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Dihydrocoumarin

CAS No.
119-84-6
Chemical Name:
Dihydrocoumarin
Synonyms
3,4-DIHYDROCOUMARIN;HYDROCOUMARIN;CHROMAN-2-ONE;3,4-DIHYDRO-2H-1-BENZOPYRAN-2-ONE;FEMA 2381;MELILOTIN;2-Chromanone;BENZODIHYDROPYRONE;2H-1-Benzopyran-2-one, 3,4-dihydro-;3,4-Dihydro-1-benzopyran-2-one
CBNumber:
CB4413174
Molecular Formula:
C9H8O2
Molecular Weight:
148.16
MDL Number:
MFCD00006881
MOL File:
119-84-6.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-17 09:03:53

Dihydrocoumarin Properties

Melting point 24-25 °C (lit.)
Boiling point 272 °C (lit.)
Density 1.169 g/mL at 25 °C (lit.)
vapor pressure 13.6kPa at 20℃
FEMA 2381 | DIHYDROCOUMARIN
refractive index n20/D 1.556(lit.)
FLAVIS Number 13.009 | 3,4-Dihydrocoumarin
Flash point >230 °F
storage temp. Sealed in dry,2-8°C
solubility Chloroform, Methanol (Sparingly)
form Solid
color Colourless to Off-White
Specific Gravity 1.169
Odor at 10.00 % in dipropylene glycol. sweet tonka coumarinic coconut herbal cinnamon balsamic
Odor Type tonka
biological source synthetic
Water Solubility insoluble
JECFA Number 1171
BRN 4584
Cosmetics Ingredients Functions FRAGRANCE
PERFUMING
InChI 1S/C9H8O2/c10-9-6-5-7-3-1-2-4-8(7)11-9/h1-4H,5-6H2
InChIKey VMUXSMXIQBNMGZ-UHFFFAOYSA-N
SMILES O=C1CCc2ccccc2O1
LogP 1.82 at 25℃
Toxicology and Carcinogenesis Toxicology and Carcinogenesis Studies of 3,4-Dihydrocoumarin (CASRN 119-84-6) in F344/N Rats and B6C3F1 Mice (Gavage Studies)
Substances Added to Food (formerly EAFUS) DIHYDROCOUMARIN
CAS DataBase Reference 119-84-6(CAS DataBase Reference)
EWG's Food Scores 4-7
FDA UNII NM5K1Y1BT2
NIST Chemistry Reference 2H-1-Benzopyran-2-one, 3,4-dihydro-(119-84-6)
EPA Substance Registry System 3,4-Dihydrocoumarin (119-84-6)
UNSPSC Code 12352200
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H317
Precautionary statements  P261-P264-P270-P280-P301+P312-P302+P352
PPE Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes  Xn
Risk Statements  22-36/37/38
Safety Statements  26-36
WGK Germany  3
RTECS  MW5775000
TSCA  TSCA listed
HS Code  29322980
Storage Class 10 - Combustible liquids
Hazard Classifications Acute Tox. 4 Oral
Skin Sens. 1
Hazardous Substances Data 119-84-6(Hazardous Substances Data)
Toxicity The acute oral LD50 value in rats was reported as 1.65 g/kg (1.47-1.83 g/ kg) (Moreno, 1972a). The acute dermal LD50 value in rabbits was reported as > 5 g/kg (Moreno, 1972b).
REACH Registrations Active
NFPA 704
1
2 0

Dihydrocoumarin price More Price(94)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich W238104 Dihydrocoumarin ≥99%, FCC, FG 119-84-6 1 each $58 2026-04-30 Buy
Sigma-Aldrich W238104 Dihydrocoumarin ≥99%, FCC, FG 119-84-6 1kg $86 2026-04-30 Buy
Sigma-Aldrich W238104 Dihydrocoumarin ≥99%, FCC, FG 119-84-6 5kg $229 2026-04-30 Buy
Sigma-Aldrich W238104 Dihydrocoumarin ≥99%, FCC, FG 119-84-6 10Kg $383 2026-04-30 Buy
Sigma-Aldrich D104809 Dihydrocoumarin 99% 119-84-6 5g $39.9 2026-04-30 Buy
Product number Packaging Price Buy
W238104 1 each $58 Buy
W238104 1kg $86 Buy
W238104 5kg $229 Buy
W238104 10Kg $383 Buy
D104809 5g $39.9 Buy

Dihydrocoumarin Chemical Properties,Uses,Production

Description

With a sweet, creamy, and herbal, fragrance, with a slightly burnt taste, dihydrocoumarin (DHC) is used as a flavoring agent in food, tobacco, soap, and perfume, etc. Its exotic flavor is well suited for caramel, nuts, dairy, vanilla, tropical fruit, and alcohol. It is a eukaryotic metabolite found in tonka beans grown in northern South America, from which it was isolated as early as the 1820s, as well as sweet clover. Other uses include as an organic solvent and pharmaceutical intermediary. It has been shown to influence the epigenetic process of human cells in vitro.

