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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:
88404-25-5
Molecular Weight:
299.12
Beilstein:
4750487
MDL number:
MFCD00011570
UNSPSC Code:
12352100
PubChem Substance ID:
24858188
NACRES:
NA.22

Quality Level

100

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
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCN8307
MKCH1405
MKCB1816V
MKBP7509V
MKBJ8642V

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A G Lee et al.
The Biochemical journal, 305 ( Pt 1), 225-231 (1995-01-01)
Equilibrium and kinetic fluorescence methods have been used to characterize the interactions between K+ and the Ca(2+)-ATPase of skeletal-muscle sarcoplasmic reticulum. K+ shifts the E2-E1 equilibrium of the ATPase towards E1 and increases the rate of Ca2+ binding to the
A M Mata et al.
Biochimica et biophysica acta, 1147(1), 6-12 (1993-04-08)
4-Bromomethyl-6,7-dimethoxy-coumarin labels the (Ca(2+)-Mg(2+)-ATPase of skeletal muscle sarcoplasmic reticulum at Cys-344. Resonance energy transfer has been used to measure the distance between this site and Lys-515 labelled with fluorescein isothiocyanate as about 37 A. The height of Cys-344 above the
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
Journal of Chromatography A, 269, 81-81 (1983)
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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