Identification

Namedihydrocoumarin
IUPACchroman-2-one
CAS Number119-84-6
EINECS204-354-9
FDA UNIINM5K1Y1BT2
Molecular FormulaC9 H8 O2
Molecular Weight148.16116000
MDL NumberMFCD00006881
Nikkaji NumberJ36.832F
Beilstein0004584
CoE Number535

Regulatory

JECFA Food Flavoring1171 dihydrocoumarin
DG SANTE Food Flavourings13.009 3,4-dihydrocoumarin
FEMA Number2381
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)119-84-6 ; DIHYDROCOUMARIN

Physical Properties

Appearance colorless to pale yellow clear liquid to solid (est)
Assay 99.00 to 100.00
Food Chemicals Codex Listed Yes
Specific Gravity 1.18600 to 1.19200 @ 25.00 °C.
Pounds per Gallon - (est). 9.869 to 9.919
Refractive Index 1.54000 to 1.58000 @ 20.00 °C.
Melting Point 24.00 to 25.00 °C. @ 760.00 mm Hg
Boiling Point 271.00 to 272.00 °C. @ 760.00 mm Hg
Congealing Point 23.00 °C.
Acid Value 5.00 max. KOH/g
Vapor Pressure 4.000000 mmHg @ 25.00 °C.
Flash Point > 230.00 °F. TCC ( > 110.00 °C. )
logP (o/w) 2.428 (est)
Shelf Life 24.00 month(s) or longer if stored properly.
Storage store in cool, dry place in tightly sealed containers, protected from heat and light.
Soluble in alcohol
Insoluble in water

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesnot used anymore

Organoleptic Properties

Odor Strength medium ,
Substantivity 228 hour(s) at 100.00 %
Odor Description
at 10.00 % in dipropylene glycol.
Sweet, creamy, coconut, coumarin, vanilla with a slight spice nuance
almond; coconut; creamy; herbaceous; sweet; vanilla; nutty; tobacco.
sweet, cocoa
sweet rose coumarin tonka herbal sweet aromatic coumarin coconut
Sweet, vanilla with bright notes of beans
SWEET, AROMATIC, COUMARIN, CINNAMON
Odor sample from Elan Inc.
Taste Description
creamy coconut coumarinic vanilla cinnamyl balsamic spicy cardamom
at 10.00 ppm.
sweet creamy vanilla coconut milky
sweet, vanilla, milk

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Human Experience20 % solution: no irritation or sensitization.
Oral/Parenteral Toxicityoral-rat LD50 1460 mg/kg
Dermal Toxicityskin-rabbit LD50 > 5000 mg/kg
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavor and fragrance agents
RIFM Fragrance Material Safety AssessmentSearch
IFRA Critical EffectDermal sensitization and systemic toxicity
IFRA RESTRICTION LIMITS IN THE FINISHED PRODUCT (%)Category 1: Products applied to the lips
NotesIFRA FLAVOR REQUIREMENTS:
Maximised Survey-derived Daily Intakes (MSDI-EU)1200.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA)1111.00 (μg/capita/day)
Structure ClassIII
baked goods141.00000
beverages(nonalcoholic)25.00000
beverages(alcoholic)0.30000
breakfast cereal-
cheese-
chewing gum20.00000
condiments / relishes10.00000
confectionery froastings-
egg products-
fats / oils-
fish products-
frozen dairy95.00000
fruit ices-
gelatins / puddings116.00000
granulated sugar-
gravies-
hard candy8.00000
imitation dairy-
instant coffee / tea-
jams / jellies-
meat products-
milk products-
nut products-
other grains-
poultry-
processed fruits-
processed vegetables-
reconstituted vegetables-
seasonings / flavors-
snack foods-
soft candy111.00000
soups-
sugar substitutes-
sweet sauces-

ACS International GmbH

Creativity Beyond Chemistry

Production • Distribution • Sourcing • Logistics • Consulting

View All Website +49 (0) 55 31 - 99 06-0 info@acsint.com

Advanced Biotech. Inc.

Inspired by Nature

A diverse range of products, all meeting our stringent commitment to quality.

