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MilliporeSigma

115835

2-Bromoacetophenone

98%

Synonym(s):

ω-Bromoacetophenone, Phenacyl bromide

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$36.55

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$101.00

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$210.00

$36.55

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About This Item

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

Key Documents

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Quality Level

100

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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Show Differences

1 of 4

This Item
115665389390669466
2-Bromoacetophenone 98%

Sigma-Aldrich

115835

2-Bromoacetophenone

2-Bromo-4′-methoxyacetophenone 97%

Sigma-Aldrich

115665

2-Bromo-4′-methoxyacetophenone

2-Bromo-4′-fluoroacetophenone 97%

Sigma-Aldrich

389390

2-Bromo-4′-fluoroacetophenone

2-Bromo-4′-(trifluoromethyl)acetophenone 95%

Sigma-Aldrich

669466

2-Bromo-4′-(trifluoromethyl)acetophenone

assay

98%

assay

97%

assay

97%

assay

95%

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

form

solid

form

solid

form

solid

form

solid

mp

48-51 °C (lit.)

mp

69-71 °C (lit.)

mp

47-49 °C (lit.)

mp

46-56 °C

bp

135 °C/18 mmHg (lit.)

bp

-

bp

150 °C/12 mmHg (lit.)

bp

-

functional group

bromo

functional group

bromo, ketone

functional group

bromo, fluoro, ketone

functional group

bromo, fluoro, ketone

Application

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

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

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

wgk_germany

WGK 3

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

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB4376
0000420370
0000420370
0000342364
0000342364

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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
Emilian Georgescu et al.
ACS combinatorial science, 14(2), 101-107 (2012-01-25)
Herein is reported a simple and efficient one-pot three-component synthesis of pyrrolo[1,2-c]pyrimidine derivatives starting from various substituted pyrimidines, 2-bromoacetophenones, and electron deficient alkynes in epoxides acting both as reaction medium and HBr scavanger. This method proved to be very lucrative
P W Rieck et al.
Experimental eye research, 73(5), 639-650 (2001-12-19)
After wounding, the corneal endothelium heals primarily by migration of adjacent cells into the denuded wound area. In this study, it has been attempted to identify elements of the intracellular signaling pathway activated through basic Fibroblast Growth Factor (FGF-2)- and
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
Shu-Xiang Wang et al.
Ultrasonics sonochemistry, 15(1), 33-36 (2007-09-04)
The alkylation of N-hydroxyphthalimide with alkyl halides in the presence of potassium carbonate results N-alkoxyphthalimides in 64-99% yields in DMSO under ultrasound irradiation. Compared with conventional methods, the main advantages of the present procedure are milder conditions, shorter reaction time
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Questions

1–4 of 4 Questions  

  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/418/501/product-dating-information-06-25-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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  3. 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?

    1 answer

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

    1 answer

    1. 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.

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