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Bromopropylate

certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

Synonym(s):

Isopropyl 4,4′-dibromobenzilate, Phenisobromolate

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About This Item

Empirical Formula (Hill Notation):
C17H16Br2O3
CAS Number:
Molecular Weight:
428.12
Beilstein:
2152560
MDL number:
UNSPSC Code:
41116107
NACRES:
NA.24

grade

certified reference material
TraceCERT®

Quality Level

product line

TraceCERT®

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

SMILES string

CC(C)OC(=O)C(O)(c1ccc(Br)cc1)c2ccc(Br)cc2

InChI

1S/C17H16Br2O3/c1-11(2)22-16(20)17(21,12-3-7-14(18)8-4-12)13-5-9-15(19)10-6-13/h3-11,21H,1-2H3

InChI key

FOANIXZHAMJWOI-UHFFFAOYSA-N

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General description

This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO 17034. This CRM is traceable to primary material from an NMI, e.g. NIST or NMIJ.
Certified content by quantitative NMR incl. uncertainty and expiry date are given on the certificate.
Download your certificate at: http://www.sigma-aldrich.com

Bromopropylate is a nonsystemic and nonpenetrating acaricide that remains on the peel of fruits and does not migrate into the pulp. It belongs to the family of organophosphate pesticides and is used in the cultivation of lemon trees and other crops. Bromopropylate primarily acts by interfering with the respiratory system. It affects the mitochondria by inhibiting key enzymatic activities and ATP generation, which leads to the formation of reactive oxygen species, and destroys proteins, membranes, unsaturated fatty acids, DNA, etc.

Bromopropylate has to be monitored in the Multiannual Control Programme for Pesticides Residues (MACP), run within the EU and EFTA in/on products of plant origin.


The use of bromopropylate has been banned across the European Union. Maximum residue levels (MRLs) have been set according to Reg. (EU) No 310/2011 for bromopropylate for various products of plant and animal origin from 0.01 to 0.05 mg/kg.

Application

The certified reference material (CRM) is intended to be used as a calibrant for chromatography and other analytical techniques. Bromopropylate CRM may also find following uses:
  • To elucidate the inhibition of plasma and brain acetylcholinesterase activity in Wistar rats with a mixture of 5 pesticides: chlorpyrifos, alphacypermetrin, bromopropylate, carbendazim, and mancozeb
  • Study the degradation processes of bromopropylate, coumaphos, chlordimeform, cymiazole, flumethrin, and fluvalinate in aqueous media by HPLC
  • To develop a liquid-phase microextraction method using deep eutectic solvent for extraction and preconcentration of diazinon, metalaxyl, bromopropylate, oxadiazon, and fenazaquin pesticides from samples such as grape and sour cherry juices, fresh beet, cucumber, potato, and tomato followed by gas chromatography-flame ionization detection
  • To develop a multi-residue method for the determination of azinphos methyl, bromopropylate, chlorpyrifos, dimethoate, parathion methyl, and phosalone in apricots and peaches using negative chemical ionization ion trap technology
  • Simultaneous determination of amitraz, bromopropylate, coumaphos, cymiazole, and fluvalinate residues in honey by solid-phase extraction and GC-MS

Recommended products

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

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

Pictograms

Environment

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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H Jacobsen et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 42(8), 1269-1277 (2004-06-23)
Six dose groups of 8 male and female rats respectively received a daily dose equivalent to 0, 0.15, 0.006, 0.03, 0.15 or 0.3 mg/kg b.w./day chlorpyrifos (groups 1-6) and the last four dose groups (groups 3-6) received in addition daily
E Corta et al.
Talanta, 52(2), 169-180 (2008-10-31)
Degradation processes of bromopropylate, coumaphos, chlordimeform, cymiazole, flumethrin and fluvalinate in aqueous media have been studied by HPLC. Cymiazole is stable at any tested pH (1-11), while bromopropylate, flumethrin and coumaphos are unstable at basic pH and chlordimeform and fluvalinate
Javier Ramón-Azcón et al.
Journal of agricultural and food chemistry, 57(2), 375-384 (2008-12-31)
This paper reports for the first time the development of an immunoassay for the analysis of the miticide bromopropylate (BP). The chemical structure of the immunizing haptens was designed to maximize the recognition of the bis-bromophenyl group of BP. Thus
Konstantinos S Liapis et al.
Journal of chromatography. A, 996(1-2), 181-187 (2003-07-02)
A rapid, selective and sensitive multi-residue method for the determination of six common pesticides in stone fruit samples is described. The proposed method involves the extraction of the pesticides with the use of acetone solvent followed by liquid-liquid partition with
Konstantinos S Liapis et al.
Journal of chromatography. A, 996(1-2), 181-187 (2003-07-02)
A rapid, selective and sensitive multi-residue method for the determination of six common pesticides in stone fruit samples is described. The proposed method involves the extraction of the pesticides with the use of acetone solvent followed by liquid-liquid partition with

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