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252018

Sigma-Aldrich

2,6-Dibromophenol

99%

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About This Item

Linear Formula:
Br2C6H3OH
CAS Number:
608-33-3
Molecular Weight:
251.90
Beilstein:
2043614
EC Number:
210-161-0
MDL number:
MFCD00002152
UNSPSC Code:
12352100
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

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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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
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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