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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:
Molecular Weight:
173.01
Beilstein:
1680024
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level

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

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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.[1][2][3][4][5][6][7]

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Warning

Hazard Statements

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

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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)
Cyclodextrin-derived diorganyl tellurides as glutathione peroxidase mimics and inhibitors of thioredoxin reductase and cancer cell growth.
McNaughton M, et al.
Journal of Medicinal Chemistry, 47(1), 233-239 (2004)
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)

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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