Dihydrocoumarin

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Description Sources

Product Name: Dihydrocoumarin
CAS No.: 119-84-6
Chemical Name: Dihydrocoumarin
Synonyms: 3,4-DIHYDROCOUMARIN;CHROMAN-2-ONE;HYDROCOUMARIN;3,4-DIHYDRO-2H-1-BENZOPYRAN-2-ONE;2H-1-Benzopyran-2-one, 3,4-dihydro-;MELILOTIN;3,4-Dihydro-1-benzopyran-2-one;Tonkamel;FEMA 2381;MELILOTOL
CBNumber: CB4413174
Molecular Formula: C9H8O2
Formula Weight: 148.16
MOL File: 119-84-6.mol

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Dihydrocoumarin Property

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.)
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
Water Solubility: insoluble
JECFA Number: 1171
BRN: 4584
LogP: 1.82 at 25℃
CAS DataBase Reference: 119-84-6(CAS DataBase Reference)
NIST Chemistry Reference: 2H-1-Benzopyran-2-one, 3,4-dihydro-(119-84-6)
EPA Substance Registry System: 3,4-Dihydrocoumarin (119-84-6)

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Safety

Hazard Codes: Xn
Risk Statements: 22-36/37/38
Safety Statements: 26-36
WGK Germany: 3
RTECS: MW5775000
TSCA: Yes
HS Code: 29322980
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).

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: W238104
Product name: Dihydrocoumarin
Purity: ≥99%, FCC, FG
Packaging: 1kg
Price: $80.9
Updated: 2024/03/01

Sigma-Aldrich

Product number: W238104
Product name: Dihydrocoumarin
Purity: ≥99%, FCC, FG
Packaging: 5kg
Price: $217
Updated: 2024/03/01

Sigma-Aldrich

Product number: W238104
Product name: Dihydrocoumarin
Purity: ≥99%, FCC, FG
Packaging: 10Kg
Price: $360
Updated: 2024/03/01

Sigma-Aldrich

Product number: D104809
Product name: Dihydrocoumarin
Purity: 99%
Packaging: 5g
Price: $36.3
Updated: 2024/03/01

Sigma-Aldrich

Product number: 07552
Product name: Dihydrocoumarin
Purity: analytical standard
Packaging: 1ml
Price: $69.5
Updated: 2022/05/15

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Dihydrocoumarin Chemical Properties,Usage,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

White to pale yellow clear oily liquid with a sweet odor. Solidifies around room temperature.

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

Dihydrocoumarin Preparation Products And Raw materials

Raw materials

Coumarin trans-Cinnamic acid

Preparation Products

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View Lastest Price from Dihydrocoumarin manufacturers

Nanjing Deda New Material Technology Co., Ltd

Product: Dihydrocoumarin 119-84-6
Price: US $5.00-1.00/kg
Min. Order: 1kg
Purity: 99.5
Supply Ability: 50 ton per month
Release date: 2023-12-06

Hebei Zhuanglai Chemical Trading Co.,Ltd

Product: Dihydrocoumarin 119-84-6
Price: US $100.00-45.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20ton
Release date: 2024-05-06

Hunan aslsen technology co.,ltd

Product: Cinnamic acid 119-84-6
Price: US $10.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 1000 tons
Release date: 2024-04-10

119-84-6, DihydrocoumarinRelated Search:

Nickel Potassium cinnamate Ethanol Sodium bicarbonate URANIUM Barium hydroxide Metronidazole Dihydrocoumarin 4-HYDROXY MEPHENYTOIN 3-Phenylpropionic acid Vanillin 6,7-DIMETHOXY-4-METHYL-CHROMAN-2-ONE 3-[(Z)-ANILINOMETHYLIDENE]-2H-CHROMENE-2,4-DIONE 3-[(Z)-(3-CHLOROANILINO)METHYLIDENE]-2H-CHROMENE-2,4-DIONE 3-(2,6-DICHLOROPHENYL)-3A,9B-DIHYDRO-4H-CHROMENO[3,4-D]ISOXAZOL-4-ONE 4-(4-CHLOROPHENYL)-5,7-DIHYDROXY-2-CHROMANONE 3-((Z)-[4-(TRIFLUOROMETHYL)ANILINO]METHYLIDENE)-2H-CHROMENE-2,4-DIONE Hydrocoumarin, 6-acetamido-3-(1-pyrrolidinylcarbonyl)-

AKOS 222-08

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

3,4-DIHYDRO-2H-1-BENZOPYRAN-2-ONE

3,4-DIHYDROCOUMARIN

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-Chromanone

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

BENZODIHYDROPYRONE

DIHYDROBENZENOPYRONE

DIHYDROBENZOPYRONE

DIHYDROCOUMARIN

DIHYDROCOUMARIN,3,4-

CHROMAN-2-ONE

HYDROCOUMARIN

FEMA 2381

MELILOTIN

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 &gt

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

119-84-6

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