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167789

Sigma-Aldrich

4-Bromo-2-chlorophenol

99%

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About This Item

Fórmula lineal:
BrC6H3(Cl)OH
Número de CAS:
3964-56-5
Peso molecular:
207.45
EC Number:
223-572-5
MDL number:
MFCD00002166
UNSPSC Code:
12352100
PubChem Substance ID:
24850224
NACRES:
NA.22

Quality Level

100

assay

99%

form

fibers

bp

232-235 °C (lit.)

mp

47-49 °C (lit.)

SMILES string

Oc1ccc(Br)cc1Cl

InChI

1S/C6H4BrClO/c7-4-1-2-6(9)5(8)3-4/h1-3,9H

InChI key

VIBJPUXLAKVICD-UHFFFAOYSA-N

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General description

4-Bromo-2-chlorophenol is biologically inactive metabolite of profenofos, an organophosphorus pesticide. It undergoes enzyme-catalyzed copolymerization with phenols catalyzed by extracellular laccase of the fungus Rhizoctonia praticola.

Application

4-Bromo-2-chlorophenol was used as reagent during the synthesis of 7-arylbenzo
[b][1,4]oxazin derivatives.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

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J J Sanchez Saez et al.
Food additives and contaminants, 8(5), 627-631 (1991-09-01)
An off-odour, described by the growers as similar to profenofos, occurred in melons in which this pesticide had been used in crop treatment. However, profenofos, O-(4-bromo-2-chlorophenyl) O-ethyl S-propyl phosphorothioate, could not be detected in the melons using GC/MS although a
Solid-phase Synthesis of 7-Aryl-benzo [b][1, 4] oxazin-3 (4H)-one Derivatives on a BOMBA Resin Utilizing the Smiles Rearrangement.
Lee JM, et al.
Bull. Korean Chem. Soc., 30(6), 1325-1330 (2009)
Mingbo Ma et al.
Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes, 54(1), 70-75 (2019-01-12)
Pesticides carried by cotton fiber are potential risk for production workers and consumers. Dissipation behaviour of a commonly used cotton pesticide profenofos in cotton fiber during growing period and scouring treatment was investigated. The results showed that profenofos in the
Copolymerization of halogenated phenols and syringic acid.
Bollag J-M and Liu S-Y.
Pesticide Biochemistry and Physiology, 23(2), 261-272 (1985)
Oswald A Dadson et al.
Toxicology, 306, 35-39 (2013-02-19)
Profenofos is a direct acting phosphorothioate organophosphorus (OP) pesticide capable of inhibiting β-esterases such as acetylcholinesterase, butyrylcholinesterase, and carboxylesterase. Profenofos is known to be detoxified to the biologically inactive metabolite, 4-bromo-2-chlorophenol (BCP); however, limited data are available regarding the use
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