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isomalathion

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EntityQ10859785· pop 6· linked from 3 articles

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 is RSPO(SCH3)(OCH3). It arises by heating malathion. Being significantly more toxic to humans than malathion, it has resulted in human poisonings.

Chemical data

Formula
C10H19O6PS2
Molecular weight
330.4 g/mol
IUPAC name
diethyl 2-[methoxy(methylsulfanyl)phosphoryl]sulfanylbutanedioate
SMILES
CCOC(=O)CC(C(=O)OCC)SP(=O)(OC)SC
InChIKey
LPQDGVLVYVULMX-UHFFFAOYSA-N
XLogP
1
Polar surface area
130 Ų
H-bond donors
0
H-bond acceptors
8
Formal charge
0

via PubChem

Wikidata facts

Mass
330.036
Show 3 more facts
canonical SMILES
CCOC(=O)CC(C(=O)OCC)SP(=O)(OC)SC
chemical formula
C₁₀H₁₉O₆PS₂
Commons category
Isomalathion
Sources (2)

via Wikidata · CC0

~1 min read

Encyclopedic overview

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Contents
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{{chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 424828408 | ImageFile=Isomalathion.png | ImageSize=200px | ImageFile1 = Isomalathion 3D ball.png | ImageSize1 = 220 | ImageAlt1 = Ball-and-stick model of the isomalathion molecule | PIN=Diethyl {[methoxy(methylsulfanyl)phosphoryl]sulfanyl}butanedioate | OtherNames=S-Methylmalathion |Section1= |Section2= |Section3= }}

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.

Excerpted from Wikipedia’s “isomalathion” article, available under the CC BY-SA 4.0 licence.

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