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B75808

Sigma-Aldrich

4-Bromophenol

99%

Synonym(s):

1-Bromo-4-hydroxybenzene, p-Bromophenol

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About This Item

Linear Formula:
BrC6H4OH
CAS Number:
106-41-2
Molecular Weight:
173.01
Beilstein:
1680024
EC Number:
203-394-4
MDL number:
MFCD00002313
UNSPSC Code:
12352100
PubChem Substance ID:
24892008
NACRES:
NA.22

Quality Level

200

Assay

99%

form

solid

bp

235-236 °C (lit.)

mp

61-64 °C (lit.)

SMILES string

Oc1ccc(Br)cc1

InChI

1S/C6H5BrO/c7-5-1-3-6(8)4-2-5/h1-4,8H

InChI key

GZFGOTFRPZRKDS-UHFFFAOYSA-N

Gene Information

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

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Application

4-Bromophenol is a common aryl bromide reagent that can be used in various cross-coupling reactions to synthesize compounds for medicinal and material science applications.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315

Hazard Classifications

Acute Tox. 4 Oral - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

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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A versatile catalyst for Heck reactions of aryl chlorides and aryl bromides under mild conditions.
Littke A F and Fu G C
Journal of the American Chemical Society, 123(29), 6989-7000 (2001)
Versatile catalysts for the Suzuki cross-coupling of arylboronic acids with aryl and vinyl halides and triflates under mild conditions.
Littke A F, et al.
Journal of the American Chemical Society, 122(17), 4020-4028 (2000)
Amphiphilic diarylethene as a photoswitchable probe for imaging living cells.
Zou Y, et al.
Journal of the American Chemical Society, 130(47), 15750-15751 (2008)
Live-cell one-and two-photon uncaging of a far-red emitting acridinone fluorophore.
Warther D, et al.
Journal of the American Chemical Society, 132(8), 2585-2590 (2010)
Dendrimer-encapsulated Pd nanoparticles as aqueous, room-temperature catalysts for the Stille reaction.
Garcia-Martinez J C, et al.
Journal of the American Chemical Society, 127(14), 5097-5103 (2005)
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