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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

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

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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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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