Skip to Content
Merck
All Photos(1)

Documents

W238104

Sigma-Aldrich

Dihydrocoumarin

≥99%, FCC, FG

Synonym(s):

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

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C9H8O2
CAS Number:
Molecular Weight:
148.16
FEMA Number:
2381
EC Number:
Council of Europe no.:
535
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
13.009
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

FG
Halal
Kosher

Agency

meets purity specifications of JECFA

reg. compliance

EU Regulation 1334/2008 & 178/2002
FCC
FDA 21 CFR 117

Assay

≥99%

refractive index

n20/D 1.556 (lit.)

bp

272 °C (lit.)

mp

24-25 °C (lit.)

density

1.169 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

coconut; coumarin; sweet

SMILES string

O=C1CCc2ccccc2O1

InChI

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

InChI key

VMUXSMXIQBNMGZ-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

Dihydrocoumarin is commonly used as a flavor ingredient in food and cosmetic industry. It occurs naturally in Melilotus officinalis (sweet clover).

Application


  • Novel Dihydrocoumarins Induced by Radiolysis as Potent Tyrosinase Inhibitors.: This research identifies new dihydrocoumarins produced through radiolysis, demonstrating their potential as effective tyrosinase inhibitors, which could have significant applications in dermatology and related fields (Jeong et al., 2024). (Jeong et al., 2024).

Biochem/physiol Actions

Taste at 10 ppm

Other Notes

Natural occurrence: Sweet clover and deertongue.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Skin Sens. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

>212.0 °F - closed cup

Flash Point(C)

> 100 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

F N Marzulli et al.
Contact dermatitis, 6(2), 131-133 (1980-01-01)
Further confirmation of the effects of vehicles and elicitation concentration in experimental contact sensitization testing with fragrance ingredients is reported. A dose-response relation was seen when sensitized human subjects were challenged with dihydrocoumarin, alantroot oil and diethylmalleate. Furthermore, alcohol was
Jakub Modranka et al.
Bioorganic & medicinal chemistry, 20(16), 5017-5026 (2012-07-14)
A series of new 3-methylidenechroman-2-ones bearing various aromatic moieties and various substituents at position 4 were synthesized in a three step reaction sequence. Friedel-Crafts alkylation of phenols or naphthols using ethyl 3-methoxy-2-diethoxyphosphorylacrylate in the presence of trifluoromethanesulphonic acid gave 3-diethoxyphosphorylchromen-2-ones.
Andrew J Olaharski et al.
PLoS genetics, 1(6), e77-e77 (2005-12-20)
Sirtuins are a family of phylogenetically conserved nicotinamide adenine dinucleotide-dependent deacetylases that have a firmly established role in aging. Using a simple Saccharomyces cerevisiae yeast heterochromatic derepression assay, we tested a number of environmental chemicals to address the possibility that
Tomohiro Doura et al.
Chemical communications (Cambridge, England), 48(10), 1565-1567 (2011-05-18)
The first dual activatable hypochlorite ((-)OCl)-sensing probe was developed, based on a new proof-of-concept design involving signal-activatable (1)H chemical probes using the triple-resonance NMR technique. The probe enabled fluorescence-(1)H MR dual turn-on detection of (-)OCl in solution and in crude
Katrin Häser et al.
Journal of agricultural and food chemistry, 54(17), 6236-6240 (2006-08-17)
Natural dihydrocoumarin, which is of great interest in the flavor industry, was biotechnologically produced from pure coumarin or tonka bean meal with Pseudomonas orientalis, Bacillus cereus, and various Saccharomyces cerevisiae strains. Coumarin was shown to be converted to melilotic acid

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service