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235202

Sigma-Aldrich

4-Bromomethyl-7-methoxycoumarin

97%

Synonym(s):

BMC, Br-Mmc

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About This Item

Empirical Formula (Hill Notation):
C11H9BrO3
CAS Number:
35231-44-8
Molecular Weight:
269.09
Beilstein/REAXYS Number:
187211
EC Number:
252-448-3
MDL number:
MFCD00006869
UNSPSC Code:
12352100
PubChem Substance ID:
24854087
NACRES:
NA.22

Quality Level

200

assay

97%

form

solid

mp

213-215 °C (lit.)

solubility

chloroform: soluble 20 mg/mL, clear, colorless to faintly yellow

fluorescence

λex 322 nm; λem 395 nm (after derivatization)

SMILES string

COc1ccc2C(CBr)=CC(=O)Oc2c1

InChI

1S/C11H9BrO3/c1-14-8-2-3-9-7(6-12)4-11(13)15-10(9)5-8/h2-5H,6H2,1H3

InChI key

CTENSLORRMFPDH-UHFFFAOYSA-N

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Application

4-Bromomethyl-7-methoxycoumarin has been used:
  • as derivatization reagent in determination of 5-fluorouracil (5-FU) in human plasma by HPLC-tandem mass spectrometry
  • as derivatization reagent in fluorescence detection of sodium monofluoroacetate (MFA-Na) in biological samples by HPLC
  • in the synthesis of new caged derivatives of hydrolysis-resistant 8-bromoadenosine cyclic 3′,5′-monophosphate (8-Br-cAMP) and 8-bromoguanosine cyclic 3′,5′-monophosphate (8-Br-cGMP)
  • in TLC and HPLC separation and fluorometric analysis of a wide range of naturally occurring acids, including bile and thromboxane B2
Fluorescent label for fatty acids.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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