View All Website 973-339-6242 info@adv-bio.com

Augustus Oils Ltd

The Premier Supplier

Augustus Oils Ltd, in harmony with nature - to present it at its best...

View All Website +44 (0)1420 590555 essentials@augustus-oils.ltd.uk

Beijing Lys Chemicals Co, LTD.

From Grams to Tons

Fine chemical high-tech company which contains R&D, production, and sales.

View All Website 86-10-68418738 jiayanyong@lyschem.com

Berje Inc.

Where the world comes to its senses

Where the world comes to its senses - Berjé is a global distributor of Essential Oils and Aromatic Chemicals.

View All Website 973-748-8980 tlauzurica@berjeinc.com

BOC Sciences

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Elan Inc.

Legacy of Innovation

Highest quality natural and synthetic products.

View All Website +86 021 57448053 (Elan Shanghai) dpimentel@elan-chemical.com

Excellentia International

Ingredients by Nature

Exceptional quality and excellence in meeting our customers requirements.

View All Website 732.749.9840 info@excellentiaint.com

Fleurchem, Inc.

Have A Flavorful Day

A leading global manufacturer and supplier of ingredients for Flavors, Fragrances, AromaTherapy, Foods, Beverages, Personal Care Products, and other uses.

View All Website 845-341-2100 info@fleurchem.com

Indukern, S.A. F&F Ingredients Division

Commitment to quality

Idukern F&F Ingredients is your partner for the fragrance and flavor ingredients.

View All Website +34 93 506 91 00 info@indukern.es

Jiangyin Healthway International Trade Co., Ltd

Independent Ingredients Supplier

We provide custom synthesis and contract manufacturing from milligrams to metric tonnes.

View All Website 86-510-86023169 info@healthwaychem.com

Lluch Essence S.L.

A family company dedicated to sales and distribution

Flexibility, availability, price and quality.

View All Website 34 93 379 38 49 web@lluche.com

M&U International LLC

Steady supply & demand

Meeting customers increasing demands at home as well as abroad.

View All Website 908-359-9000 sales@mu-intel.com

Moellhausen S.P.A.

THE CHEMISTRY OF EMOTIONS

Innovation and commitment in the name of excellence.

View All Website +39 039.685.6262

Penta International Corporation

Chemistry innovation

At Penta, our products and services help businesses do business better.

View All Website (973) 740-2300 lisaa@pentamfg.com

PerfumersWorld Ltd.

feeeel... the smell!

The one-stop resource for the creative perfumer.

View All Website +66(0)2-99-800-80 pwenquiries@perfumersworld.com

Sigma-Aldrich

Complete Supply Chain

The perfect blend of products and services that bring your creativity to life.

View All Website 800-244-1173 ff@sial.com

SRS Aromatics Ltd

For over 25 years

Bringing flavour and fragrance into your world.

View All Website +44 (0) 1284 704076 info@srsaromatics.co.uk

Sunaux International

Buy With Confidence

We have industry leading processes and procedures to ensure nothing but the most reliable product.

View All Website 0512-57995626 johnjft@sunaux.com

TCI AMERICA

Moving Your Chemistry Forward

We continuously strive to advance our technology.

View All Website 1-800-423-8616 Sales-US@TCIchemicals.com;

The Lermond Company

Your Sourcing Resource

The Lermond family has been sourcing raw materials for the flavor and fragrance industry for nearly 7 decades.

View All Website 201-896-3300 info@lermond.com

R C Treatt and Co Ltd

Innovative ingredient solutions

World-leading innovative ingredient solutions provider for the flavour, fragrance and FMCG industries.

View All Website +1 863 668 9500 enquiries@treatt.com

Qingdao Free Trade Zone United International Co Ltd

Quality Products

A partner in your supply chain solution.

View All Website +86-532-83893699 info@unitedint.com

Ernesto Ventós S.A.

Leaders in essence

We employ our five senses to do our job well.

View All Website +1 856 226 7501 info@ventos.com

Vigon International

Passion for Simplicity

Manufacturer and supplier of high quality flavor and fragrance ingredients.

View All Website 570-476-6300 sales@vigon.com

WholeChem, LLC

Connecting Innovators To the Building Blocks Of the Universe

Custom manufacturer and distributor of specialty ingredients. We make global local.