Sources

http://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:16151
http://www.bojensen.net/EssentialOilsEng/EssentialOils29/EssentialOils29.htm#Tonka
https://books.google.kg/books?id=pUEqBgAAQBAJ&pg=PA427&lpg=PA427&dq=dihydrocoumarin+uses&source=bl&ots=HTZrffvsXu&sig=GPGKqrMRXQaRJ-qgHk7aULeBmGw&hl=en&sa=X&redir_esc=y#v=onepage&q=dihydrocoumarin%20uses&f=false
https://products.symrise.com/aroma-molecules/product-search/dihydrocoumarin/action/pdf/
http://www.lookchem.com/3-4-Dihydrocoumarin/
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1315280/

Chemical Properties

Dihydrocoumarin forms colorless crystals (mp 24°C) with a sweet, herbal odor. Dihydrocoumarin is prepared by hydrogenation of coumarin, for example, in the presence of a Raney nickel catalyst. Another process employs the vapor-phase dehydrogenation of hexahydrocoumarin in the presence of Pd or Pt-Al2O3 catalysts . Hexahydrocoumarin is prepared by cyanoethylation of cyclohexanone and hydrolysis of the nitrile group, followed by ring closure to the lactone.

Chemical Properties

Dihydrocoumarin has an odor similar to coumarin at room temperature or reminiscent of nitrobenzene at higher temperature. It has a burning taste.

Occurrence

Reported found in Melilotus officinalis, from which it may be extracted by water distillation.

Uses

Hydrocoumarin can be used as a reagent to prepare splitomicin analogs as inhibitors of Sir2.

Uses

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.

Definition

ChEBI: A chromanone that is the 3,4-dihydro derivative of coumarin.

Preparation

Dihydrocoumarin is synthesized by reduction of coumarin under pressure in the presence of nickel at 160 to 200°C or in the presence of Pd-BaSO4 in alcoholic solution.

Synthesis Reference(s)

Tetrahedron Letters, 37, p. 4555, 1996 DOI: 10.1016/0040-4039(96)00902-1

General Description

Viscous, almost colorless liquid, solidifying in the cold, melting at 23° C. Sp. Gr. 1.19. B.P. 272° C. Slightly soluble in water, soluble in alcohol, miscible with oils.
Sweet-herbaceous, nutlike, haylike odor, usually described as "coumannic" or "tobacco-like".

Air & Water Reactions

Solutions of the chemical in water are stable for less than two hours. Insoluble in water.

Reactivity Profile

Hydrocoumarin is a lactone (behaves as an ester). Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. Hydrocoumarin may hydrolyze under alkaline or acidic conditions.

Fire Hazard

Hydrocoumarin is combustible.

Biochem/physiol Actions

Taste at 10 ppm

83-33-0
119-84-6
Synthesis of Dihydrocoumarin from 1-Indanone
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Dihydrocoumarin pictures 2026-07-17 Dihydrocoumarin
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$29.00 99.19% 10g TargetMol Chemicals Inc.
Dihydrocoumarin pictures 2026-05-28 Dihydrocoumarin
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$2.00-5.00 1KG 99% 10000kg Hebei Chuanghai Biotechnology Co,.LTD
Cinnamic acid pictures 2026-03-20 Cinnamic acid
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$10.00 1KG 99% 5tons Hebei Chuanghai Biotechnology Co., Ltd
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AKOS 222-08 3,4-Dihydro-1-benzopyran-2-one Hydrocoumarin,6-methyl-4phenyl-3,4dihydro-6-methyl-4-phenyl-2h-benzopyran-2-one Dihydrocoumarin 1g [119-84-6] Dihydrocoumarin,3,4-Dihydro-1-benzopyran-2-one, Benzodihydropyrone, Hydrocoumarin DIHYDROCOUMARIN,3,4-(RG) 3,4-dihydrobenzopyran-2-one DIHYDROCOUMARIN FOR SYNTHESIS DihydrocouMarin 99% Two hydrogen 2-oxo-chroma 3,4-dihydro-2h-1-benzopyran-2-on 3,4-dihydro-coumari 3,4-Dihydroxycoumarin Benzopyranone, dihydro- Chroman, 2-oxo- Coumarin, 3,4-dihydro- Hydrocinnamic acid, o-hydroxy-, delta-lactone 1,2-BENZODIHYDROPYRONE DIHYDROBENZENOPYRONE DIHYDROBENZOPYRONE DIHYDROCOUMARIN DIHYDROCOUMARIN,3,4- CHROMAN-2-ONE MELILOTINE MELILOTOL meliloticlactone NCI-C55890 o-hydroxy-hydrocinnamicacidelta-lactone oxochroman USAF do-12 usafdo-12 2H-1-Benzopyran-2-one, 3,4-dihydro- 3,4-Dihydroqoumarin 2H-1-BENZOPYRAN-2-ONE,3,4-D 8-Azabicyclo[3.2.1]octan-3-one, 8-(phenylmethyl)- 4H-1-Benzopyran-2(3H)-one Dihydrocoumarin,99% 3,4-Dihydro-1-benzopyran-2-one, Benzodihydropyrone, Hydrocoumarin Tonkamel DIHYDROCOUMARIN 99+% FCC 3,4-Dihydrocoumarin > Dihydrocoumarin@1000 μg/mL in Acetone Cinnamic acid USP/EP/BP Meliotine Coumarin, 3, 4-Dihydro- 3, 4-Dyhydrocoumarin CAS 119-84-6 3,4-dihydrochromen-2-one ihydrocoumarin Dihydrocoumarin, 10 mM in DMSO Natural dihydrocoumarin Dihydrocoumarin (Standard) 2-Chromanone 3,4-DIHYDRO-2H-1-BENZOPYRAN-2-ONE 3,4-DIHYDROCOUMARIN BENZODIHYDROPYRONE FEMA 2381 HYDROCOUMARIN MELILOTIN 119-84-6