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Sigma-Aldrich

2,6-Dibromophenol

99%

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Linear Formula:
Br2C6H3OH
CAS Number:
608-33-3
Molecular Weight:
251.90
Beilstein:
2043614
EC Number:
210-161-0
MDL number:
MFCD00002152
PubChem Substance ID:
24855174
NACRES:
NA.22

Assay

99%

form

solid

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

human ... ALOX12(239) , ALOX15(246) , GABRA1(2554)

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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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 + H312 + H332

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

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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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
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)
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
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
D Gocmen et al.
Letters in applied microbiology, 40(3), 172-177 (2005-02-18)
The objective of this study was to identify compounds responsible for medicinal off-flavours produced by different species and strains of Alicyclobacillus in orange juice using a combination of chromatographic-coupled olfactometric techniques and gas chromatography-mass spectrometry (GC-MS). Each of five Alicyclobacillus
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