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630748

Sigma-Aldrich

7,8-Dihydroxy-4-methylcoumarin

97%

Synonym(s):

4-Methyldaphnetin

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About This Item

Empirical Formula (Hill Notation):
C10H8O4
CAS Number:
2107-77-9
Molecular Weight:
192.17
EC Number:
218-290-4
MDL number:
MFCD00016972
UNSPSC Code:
12352100
PubChem Substance ID:
24882339
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

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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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
GHS08

Signal Word

Danger

Hazard Statements

H319 - H334

Hazard Classifications

Eye Irrit. 2 - Resp. Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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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