3,4-Dihydrocoumarin

Base Information

• Chemical Name: 3,4-Dihydrocoumarin
• CAS No.: 119-84-6
• Deprecated CAS: 1341-36-2
• Molecular Formula: C9H8O2
• Molecular Weight: 148.161
• Hs Code.: 29322980
• European Community (EC) Number: 204-354-9
• NSC Number: 10121
• UNII: NM5K1Y1BT2
• DSSTox Substance ID: DTXSID2020474
• Nikkaji Number: J36.832F
• Wikidata: Q27098403
• Metabolomics Workbench ID: 47423
• ChEMBL ID: CHEMBL89306
• Mol file: 119-84-6.mol

Synonyms:3,4-dihydrocoumarin

Chemical Property of 3,4-Dihydrocoumarin

Chemical Property:

• Appearance/Colour: Colorless to pale yellow clear liquid
• Vapor Pressure: 0.00624mmHg at 25°C
• Melting Point: 24-25 °C(lit.)
• Refractive Index: n20/D 1.556(lit.)
• Boiling Point: 272 °C at 760 mmHg
• Flash Point: 108.4 °C
• PSA: 26.30000
• Density: 1.169 g/cm³
• LogP: 1.53820
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform, Methanol (Sparingly)
• Water Solubility.: insoluble
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 148.052429494
• Heavy Atom Count: 11
• Complexity: 165

Purity/Quality:

99% ^*data from raw suppliers

Hydrocoumarin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Other Organic Compounds
• Canonical SMILES: C1CC(=O)OC2=CC=CC=C21
• 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.
• Uses: Hydrocoumarin can be used as a reagent to prepare splitomicin analogs as inhibitors of Sir2. 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.

Technology Process of 3,4-Dihydrocoumarin

There total 85 articles about 3,4-Dihydrocoumarin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

palladium-on-activated carbon + Pd-on-carbon Powder + methyl 3-(2-oxocyclohexyl)propionate (10407-33-7,58769-44-1) → coumarin (91-64-5) + C6H4(CH2CH2C(O)O) (119-84-6,1341-36-2)

Guidance literature:

In methyl 3-(2-oxcyclohexyl)propionate;

Reference yield: 100.0%

coumarin (91-64-5) → C6H4(CH2CH2C(O)O) (119-84-6,1341-36-2)

Guidance literature:

With formic acid; palladium; In methanol; water; Ambient temperature;

DOI:10.1016/S0040-4039(00)80822-9

Reference yield: 99.9%

→ coumarin (91-64-5) + C6H4(CH2CH2C(O)O) (119-84-6,1341-36-2)

Guidance literature:

upstream raw materials:

benzofurane-3-carboxylic acid

3,3-Dimethylacryloyl chloride

5-methoxyresorcinol

2-oxochroman-3-carboxylic acid

Downstream raw materials:

4-(2-hydroxyphenyl)-2-methyl-2-butanol

3-ethyl-1-(2-hydroxyphenyl)-3-pentanol

6-bromo-2H-chromen-2-one

4-hydroxy-2,3-dihydroindan-1-one