543594

Sigma-Aldrich

5,7-Dihydroxy-4-methylcoumarin

98%

Empirical Formula (Hill Notation):
C10H8O4
CAS Number:
Molecular Weight:
192.17
EC Number:
MDL number:
PubChem Substance ID:
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.

Packaging

1 g in glass bottle

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 543594.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

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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