View All Website +1 (262) 995.8668 info@wholechem.com

Potential Uses

FR aldehydic FL almond FR amber FR balsam FR briar wood FL caramel FL chocolate cocoa FR chypre FL cinnamon FR clover FL coconut FR fern FR hawthorn FR hay new mown hay FR heather FR lavandin FL malt FR oriental FL rose FL spice FR tobacco FR tonka bean FL vanilla FR woodruff

Natural Occurrence

cherry sour cherry plant clover sweet clover PMC clover yellow sweet clover deertongue tarragon plant

Synonyms

benzo dihydro pyrone benzo dihydropyrone benzo dihydropyrone natural benzo dihydropyrone synthetic benzodihydropyrone 1,2- benzodihydropyrone benzodihydropyrone FCC benzodihydropyrone, natural 2H-1- benzopyran-2-one, 3,4-dihydro- benzopyranone, dihydro- 2-oxo- chroman oxo chroman chroman-2-one chroman, 2-oxo- 2- chromanone coumarin, 3,4-dihydro- coumarin, dihydro- di hydro coumarin dihydro coumarin 3,4- dihydro-1-benzopyran-2-one 3,4- dihydro-2H-1-benzopyran-2-one 3,4- dihydro-2H-chromen-2-on 3,4- dihydro-2H,1-benzopyran-2-one dihydrobenzopyrone 3,4- dihydrocoumarin dihydrocoumarin (benzodihydropyrone) dihydrocoumarin FCC hydrocinnamic acid, o-hydroxy-, d-lactone hydrocoumarin o- hydroxydihydrocinnamic acid delta-lactone ortho- hydroxydihydrocinnamic acid delta-lactone 2- hydroxydihydrocinnamic acid lactone hydroxydihydrocinnamic acid lactone, o- melilotic acid lactone melilotic lactone melilotin melilotine melilotol meliotine Info: EVALUATION OF CERTAIN FOOD ADDITIVES AND CONTAMINANTS PubMed: Tandem ruthenium-catalyzed transfer-hydrogenative cyclization/intramolecular Diels-Alder reaction of enediynes affording dihydrocoumarin-fused polycycles. PubMed: Study of possible mechanisms involved in the inhibitory effects of coumarin derivatives on neutrophil activity. PubMed: Effect of the nutritional supplement ALAnerv® on the serum PON1 activity in post-acute stroke patients. PubMed: Serum lactonase and arylesterase activities in alcoholic hepatitis and hepatitis B. PubMed: N-heterocyclic carbene-catalyzed [4 + 2] cycloaddition of ketenes and 3-aroylcoumarins: highly enantioselective synthesis of dihydrocoumarin-fused dihydropyranones. PubMed: Cancer chemoprevention and nutriepigenetics: state of the art and future challenges. PubMed: Synthesis and biological evaluation of α-methylidene-δ-lactones with 3,4-dihydrocoumarin skeleton. PubMed: [Determination of five coumarins in toys by high performance liquid chromatography-tandem mass spectrometry]. PubMed: Novel associations of nonstructural Loci with paraoxonase activity. PubMed: Oxidative potential of some endophytic fungi using 1-indanone as a substrate. PubMed: Catalytic versatility and backups in enzyme active sites: the case of serum paraoxonase 1. PubMed: Facile synthesis of 4-substituted 3,4-dihydrocoumarins via an organocatalytic double decarboxylation process. PubMed: An enantioselective approach toward 3,4-dihydroisocoumarin through the bromocyclization of styrene-type carboxylic acids. PubMed: High-Density Real-Time PCR-Based in Vivo Toxicogenomic Screen to Predict Organ-Specific Toxicity. PubMed: Asymmetric synthesis of 3,4-dihydrocoumarin motif with an all-carbon quaternary stereocenter via a Michael-acetalization sequence with bifunctional amine-thiourea organocatalysts. PubMed: Atom arrangement strategy for designing a turn-on 1H magnetic resonance probe: a dual activatable probe for multimodal detection of hypochlorite. PubMed: Chemical composition, anti-inflammatory, molluscicidal and free-radical scavenging activities of the leaves of Ficus radicans 'Variegata' (Moraceae). PubMed: Development and validation of two methods based on high-performance liquid chromatography-tandem mass spectrometry for determining 1,2-benzopyrone, dihydrocoumarin, o-coumaric acid, syringaldehyde and kaurenoic acid in guaco extracts and pharmaceutical