D104809
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:
Molecular Weight:
148.16
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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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Signal Word
Warning
Hazard Statements
Precautionary 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
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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
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
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
The flavoring agent dihydrocoumarin reverses epigenetic silencing and inhibits sirtuin deacetylases.
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
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.
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