252018

Sigma-Aldrich

2,6-Dibromophenol

99%

Linear Formula:
Br2C6H3OH
CAS Number:
Molecular Weight:
251.90
Beilstein/REAXYS Number:
2043614
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

bp

255-256 °C/740 mmHg (lit.)

mp

53-56 °C (lit.)

SMILES string

Oc1c(Br)cccc1Br

InChI

1S/C6H4Br2O/c7-4-2-1-3-5(8)6(4)9/h1-3,9H

InChI key

SSIZLKDLDKIHEV-UHFFFAOYSA-N

Gene Information

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General description

2,6-Dibromophenol has been isolated from a luminous marine enteropneust, Balanoglossus biminiensis and is responsible for the characteristic ″iodoform-like″ odor of these animals.

Application

2,6-Dibromophenol has been used in the preparation of 2-(2,6-dibromophenoxy)ethylbromide.

Packaging

1, 10 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 2811 6.1 / PGIII

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

R B Ashworth et al.
Science (New York, N.Y.), 155(3769), 1558-1559 (1967-03-24)
2,6-Dibromophenol has been isolated from a luminous marine enteropneust, Balanoglossus biminiensis, found on intertidal beach areas at Sapelo Island, Georgia. This compound, responsible for the characteristic "iodoform-like" odor of these animals, is present in relatively large amounts; the estimated quantity...
Synthesis of arylpiperazines via palladium-catalysed aromatic amination reactions of bromoarenes with N- tert-butoxycarbonylpiperazine.
Kerrigan F, et al.
Tetrahedron Letters, 39(15), 2219-2222 (1998)
I Caroline Vaaland et al.
Chemosphere, 256, 126928-126928 (2020-05-23)
Phenols and trans-1,2-dihydro-1,2-diols are metabolites commonly formed in vivo in fish upon exposure to polycyclic aromatic hydrocarbons (PAHs). These metabolites are excreted via the bile and gas chromatography-mass spectrometry (GC-MS) analysis of bile is becoming more frequently used for evaluating PAH...
M Schroeder et al.
Journal of agricultural and food chemistry, 56(7), 2485-2489 (2008-03-06)
Contaminating microorganisms such as Actinomycetes, Alicyclobacillus, and Chlostridium can generate off-flavors in apple juices. Such bacterial metabolites represent, besides phenol types such as guaiacol and 2,6-dibromophenol, a broad range of other chemicals, for example, geosmin, 2-methylisoborneol, or alpha-terpineol. A laccase...
Noel Ferro et al.
Phytochemistry, 68(2), 237-250 (2006-11-28)
An computational-biostatistical approach, supported by ab initio optimizations of auxin-like molecules, was used to find biologically meaningful relationships between quantum chemical variables and fresh bioassay's data. It is proven that the auxin-like recognition requires different molecular assembling states. We suggest...

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