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Merck
CN

167134

Sigma-Aldrich

Bromohydroquinone

97%

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About This Item

Linear Formula:
BrC6H3(OH)2
CAS Number:
Molecular Weight:
189.01
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay

97%

mp

112-116 °C (lit.)

functional group

bromo

SMILES string

Oc1ccc(O)c(Br)c1

InChI

1S/C6H5BrO2/c7-5-3-4(8)1-2-6(5)9/h1-3,8-9H

InChI key

REFDOIWRJDGBHY-UHFFFAOYSA-N

Application

Bromohydroquinone was used in the synthesis of Π-conjugated polymers composed of alkyl carbazole/dialkoxyphenylene and squaraine units via Sonogashira cross-coupling reactions. It was used in the preparation of 2-bromobenzoquinone.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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T J Monks et al.
Toxicology and applied pharmacology, 103(3), 557-563 (1990-05-01)
Glutathione (GSH) conjugates of 2-bromohydroquinone are more difficult to oxidize than the parent hydroquinone. Hydrolysis catalyzed by gamma-glutamyl transpeptidase (gamma-GT), however, results in the formation of the corresponding cysteine conjugate which is more readily oxidized than the parent hydroquinone. N-Acetylation
S S Lau et al.
The Journal of pharmacology and experimental therapeutics, 230(2), 360-366 (1984-08-01)
2-Bromohydroquinone was identified as a metabolite of both bromobenzene and o-bromophenol in the rat in vivo and in vitro. Identification was based on high-pressure liquid chromatography and gas chromatography-mass spectrometry. Formation of 2-bromohydroquinone by rat liver microsomes from both bromobenzene
D P Rodeheaver et al.
The Journal of pharmacology and experimental therapeutics, 256(3), 917-921 (1991-03-01)
The basis of extracellular acidosis amelioration of 2-bromohydroquinone (BHQ)-induced renal proximal tubular cell death was determined by comparing the metabolism, uptake and mitochondrial effects of BHQ (0.2 mM) and bromoquinone (BQ) (0.05 mM) on isolated rabbit renal proximal tubules incubated
Anuradha Ramoji et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 69(3), 926-932 (2007-07-07)
Vibrational spectral measurements, namely, infrared (4000-400 cm(-1)) and Raman (3500-50 cm(-1)) spectra have been made for 2-Bromohydroquinone. Optimized geometrical structures, harmonic vibrational frequencies and intensities have been computed by the ab initio (RHF), B-based (BLYP, BP86) and B3-based (B3P86, B3LYP
Hetero Diels-Alder Reactions of 1-Acetylamino-and 1-Dimethylamino-1-azadienes with Benzoquinones.
Perez JM, et al.
Tetrahedron, 56(11), 1561-1567 (2000)

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