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301450

Sigma-Aldrich

4-Bromomethyl-6,7-dimethoxycoumarin

96%

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About This Item

Empirical Formula (Hill Notation):
C12H11BrO4
CAS Number:
Molecular Weight:
299.12
Beilstein:
4750487
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

96%

mp

212-216 °C (lit.)

fluorescence

λex 322; λem 395 (Reaction product with acetic acid)
λex 354 nm; λem 435 nm in methanol

functional group

bromo
ester

SMILES string

COc1cc2OC(=O)C=C(CBr)c2cc1OC

InChI

1S/C12H11BrO4/c1-15-10-4-8-7(6-13)3-12(14)17-9(8)5-11(10)16-2/h3-5H,6H2,1-2H3

InChI key

JGODLBJJCNQFII-UHFFFAOYSA-N

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Application

4-Bromomethyl-6,7-dimethoxycoumarin was used as fluorescent labeling reagent for the reversed-phase HPLC separation and detection of carboxylic acids. It was also used as derivatization reagent:
  • for quantitation of clofibric, bezafibric and fenofibric acids in liver by liquid chromatography
  • in determination of the concentration of tripeptide glutathione by matrix-assisted laser desorption ionization time-of-flight mass spectrometry
  • for determination of carboxylic acids in chromatographic detection

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - 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)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Journal of Chromatography A, 269, 81-81 (1983)
Chia-Hsien Feng et al.
Analytica chimica acta, 690(2), 209-214 (2011-03-26)
Matrix-assisted laser desorption ionization time-of-flight mass spectrometry (MALDI-TOF MS) has been broadly applied to analyze high-molecular-weight compound (such as polymer or proteomic research) but seldom used for low-molecular-weight compound analysis. The objective of this study is the development of a
T Uematsu et al.
Journal of pharmaceutical sciences, 82(12), 1272-1274 (1993-12-01)
The fluorescence derivatization of 1-(tetrahydro-2-furanyl)-5-fluorouracil (Ftorafur, FT) with 4-bromomethyl-6,7-dimethoxycoumarin (BrMdmc) with 18-crown-6 as catalyst was utilized for a sensitive and selective liquid chromatographic method to determine the concentration of FT in hair. Hair samples collected from rats, which had received
Yan Zhong et al.
Biomedical chromatography : BMC, 20(4), 319-326 (2005-09-08)
A reliable and validated reversed-phase high-performance liquid chromatography (HPLC) method using fluorescence detection is reported for the simultaneous quantitation of mycophenolic acid (MPA) and valproic acid (VPA) in human plasma. The method is based on the pre-column derivatization of valproic
Hsin-Liang Chen et al.
Proteins, 78(14), 2973-2983 (2010-08-26)
Kinetic measurement of protein folding is limited by the method used to trigger folding. Traditional methods, such as stopped flow, have a long mixing dead time and cannot be used to monitor fast folding processes. Here, we report a compound

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