H24003

Sigma-Aldrich

Umbelliferone

99%

Synonym(s):
7-Hydroxy-2H-1-benzopyran-2-one, 7-Hydroxycoumarin
Empirical Formula (Hill Notation):
C9H6O3
CAS Number:
Molecular Weight:
162.14
Beilstein/REAXYS Number:
127683
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

mp

230 °C (dec.) (lit.)

solubility

dioxane: soluble
ethanol: soluble

SMILES string

Oc1ccc2C=CC(=O)Oc2c1

InChI

1S/C9H6O3/c10-7-3-1-6-2-4-9(11)12-8(6)5-7/h1-5,10H

InChI key

ORHBXUUXSCNDEV-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Umbelliferone can be used:
  • To synthesize fluorescent probes to detect cyanide anions in water at biological pH and for in vitro and in vivo detection of hydrogen peroxide.
  • In the preparation of coumarin-based polymer as optical data storage material.
  • As a precursor to synthesize novobiocin derivatives that exhibit antibacterial agents as well as inhibitors of DNA gyrase.
  • As the starting material to synthesize (+)-decursinol and (+)-angelmarin.

Packaging

10, 25, 100 g in poly bottle

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Certificate of Analysis

Certificate of Origin

Total synthesis of (+)-angelmarin.
Magolan J and Coster M J
The Journal of Organic Chemistry, 74(14), 5083-5086 (2009)
Novobiocin: redesigning a DNA gyrase inhibitor for selective inhibition of hsp90.
Burlison J A, et al.
Journal of the American Chemical Society, 128(48), 15529-15536 (2006)
Rational design of a fluorescent hydrogen peroxide probe based on the umbelliferone fluorophore.
Du L, et al.
Tetrahedron Letters, 49(19), 3045-3048 (2008)
Reversible two-photon optical data storage in coumarin-based copolymers.
Iliopoulos K, et al.
Journal of the American Chemical Society, 132(41), 14343-14345 (2010)
Fluorescent chemodosimeter for selective detection of cyanide in water.
Lee K S, et al.
Organic Letters, 10(1), 49-51 (2008)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service

Social Media

LinkedIn icon
Twitter icon
Facebook Icon
Instagram Icon

MilliporeSigma

Research. Development. Production.

We are a leading supplier to the global Life Science industry with solutions and services for research, biotechnology development and production, and pharmaceutical drug therapy development and production.

© 2021 Merck KGaA, Darmstadt, Germany and/or its affiliates. All Rights Reserved.

Reproduction of any materials from the site is strictly forbidden without permission.