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167789

Sigma-Aldrich

4-Bromo-2-chlorophenol

99%

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About This Item

Linear Formula:
BrC6H3(Cl)OH
CAS Number:
3964-56-5
Molecular Weight:
207.45
EC Number:
223-572-5
MDL number:
MFCD00002166
UNSPSC Code:
12352100
PubChem Substance ID:
24850224
NACRES:
NA.22

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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)
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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