417343
6-Chloro-4-hydroxycoumarin
97%
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About This Item
Empirical Formula (Hill Notation):
C9H5ClO3
CAS Number:
Molecular Weight:
196.59
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
InChI
1S/C9H5ClO3/c10-5-1-2-8-6(3-5)7(11)4-9(12)13-8/h1-4,11H
SMILES string
OC1=CC(=O)Oc2ccc(Cl)cc12
InChI key
HUMZENGQNOATEQ-UHFFFAOYSA-N
assay
97%
mp
291 °C (dec.) (lit.)
functional group
chloro, ester, ketone
Quality Level
General description
6-Chloro-4-hydroxycoumarin is a substituted 4-hydroxycoumarin. It participates in the Fe/Acetic acid (AcOH) catalyzed synthesis of various biologically active compounds.
Application
6-Chloro-4-hydroxycoumarin may be employed for the synthesis of 5-alkylidene-4-chloro-5H-1,2,3-dithiazoles. It may be employed for the synthesis of 6-[(coumarinyl-1-aryl-propionyl]benzoxazinones.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Synthesis of new 5-alkylidene-4-chloro-5H-1, 2, 3-dithiazoles and their stereochemistry.
Jeon M-K and Kim K.
Tetrahedron, 55(32), 9651-9667 (1999)
Synthesis of 6-[1-(4'-hydroxycoumarin-3'-yl)-1-phenyl] propionyl-2H-[1,4]-benzoxazin-3(4H)-ones.
Jagath RG, et al.
Heterocyclic Communications, 10(1), 93-96 (2004)
Iron/acetic acid mediated intermolecular tandem C-C and C-N bond formation: an easy access to acridinone and quinoline derivatives.
Rajawinslin RR, et al.
Royal Society of Chemistry Advances, 4(71), 37806-37811 (2014)
Da-Wei Yan et al.
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Natural meroterpenes derived from phloroglucinols and β-caryophyllene have shown high inhibitory activity against α-glucosidase or cancer cells, however, the chemical diversity of this type of skeletons in Nature is limited. To expand the chemical space and explore their inhibitory activities
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