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B56404

Sigma-Aldrich

4′-Bromoacetophenone

98%

Synonym(s):

1-Acetyl-4-bromobenzene

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About This Item

Linear Formula:
BrC6H4COCH3
CAS Number:
99-90-1
Molecular Weight:
199.04
Beilstein:
386015
EC Number:
202-799-3
MDL number:
MFCD00000105
UNSPSC Code:
12352100
PubChem Substance ID:
24891845
NACRES:
NA.22
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Quality Level

100

Assay

98%

form

solid

bp

255 °C (lit.)

mp

49-51 °C (lit.)

SMILES string

CC(=O)c1ccc(Br)cc1

InChI

1S/C8H7BrO/c1-6(10)7-2-4-8(9)5-3-7/h2-5H,1H3

InChI key

WYECURVXVYPVAT-UHFFFAOYSA-N

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General description

4′-Bromoacetophenone is used as an organic building block in Heck and Suzuki coupling reactions. Generates phenyl radicals upon UV irradiation.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

>212.0 °F

Flash Point(C)

> 100 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBL2900
STBK5968
STBK1358
STBJ1821
STBH7630

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R Jeon et al.
Archives of pharmacal research, 24(1), 39-43 (2001-03-10)
4'-Bromoacetophenone analogs, which are able to generate monophenyl radicals capable of hydrogen atom abstraction, were investigated as possible photoinducible DNA cleaving agents. The potential of 4'-bromoacetophenone as a possible new DNA cleaver is explored. Pyrrolecarboxatmid conjugated 4'-bromoacetophenones, in particular, DNA
Gagan Chouhan et al.
Chemical communications (Cambridge, England), (45)(45), 4809-4811 (2007-11-16)
Magnetic nanoparticle-supported proline ligand was prepared and used for the CuI catalyzed Ullmann-type coupling reactions of aryl/heteroaryl bromides with various nitrogen heterocycles to form the corresponding N-aryl products in good to excellent yields; furthermore, this magnetic nanoparticle-supported proline ligand could
Mechanochemical solid-state Suzuki reactions using an in situ generated base.
Franziska Schneider et al.
ChemSusChem, 1(7), 622-625 (2008-08-15)
In vitro histamine release from basophils of asthmatic and atopic individuals in D2O.
R Tung et al.
Journal of immunology (Baltimore, Md. : 1950), 128(5), 2067-2072 (1982-05-01)
Lidiane S Araújo et al.
Marine drugs, 9(5), 889-905 (2011-06-16)
Several microorganisms were isolated from soil/sediment samples of Antarctic Peninsula. The enrichment technique using (RS)-1-(phenyl)ethanol as a carbon source allowed us to isolate 232 psychrophile/psychrotroph microorganisms. We also evaluated the enzyme activity (oxidoreductases) for enantioselective oxidation reactions, by using derivatives
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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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