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Merck
CN

36186

Paraoxon-ethyl

PESTANAL®, analytical standard

Synonym(s):

O,O-Diethyl O-(4-nitrophenyl) phosphate, Diethyl p-nitrophenyl phosphate, Paraoxon, Paraoxon-ethyl

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About This Item

Linear Formula:
O2NC6H4OP(O)(OC2H5)2
CAS Number:
311-45-5
Molecular Weight:
275.20
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329755328
EC Number:
206-221-0
Beilstein/REAXYS Number:
1915526
MDL number:
MFCD00007316

Key Documents

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Product Name

Paraoxon-ethyl, PESTANAL®, analytical standard

InChI key

WYMSBXTXOHUIGT-UHFFFAOYSA-N

InChI

1S/C10H14NO6P/c1-3-15-18(14,16-4-2)17-10-7-5-9(6-8-10)11(12)13/h5-8H,3-4H2,1-2H3

SMILES string

CCOP(=O)(OCC)Oc1ccc(cc1)[N+]([O-])=O

grade

analytical standard

product line

PESTANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

refractive index

n20/D 1.51 (lit.)

density

1.274 g/mL at 25 °C (lit.)

application(s)

agriculture
cleaning products
cosmetics
environmental
food and beverages
personal care

format

neat

storage temp.

2-8°C

Quality Level

100

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

Potent irreversible acetylcholinesterase inhibitor

General description

Paraoxon-ethyl is an organophosphate pesticide and an inhibitor of acetylcholinesterase. It can undergo degradation by using titania nanoparticles, which are immobilized on glass or quartz substrates.

Other Notes

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

pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

signalword

Danger

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 1 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品
剧毒化学品
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Certificates of Analysis (COA)

Lot/Batch Number
BCCL4809
BCCL2330
BCCK2199
BCCJ0604
BCCF5354

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Improvement of acetylcholinesterase-based assay for organophosphates in way of identification by reactivators
Pohanka M, et al.
Talanta, 77(1), 451-454 (2008)
Photocatalytic degradation of paraoxon-ethyl in aqueous solution using titania nanoparticulate film
Prasad.K.G, et al.
Thin Solid Films, 520(17), 5597-5601 (2012)
Zoran Radić et al.
The Biochemical journal, 450(1), 231-242 (2012-12-12)
In the present paper we show a comprehensive in vitro, ex vivo and in vivo study on hydrolytic detoxification of nerve agent and pesticide OPs (organophosphates) catalysed by purified hBChE (human butyrylcholinesterase) in combination with novel non-pyridinium oxime reactivators. We
J Allen Crow et al.
Biochemical pharmacology, 84(9), 1215-1222 (2012-09-05)
Carboxylesterase type 1 (CES1) and CES2 are serine hydrolases located in the liver and small intestine. CES1 and CES2 actively participate in the metabolism of several pharmaceuticals. Recently, carbamate compounds were developed to inhibit members of the serine hydrolase family
D E Lorke et al.
Journal of applied toxicology : JAT, 29(6), 459-469 (2009-07-16)
K-oximes have recently been developed in the search for efficacious broad-band reactivators of acetylcholinesterase (AChE) inhibited by organophosphorus compounds (OPC). Before clinical use, their toxicity and efficacy need to be assessed, and there is clear demand for simple in vitro
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