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Supelco

Paraoxon-methyl

PESTANAL®, analytical standard

Synonym(s):

O,O-Dimethyl O-(4-nitrophenyl) phosphate

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About This Item

Empirical Formula (Hill Notation):
C8H10NO6P
CAS Number:
Molecular Weight:
247.14
Beilstein:
1884904
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

product line

PESTANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
NMR: suitable
gas chromatography (GC): suitable

refractive index

n20/D 1.523

mp

0-4 °C

suitability

passes test for identity (NMR)

application(s)

agriculture
environmental

format

neat

storage temp.

2-8°C

SMILES string

COP(=O)(OC)Oc1ccc(cc1)[N+]([O-])=O

InChI

1S/C8H10NO6P/c1-13-16(12,14-2)15-8-5-3-7(4-6-8)9(10)11/h3-6H,1-2H3

InChI key

BAFQDKPJKOLXFZ-UHFFFAOYSA-N

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General description

Paraoxon-methyl is an oxon derivative and a major metabolite of parathionbelonging to the class of organophosphate insecticides.

Application

Paraoxon-methyl may be used as an analytical reference standard for the quantification of the analyte in oil samples and environmental samples using different chromatography techniques.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Legal Information

PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Signal Word

Danger

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 1 Inhalation - Acute Tox. 1 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - STOT RE 1

Target Organs

Nervous system

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

212.0 °F - closed cup

Flash Point(C)

100 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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Applications of thermospray liquid chromatography-mass spectrometry in photochemical studies of pesticides in water
Durand.G, et al.
Journal of Chromatography A, 554(1-2), 233-250 (1991)
Characterization of organophosphorus compounds and phenylurea herbicides by positive and negative ion thermospray liquid chromatography-mass spectrometry
Barcelo.D and Albaiges.J
Journal of Chromatography A, 474(1), 163-173 (1989)
Determination of organophosphorus pesticide residues in Cilento (Campania, Italy) virgin olive oil by capillary gas chromatography
Rastrelli L, et al.
Food Chemistry, 79(3), 303-305 (2002)
J Allen Crow et al.
Toxicology and applied pharmacology, 258(1), 145-150 (2011-11-22)
Oxons are the bioactivated metabolites of organophosphorus insecticides formed via cytochrome P450 monooxygenase-catalyzed desulfuration of the parent compound. Oxons react covalently with the active site serine residue of serine hydrolases, thereby inactivating the enzyme. A number of serine hydrolases other
Moacelio V Silva Filho et al.
Toxicology letters, 153(2), 247-254 (2004-09-29)
Acetylcholinesterase (AChE) sensitivity to the organophosphorus (OP) pesticide methyl-paraoxon was measured in fourteen species of Neotropical marine and freshwater fish found in the waters of Brazil. The rate constant for phosphorylation, kp, the dissociation constant, kd, the second order rate

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