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Merck

115835

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24847241
EC Number:
200-724-9
Beilstein/REAXYS Number:
606474
MDL number:
MFCD00000195
Assay:
98%
Form:
solid

Key Documents

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InChI key

LIGACIXOYTUXAW-UHFFFAOYSA-N

InChI

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

SMILES string

BrCC(=O)c1ccccc1

assay

98%

form

solid

bp

135 °C/18 mmHg (lit.)

mp

48-51 °C (lit.)

functional group

bromo, ketone, phenyl

Quality Level

100

Gene Information

human ... PTPN6(5777)

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Related Categories

Application

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

signalword

Danger

Storage Class

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

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

pictograms

CorrosionExclamation mark
GHS05,GHS07

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB4376
0000420370
0000420370
0000342364
0000342364

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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
Lenilson Coutinho Rocha et al.
Marine biotechnology (New York, N.Y.), 12(5), 552-557 (2009-11-27)
The biotransformation reactions of α-bromoacetophenone (1), p-bromo-α-bromoacetophenone (2), and p-nitro-α-bromoacetophenone (3) by whole cells of the marine fungus Aspergillus sydowii Ce19 have been investigated. Fungal cells that had been grown in artificial sea water medium containing a high concentration of
E J Eisenberg et al.
Journal of chromatography. B, Biomedical applications, 679(1-2), 119-127 (1996-04-26)
A novel precolumn derivatization method for the HPLC determination of cytosine-containing compounds by HPLC is described. Highly fluorescent 2-phenyl-3,N4-ethenocytosine derivatives are produced by a reaction of non-fluorescent cytosine-containing compounds with phenacyl bromide in weakly acidic acetonitrile solution at elevated temperature.
Xufeng Lin et al.
Chemical communications (Cambridge, England), 47(23), 6620-6622 (2011-05-13)
Polysubstituted pyrroles were efficiently synthesized in moderate yields by a one-pot multicomponent reaction starting from primary amines, ethyl glyoxalate and 2-bromoacetophenones in the presence of pyridine in refluxing acetonitrile. This methodology was utilized to synthesize a highly substituted benz[g]indole.
M Persson et al.
Analytical biochemistry, 198(1), 149-153 (1991-10-01)
Previous studies suggest that plasma acetate may be an important fuel in man, accounting for approximately 10% of energy expenditure. Available methods for the determination of plasma acetate kinetics are difficult and time consuming. We describe here a procedure for
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