preparations. PubMed: Coumarin metabolic routes in Aspergillus spp. PubMed: Paraoxonase 2 (PON2) in the mouse central nervous system: a neuroprotective role? PubMed: Synthesis and biological activity of splitomicin analogs targeted at human NAD(+)-dependent histone deacetylases (sirtuins). PubMed: Different effect of two synthetic coumarin-stilbene hybrid compounds on phagocyte activity. PubMed: Cancer chemoprevention by targeting the epigenome. PubMed: Organocatalytic asymmetric tandem Michael addition-hemiacetalization: a route to chiral dihydrocoumarins, chromanes, and 4H-chromenes. PubMed: A reinvestigation of the reaction of coumarins with superoxide in the liposomal bilayer: correlation between depth and reactivity. PubMed: Lactonases with organophosphatase activity: structural and evolutionary perspectives. PubMed: The thioesterase Bhp is involved in the formation of beta-hydroxytyrosine during balhimycin biosynthesis in Amycolatopsis balhimycina. PubMed: Interaction between human serum esterases and environmental metal compounds. PubMed: Determinants of variation in human serum paraoxonase activity. PubMed: Asymmetric cycloadditions of o-quinone methides employing chiral ammonium fluoride precatalysts. PubMed: A novel method for the synthesis of substituted 3,4-dihydrocoumarin derivatives via isocyanide-based three-component reaction. PubMed: Synthesis, spectroscopy and alkylating properties of Pd(II) complexes of phosphorohydrazones of coumarin and chromone with potential antibacterial activity. PubMed: Novel isocyanide-based four-component reaction: a facile synthesis of fully substituted 3,4-dihydrocoumarin derivatives. PubMed: AlCl3-mediated direct carbon-carbon bond-forming reaction of alpha-hydroxyketene-S,S-acetals with arenes and synthesis of 3,4-disubstituted dihydrocoumarin derivatives. PubMed: Aging and anti-aging: unexpected side effects of everyday medication through sirtuin1 modulation. PubMed: Lack of evidence for allergenic properties of coumarin in a fragrance allergy mouse model. PubMed: Biocatalytic production of dihydrocoumarin from coumarin by Saccharomyces cerevisiae. PubMed: Xenobiotic reductase A in the degradation of quinoline by Pseudomonas putida 86: physiological function, structure and mechanism of 8-hydroxycoumarin reduction. PubMed: The flavoring agent dihydrocoumarin reverses epigenetic silencing and inhibits sirtuin deacetylases. PubMed: Isolation, structure elucidation, antioxidative and immunomodulatory properties of two novel dihydrocoumarins from Aloe vera. PubMed: Cloning, purification, and refolding of human paraoxonase-3 expressed in Escherichia coli and its characterization. PubMed: Cloning, high level expression of human paraoxonase-3 in Sf9 cells and pharmacological characterization of its product. PubMed: Regioselective synthesis and estrogenicity of (+/-)-8-alkyl-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrocoumarins. PubMed: Senescence marker protein-30 is a unique enzyme that hydrolyzes diisopropyl phosphorofluoridate in the liver. PubMed: Chromanones and dihydrocoumarins from Calophyllum blancoi. PubMed: Mouse macrophage paraoxonase 2 activity is increased whereas cellular paraoxonase 3 activity is decreased under oxidative stress. PubMed: Role of Acinetobacter calcoaceticus 3,4-dihydrocoumarin hydrolase in oxidative stress defence against peroxoacids. PubMed: Enzymatic preparation of D-beta-acetylthioisobutyric acid and cetraxate hydrochloride using a stereo- and/or regioselective hydrolase, 3,4-dihydrocoumarin hydrolase from Acinetobacter calcoaceticus. PubMed: Coupling of the lactone-ring conformation with crystal symmetry in 6-hydroxy-4,4,5,7,8-pentamethyl-3,4-dihydrocoumarin. PubMed: Lactone-ring-cleaving enzymes of microorganisms: their diversity and applications. PubMed: Purification and characterization of a novel