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Merck

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

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL4809
BCCL2330
BCCK2199
BCCJ0604
BCCF5354

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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)
Improvement of acetylcholinesterase-based assay for organophosphates in way of identification by reactivators
Pohanka M, et al.
Talanta, 77(1), 451-454 (2008)
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
Francesca Cavalieri et al.
ACS applied materials & interfaces, 5(2), 464-471 (2012-12-26)
Air-filled lysozyme microbubbles (LSMBs) were engineered as a support for the immobilization of gold nanoparticles and an enzyme, alkaline phosphatase, in order to develop micro-antimicrobial and biosensing devices. Gold nanoparticles immobilized on LSMBs significantly improved the antimicrobial efficacy of the
Krystle L Yozzo et al.
Aquatic toxicology (Amsterdam, Netherlands), 126, 346-354 (2012-10-11)
Using paraoxon as a reference acetylcholinesterase (AChE) inhibitor, the objective of this study was to develop an adverse outcome pathway (AOP) that provided quantitative linkages across levels of biological organization during zebrafish embryogenesis. Within normal zebrafish embryos, we first demonstrated
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