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543594

Sigma-Aldrich

5,7-Dihydroxy-4-methylcoumarin

98%

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About This Item

Empirical Formula (Hill Notation):
C10H8O4
CAS Number:
2107-76-8
Molecular Weight:
192.17
EC Number:
218-289-9
MDL number:
MFCD00016966
UNSPSC Code:
12352100
PubChem Substance ID:
24878696
NACRES:
NA.22

assay

98%

mp

296-299 °C (lit.)

SMILES string

CC1=CC(=O)Oc2cc(O)cc(O)c12

InChI

1S/C10H8O4/c1-5-2-9(13)14-8-4-6(11)3-7(12)10(5)8/h2-4,11-12H,1H3

InChI key

QNVWGEJMXOQQPM-UHFFFAOYSA-N

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General description

5,7-Dihydroxy-4-methylcoumarin can be obtained by reacting phloroglucinol and ethylacetoacetate via Pechmann condensation in the presence of sulfuric acid.

Application

5,7-Dihydroxy-4-methylcoumarin may be used in the synthesis of pyrano[2,3-h]coumarin derivatives and 5,7-dihydroxy-8-formyl-4-methylcoumarin.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

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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Modified coumarins. 27. Ssynthesis and antioxidant activity of 3-substituted 5, 7-dihydroxy-4-methylcoumarins.
Garazd MM, et al.
Chemistry of Natural Compounds, 43(1), 19-23 (2007)
A one-pot, three-component synthesis of new pyrano [2, 3-h] coumarin derivatives.
Karami B, et al.
Tetrahedron Letters, 53(12), 1445-1446 (2012)
Formylation of Benzopyrones. II. Formylation of Hydroxycoumarins with N-Methylformanilide1.
Naik RM and Thakor VM.
The Journal of Organic Chemistry, 22(12), 1630-1633 (1957)
Etil Guzelmeric et al.
Journal of pharmaceutical and biomedical analysis, 132, 35-45 (2016-10-04)
Chamomile tea composed of dried flower heads of Matricaria recutita L. (Asteraceae) is one of the most popular single ingredient herbal teas. Tea industries, spice shops or public bazaars are mostly supplied chamomile as a raw material via cultivation or
Etil Guzelmeric et al.
Journal of pharmaceutical and biomedical analysis, 107, 108-118 (2015-01-13)
Brewed tea of chamomile flowers (Matricaria recutita L.) (Asteraceae) has been extensively consumed for centuries due to either its pleasant taste or medicinal purposes. On the other hand, the major problem is difficulty in distinguishing the genuine specimen when supplying

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