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H24003

Umbelliferone

Name: Umbelliferone
Brand: ALDRICH

99%

Synonym(s):

7-Hydroxy-2H-1-benzopyran-2-one, 7-Hydroxycoumarin

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About This Item

Empirical Formula (Hill Notation):

C₉H₆O₃

CAS Number:

93-35-6

Molecular Weight:

162.14

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24895162

EC Number:

202-240-3

Beilstein/REAXYS Number:

127683

MDL number:

MFCD00006878

Assay:

99%

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Properties

Quality Level

100

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

Description

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.

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Storage Class

11 - Combustible Solids

ppe

dust mask type N95 (US), Eyeshields, Gloves

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An efficient synthesis of (+)-decursinol from umbelliferone.

Lee J H, et al.

Tetrahedron Letters, 48(16), 2889-2892 (2007)

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)

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Global Trade Item Number

SKU	GTIN
H24003-10G	04061833792100
H24003-100G	04061833792063
H24003-25G	04061833792124