H24003
Umbelliferone
99%
Synonym(s):
7-Hydroxy-2H-1-benzopyran-2-one, 7-Hydroxycoumarin
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All Photos(3)
About This Item
Empirical Formula (Hill Notation):
C9H6O3
CAS Number:
Molecular Weight:
162.14
Beilstein:
127683
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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
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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.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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)
Fluorescent chemodosimeter for selective detection of cyanide in water.
Lee K S, et al.
Organic Letters, 10(1), 49-51 (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)
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