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77450

Supelco

2-Bromoacetophenone

for GC derivatization, LiChropur™, ≥99.0%

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:
12000000
PubChem Substance ID:
329767691
NACRES:
NA.22
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grade

for GC derivatization

Quality Level

100

Assay

≥99.0% (GC)
≥99.0%

form

crystals

quality

LiChropur™

reaction suitability

reagent type: derivatization reagent
reaction type: Acylations

technique(s)

gas chromatography (GC): suitable

bp

135 °C/18 mmHg (lit.)

mp

48-51 °C (lit.)
49-50 °C

storage temp.

2-8°C

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

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General description

2-Bromoacetophenone is a commonly used derivatization agent for fatty acid detection in biological samples.[1]

Application

Preparation of crystalline esters from acids

Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG1542
BCBG9218V

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High-performance liquid chromatography of fatty acids in biological samples.
Lima ES and Abdalla DSP
Analytica Chimica Acta, 465(1-2), 81-91 (2002)
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
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
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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Questions

1–2 of 2 Questions  

  1. 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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  2. 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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