Dihydrocoumarin
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
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)
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).
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.
N-Bromosuccinimide Price
- Product number
- W238104
- Product name
- Dihydrocoumarin
- Purity
- ≥99%, FCC, FG
- Packaging
- 1kg
- Price
- $80.9
- Updated
- 2024/03/01
- Product number
- W238104
- Product name
- Dihydrocoumarin
- Purity
- ≥99%, FCC, FG
- Packaging
- 5kg
- Price
- $217
- Updated
- 2024/03/01
- Product number
- W238104
- Product name
- Dihydrocoumarin
- Purity
- ≥99%, FCC, FG
- Packaging
- 10Kg
- Price
- $360
- Updated
- 2024/03/01
- Product number
- D104809
- Product name
- Dihydrocoumarin
- Purity
- 99%
- Packaging
- 5g
- Price
- $36.3
- Updated
- 2024/03/01
- Product number
- 07552
- Product name
- Dihydrocoumarin
- Purity
- analytical standard
- Packaging
- 1ml
- Price
- $69.5
- Updated
- 2022/05/15
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
Preparation Products
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View Lastest Price from Dihydrocoumarin manufacturers
- 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
- 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
- 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