lactonohydrolase from Agrobacterium tumefaciens. PubMed: 3,4-Dihydrocoumarin hydrolase with haloperoxidase activity from Acinetobacter calcoaceticus F46. PubMed: A "cephalosporin-like" cyclic depsipeptide: synthesis and reaction with beta-lactam-recognizing enzymes. PubMed: Selective Clara cell injury in mouse lung following acute administration of coumarin. PubMed: Intraperitoneal administration of coumarin causes tissue-selective depletion of cytochromes P450 and cytotoxicity in the olfactory mucosa. PubMed: Inhibition of the mutagenicity of 2-nitrofluorene, 3-nitrofluoranthene and 1-nitropyrene by flavonoids, coumarins, quinones and other phenolic compounds. PubMed: New metabolites in the degradation of fluorene by Arthrobacter sp. strain F101. PubMed: Natural ingredients based cosmetics. Content of selected fragrance sensitizers. PubMed: Structure-activity relationship of coumarins in xanthine oxidase inhibition. PubMed: HPLC analysis of tonka bean extracts. PubMed: Comparison of the hepatic effects of coumarin, 3,4-dimethylcoumarin, dihydrocoumarin and 6-methylcoumarin in the rat. PubMed: NTP Toxicology and Carcinogenesis Studies of Coumarin (CAS No. 91-64-5) in F344/N Rats and B6C3F1 Mice (Gavage Studies). PubMed: NTP Toxicology and Carcinogenesis Studies of 3,4-Dihydrocoumarin (CAS No. 119-84-6) in F344/N Rats and B6C3F1 Mice (Gavage Studies). PubMed: Structural requirements for the direct and cytochrome P450-dependent reaction of cyclic alpha,beta-unsaturated carbonyl compounds with glutathione: a study with coumarin and related compounds. PubMed: Purification and characterization of a novel lactonohydrolase, catalyzing the hydrolysis of aldonate lactones and aromatic lactones, from Fusarium oxysporum. PubMed: Isolation and characterization of a fluorene-degrading bacterium: identification of ring oxidation and ring fission products. PubMed: Toxicity of coumarin and various methyl derivatives in cultures of rat hepatocytes and V79 cells. PubMed: Anamnestic responses to contact allergens: application in the murine local lymph node assay. PubMed: Amine prodrugs which utilize hydroxy amide lactonization. II. A potential esterase-sensitive amide prodrug. PubMed: Acyloxybenzyl halides, inhibitors of elastases. PubMed: A prospective toxicity evaluation (COMPACT) on 40 chemicals currently being tested by the National Toxicology Program. PubMed: Reaction of thrombin and proteinases of the fibrinolytic system with a mechanism-based inhibitor, 3,4-dihydro-3-benzyl-6-chloromethylcoumarin. PubMed: Studies on the mechanism of coumarin-induced toxicity in rat hepatocytes: comparison with dihydrocoumarin and other coumarin metabolites. PubMed: Constituents of Justicia pectoralis Jacq. 2. Gas chromatography/mass spectrometry of simple coumarins, 3-phenylpropionic acids and their hydroxy and methoxy derivatives. PubMed: The sensitizing capacity of coumarins (II). PubMed: The epicutaneous maximization test. PubMed: Inactivation of human high- and low-molecular-weight urokinases. Analysis of their active site. PubMed: Reactions in selected patients to 22 fragrance materials. PubMed: Comparative study of methods chosen by the Association Française de Normalisation (AFNOR) for evaluating sensitizing potential in the albino guinea-pig. PubMed: Degradation of 3-phenylbutyric acid by Pseudomonas sp. PubMed: Further studies of effects of vehicles and elicitation concentration in experimental contact sensitization testing in humans. PubMed: Physiologically active substances from marine sponges V: Isolation of physiologically active compounds from the sponge Verongia archeri. PubMed: The metabolism of aromatic compounds in higher plants. V. Purification and properties of dihydrocoumarin hydrolase of Melilotus alba. PubMed: [Application of Baeyer-Villiger reaction in synthesis of dihydrocoumarin].