PS2/c1-5-15-9(11)7-8(10(12)16-6-2)19-17(13,14-3)18-4/h8H,5-7H2,1-4H3
    Key: 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 [77 °F], 100 kPa).
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Infobox references

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.[1]

In 1976, numerous malaria workers in Pakistan were poisoned by isomalathion.[2] It is an inhibitor of carboxyesterase.

  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.

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Isomalathion

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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...

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C10H19O6PS2

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C10H19O6PS2 (molar mass: 330.36 g/mol, exact mass: 330.0361 u) may refer to: Isomalathion Malathion This set index page lists chemical structure articles associated...

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