630748

Sigma-Aldrich

7,8-Dihydroxy-4-methylcoumarin

97%

Synonym(s):
4-Methyldaphnetin
Empirical Formula (Hill Notation):
C10H8O4
CAS Number:
Molecular Weight:
192.17
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

mp

242-246 °C (lit.)

storage temp.

2-8°C

SMILES string

CC1=CC(=O)Oc2c(O)c(O)ccc12

InChI

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

InChI key

NWQBYMPNIJXFNQ-UHFFFAOYSA-N

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Packaging

1, 5 g in glass bottle

Application

Can be used as a fluorescent sensor to monitor the consumption of a boronic acid in a Suzuki cross-coupling reaction. Fluorescence is easily detectable to the naked eye using a standard hand-held long-wave UV lamp (365 nm).

Pictograms

Health hazard

Signal Word

Danger

Hazard Statements

hazcat

Eye Irrit. 2 - Resp. Sens. 1

storage_class_code

13 - Non Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Timothy E Barder et al.
Organic letters, 9(1), 137-139 (2006-12-29)
[reaction: see text] Although boronic acids are widely used in metal-catalyzed reactions, it is difficult to assay their consumption. As such, we developed a reversible fluorescent sensor that is activated upon binding a boronic acid. The sensor can be used...

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