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417351

Sigma-Aldrich

4-Hydroxy-6-methylcoumarin

98%

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About This Item

Empirical Formula (Hill Notation):
C10H8O3
CAS Number:
Molecular Weight:
176.17
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

mp

261-264 °C (lit.)

SMILES string

Cc1ccc2OC(=O)C=C(O)c2c1

InChI

1S/C10H8O3/c1-6-2-3-9-7(4-6)8(11)5-10(12)13-9/h2-5,11H,1H3

InChI key

WIRGBZBGYNIZIB-UHFFFAOYSA-N

Application

4-Hydroxy-6-methylcoumarin may be used for the in situ generation of α-methylenechromanes, α-methylenequinoline and ortho-quinone methides, via Knoevenagel reaction. It may be used for the preparation of 8-methyl-2-phenyl-4H-furo-[3,2-c]benzopyran-4-one and 6-methyl-2-phenyl-4H-furo-[2,3-b]benzopyran-4-one.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

新产品

Certificates of Analysis (COA)

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Efficient One-Step Synthesis of 2-AryI furans by Ceric Ammonium Nitrate (CAN)-Mediated Cycloaddition of 1, 3-Dicarbonyl Compounds to Alkynes.
Lee YR, et al.
Bull. Korean Chem. Soc., 19(10), 1081-1081 (1998)
José C J M D S Menezes et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 20(42), 13644-13655 (2014-08-30)
In view of increasing demands for efficient photosensitizers for photodynamic therapy (PDT), we herein report the synthesis and photophysical characterizations of new chlorin e6 trimethyl ester and protoporphyrin IX dimethyl ester dyads as free bases and Zn(II) complexes. The synthesis of these
Jin Kyu Kang et al.
Molecules (Basel, Switzerland), 25(19) (2020-10-01)
Coumarins are natural products with promising pharmacological activities owing to their anti-inflammatory, antioxidant, antiviral, anti-diabetic, and antimicrobial effects. Coumarins are present in many plants and microorganisms and have been widely used as complementary and alternative medicines. To date, the pharmacological
Mahla Mirali et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 969, 149-161 (2014-09-01)
A systematic set of optimization experiments was conducted to design an efficient extraction and analysis protocol for screening six different sub-classes of phenolic compounds in the seed coat of various lentil (Lens culinaris Medik.) genotypes. Different compounds from anthocyanidins, flavan-3-ols

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