4,7-Dimethylcoumarin

Base Information

• Chemical Name: 4,7-Dimethylcoumarin
• CAS No.: 14002-90-5
• Molecular Formula: C11H10O2
• Molecular Weight: 174.199
• Hs Code.: 2932209090
• NSC Number: 255246
• DSSTox Substance ID: DTXSID30312486
• Nikkaji Number: J434.524J
• Wikidata: Q82063089
• ChEMBL ID: CHEMBL271915
• Mol file: 14002-90-5.mol

Synonyms:4,7-dimethylcoumarin;14002-90-5;4,7-dimethylchromen-2-one;4,7-dimethyl-2H-chromen-2-one;NSC 255246;2H-1-Benzopyran-2-one,4,7-dimethyl-;NSC255246;7,4-Dimethylcoumarin;4,7-Dimethyl coumarin;4,7-Dimethyl-chromen-2-one;SCHEMBL724134;CHEMBL271915;DTXSID30312486;AKOS005258655;NSC-255246;FT-0636994;AH-357/03524057

Chemical Property of 4,7-Dimethylcoumarin

Chemical Property:

• Vapor Pressure: 0.00047mmHg at 25°C
• Refractive Index: 1.564
• Boiling Point: 314.3 °C at 760 mmHg
• Flash Point: 129 °C
• PSA: 30.21000
• Density: 1.15g/cm³
• LogP: 2.40980
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 174.068079557
• Heavy Atom Count: 13
• Complexity: 255

Purity/Quality:

98.5% ^*data from raw suppliers

4,7-Dimethylcoumarin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 22-23-36/37/38-45
• Safety Statements: 45-53-99

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)C(=CC(=O)O2)C

Technology Process of 4,7-Dimethylcoumarin

There total 41 articles about 4,7-Dimethylcoumarin 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: 98.0%

ethyl acetoacetate (141-97-9) + 3-methyl-phenol (108-39-4) → 4,7-dimethyl-coumarin (14002-90-5)

Guidance literature:

With iron(III) trifluoride; In neat (no solvent); at 110 ℃; for 0.15h; under 760.051 Torr; chemoselective reaction; Microwave irradiation; Green chemistry;

DOI:10.3390/molecules190913093

Reference yield: 94.0%

3-methyl-phenol (108-39-4) + acetoacetic acid methyl ester (105-45-3) → 4,7-dimethyl-coumarin (14002-90-5)

Guidance literature:

In neat (no solvent); at 20 ℃; for 0.75h; Reagent/catalyst; Catalytic behavior; Milling; Green chemistry;

DOI:10.1002/jhet.621

Reference yield: 92.0%

3-Trifluoromethylphenol (98-17-9) + ethyl acetoacetate (141-97-9) → 4,7-dimethyl-coumarin (14002-90-5)

Guidance literature:

With tris(pentafluorophenyl)borate; In neat (no solvent); at 70 ℃; for 0.5h; Sealed tube;

DOI:10.1007/s00706-021-02747-1

upstream raw materials:

ethanol

3-(2-hydroxy-4-methyl-phenyl)-crotonic acid

7-methylcoumarin-4-acetic acid

3-m-tolyloxy-ξ-crotonic acid methyl ester

Downstream raw materials:

2-methoxy-4-methylacetophenone

4,7-dimethyl-2,2-diphenyl-2H-chromene

3-(2-hydroxy-4-methyl-phenyl)-1,1-diphenyl-but-2-en-1-ol

6-methyl-3-methylcoumarilic acid

Refernces

• 1、 Zhang, Shuguang,Tan, Xin,Liang, Chaogen,Zhang, Weihua. "Design, synthesis, and antifungal evaluation of novel coumarin-pyrrole hybrids". . p. 450 - 458. Retrieved 2020/11/30.
• 2、 Zendehdel, Mojgan,Khaghaninejad, Soheila,Tavakoli, Fatemeh,Ganji, Shiva. "Immobilized ionic liquid on the zeolite: its characterization and catalytic activity in the synthesis of coumarins via Pechmann reaction". . p. 2555 - 2565. Retrieved 2020/05/22.