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Merck
CN

07552

Dihydrocoumarin

analytical standard

Synonym(s):

3,4-Dihydro-1-benzopyran-2-one, Benzodihydropyrone, Hydrocoumarin

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About This Item

Empirical Formula (Hill Notation):
C9H8O2
CAS Number:
119-84-6
Molecular Weight:
148.16
NACRES:
NA.24
PubChem Substance ID:
329748478
UNSPSC Code:
12352200
EC Number:
204-354-9
MDL number:
MFCD00006881

Key Documents

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InChI key

VMUXSMXIQBNMGZ-UHFFFAOYSA-N

InChI

1S/C9H8O2/c10-9-6-5-7-3-1-2-4-8(7)11-9/h1-4H,5-6H2

SMILES string

O=C1CCc2ccccc2O1

grade

analytical standard

assay

≥98.5% (GC)

shelf life

limited shelf life, expiry date on the label

refractive index

n20/D 1.555-1.559

Quality Level

100

bp

272 °C (lit.)

mp

24-25 °C (lit.)

density

1.169 g/mL at 25 °C (lit.)

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General description

Dihydrocoumarin is a naturally occurring compound found in Melilotus officinalis (sweet clover) species. It is predominantly used as a flavor ingredient in the food industry and reported to exhibit immunomodulatory, anti-inflammatory, and antioxidant properties.

Application

Dihydrocoumarin may be used as an analytical reference standard for the determination of the analyte in guaco extracts and pharmaceutical preparations, and various plant extracts by chromatography-based techniques and capillary electrophoresis.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H317

Hazard Classifications

Acute Tox. 4 Oral - Skin Sens. 1

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

>212.0 °F - closed cup

flash_point_c

> 100 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
BCCC5236
BCBT1328

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Simultaneous determination of coumarin, o-coumaric acid, dihydrocoumarin and syringaldehyde in guaco extracts and pharmaceutical preparations by HPLC-DAD
Gasparetto JC, et al.
Pharmaceutica Analytica Acta, 2(145), 2-2 (2011)
Biocatalytic Synthesis of Natural Dihydrocoumarin by Microbial Reduction of Coumarin
Serra S, et al.
Catalysts, 9(8), 665-665 (2019)
Rapid determination of coumarins in plants by capillary electrophoresis
Kubrak T
Analytical Letters, 48(18), 2819-2832 (2015)
Determination of coumarins from Chrysanthemum segetum L. by capillary electrophoresis
Ochocka RJ, et al.
Journal of Chromatography A, 709(1), 197-202 (1995)
The flavoring agent dihydrocoumarin reverses epigenetic silencing and inhibits sirtuin deacetylases
Olaharski AJ, et al.
PLoS Genetics, 1(6) (2005)

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