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D104809

Sigma-Aldrich

Dihydrocoumarin

99%

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
EC Number:
204-354-9
MDL number:
MFCD00006881
UNSPSC Code:
12352100
PubChem Substance ID:
24893333
NACRES:
NA.22

Assay

99%

form

liquid

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.)

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

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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H317

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’.

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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
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
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
Sharona Shachan-Tov et al.
Free radical biology & medicine, 49(10), 1516-1521 (2010-08-31)
Afri et al. reported in this journal (Free Radic. Biol. Med.32:605-618; 2002) that a direct relationship exists between the depth of alkanoylcoumarins 1 within the liposomal lipid bilayer and the rate at which they undergo superoxide-mediated saponification. These results were
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