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Safety Information

115835

Sigma-Aldrich

2-Bromoacetophenone

98%

Synonym(s):

ω-Bromoacetophenone, Phenacyl bromide

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About This Item

Linear Formula:
C6H5COCH2Br
CAS Number:
70-11-1
Molecular Weight:
199.04
Beilstein:
606474
EC Number:
200-724-9
MDL number:
MFCD00000195
UNSPSC Code:
12352100
PubChem Substance ID:
24847241
NACRES:
NA.22

CN¥2,321.16

Estimated to ship onMay 20, 2025Details

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Assay

98%

form

solid

bp

135 °C/18 mmHg (lit.)

mp

48-51 °C (lit.)

functional group

bromo
ketone
phenyl

SMILES string

BrCC(=O)c1ccccc1

InChI

1S/C8H7BrO/c9-6-8(10)7-4-2-1-3-5-7/h1-5H,6H2

InChI key

LIGACIXOYTUXAW-UHFFFAOYSA-N

Gene Information

human ... PTPN6(5777)

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Application

2-Bromoacetophenone has been used in the analysis of organic acids involving the formation of phenacyl derivatives[1].

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

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Certificates of Analysis (COA)

Lot/Batch Number
0000420370
0000420370
0000342364
0000342364
0000297183

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

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  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. Do you have references on the use of 2-Bromoacetophenone (also known as phenacyl bromide) Products 115835 and 77450 for making phenacyl esters of carboxylic acids for HPLC analysis?

    For information on the use of phenacyl bromide to derivatize carboxylic acids (e.g., fatty acids) for HPLC analysis, please see one or more of the following three references:1. K.J. Longmuir, et al., Determination of monoenoic fatty acid double bond position by permanganate-periodate oxidation followed by high-performance liquid chromatography of carboxylic acid phenacyl esters. Analytical Biochemistry, 167(2), 213-221 (1987). 2. T. Hanis et al.,  Determination of fatty acids as phenacyl esters in rat adipose tissue and blood vessel walls by high-performance liquid chromatography. Journal of Chromatography, 452, 443-457 (1988).3. A. Mehta et al., Rapid quantitation of free fatty acids in human plasma by high-performance liquid chromatography. Journal of Chromatography B Biomedical Science Applications, 719(1-2), 9-23 (1998).

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J G Streeter
Plant physiology, 85(3), 768-773 (1987-11-01)
Metabolites in Bradyrhizobium japonicum bacteroids and in Glycine max (L.) Merr. cytosol from root nodules were analyzed using an isolation technique which makes it possible to estimate and correct for changes in concentration which may occur during bacteroid isolation. Bacteroid
Carrie P Jones et al.
The Journal of organic chemistry, 72(21), 7968-7973 (2007-09-14)
A direct two-step method for the preparation of 2-aryl- and 2-vinyl-4-quinolones that utilizes a copper-catalyzed amidation of o-halophenones followed by a base-promoted Camps cyclization of the resulting N-(2-ketoaryl)amides is described. With CuI, a diamine ligand, and base as the catalyst
Mostafa A Hussein et al.
Acta pharmaceutica (Zagreb, Croatia), 59(4), 365-382 (2009-11-19)
5-Acyl-8-hydroxyquinoline-2-(3'-substituted-4'-aryl-2,3-dihydrothiazol-2'-ylidene)hydrazones, 5a-e to 10a-c, were prepared by the reaction of appropriate 5-acyl-8-hydroxyquinoline-4-substituted thiosemicarbazones 3a-e and phenacyl bromides 4a-e. Structures of the new compounds were verified on the basis of spectral and elemental analyses. Twenty-eight new compounds were tested for their
Gulnur Arabaci et al.
Bioorganic & medicinal chemistry letters, 12(21), 3047-3050 (2002-10-10)
A series of alpha-haloacetophenone derivatives was tested for inhibition of protein tyrosine phosphatases SHP-1 and PTP1B. The results show that the bromides are much more potent than the corresponding chlorides, whereas the phenyl ring is remarkably tolerant to modifications. Derivatization
T Endoh et al.
Carcinogenesis, 17(3), 467-475 (1996-03-01)
Effects of inhibitors of arachidonic acid (AA) metabolism on the development of fatty liver, cirrhosis, glutathione-S-transferase placental form (GST-P)-positive nodules and the generation of 8-hydroxydeoxyguanosine (8-OHdG) and thiobarbituric acid-reactive substances (TBARS), caused by a choline-deficient, L-amino acid-defined (CDAA) diet, were
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