7-Methylcoumarin

Base Information

• Chemical Name: 7-Methylcoumarin
• CAS No.: 2445-83-2
• Molecular Formula: C10H8 O2
• Molecular Weight: 160.172
• Hs Code.: 2932209090
• European Community (EC) Number: 219-499-3
• NSC Number: 19511
• UNII: YCN83T03QU
• DSSTox Substance ID: DTXSID0062424
• Nikkaji Number: J118.426A
• Wikidata: Q27294453
• Metabolomics Workbench ID: 74348
• ChEMBL ID: CHEMBL346541
• Mol file: 2445-83-2.mol

Synonyms:7-methylcoumarin

Chemical Property of 7-Methylcoumarin

Chemical Property:

• Vapor Pressure: 0.000508mmHg at 25°C
• Melting Point: 128-130 °C(lit.)
• Refractive Index: 1.5300 (estimate)
• Boiling Point: 171-172 °C11 mm Hg(lit.)
• Flash Point: 125.9°C
• PSA: 30.21000
• Density: 1.2g/cm³
• LogP: 2.10140
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 160.052429494
• Heavy Atom Count: 12
• Complexity: 220

Purity/Quality:

98% ^*data from raw suppliers

7-Methylcoumarin ^*data from reagent suppliers

Safty Information:

• Statements: 23/24/25
• Safety Statements: 1-13-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)C=CC(=O)O2
• Uses: 7-Methylcoumarin (cas# 2445-83-2) is a compound useful in organic synthesis. 7-Methylcoumarin was used as internal standard during the simultaneous determination of furocoumarin compounds in rat plasma by HPLC. 7-Methylcoumarin may be used as an analytical standard for the determination of the analyte in cosmetics, tobacco products, and plant extracts by liquid chromatography (LC) based techniques.

Technology Process of 7-Methylcoumarin

There total 43 articles about 7-Methylcoumarin 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: 92.0%

4-methylsalicylaldehyde (698-27-1) + acetic anhydride (108-24-7) → 7-methylcoumarin (2445-83-2)

Guidance literature:

With polyphosphoric acid; In N,N-dimethyl-formamide; at 145 ℃; for 3h; Inert atmosphere;

DOI:10.1080/00397911.2020.1792498

Reference yield: 91.0%

3-Hydroxy-3-(2-methoxymethoxy-4-methyl-phenyl)-N,N-dimethyl-propionamide (115560-73-1) → 7-methylcoumarin (2445-83-2)

Guidance literature:

With acetic acid; for 6h; Heating;

DOI:10.1021/jo00252a011

Reference yield: 81.0%

3-acetoxytoluene (122-46-3) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → 7-methylcoumarin (2445-83-2)

Guidance literature:

With formic acid; rhodium(II) acetate dimer; sodium acetate; In neat (no solvent); at 100 ℃; for 8h; regioselective reaction; Molecular sieve; Inert atmosphere;

DOI:10.1021/acs.joc.5b01713

upstream raw materials:

4-bromo-7-methyl-2H-chromen-2-one

ethanol

7-methyl-2-oxo-2H-chromene-3-carboxylic acid

(E)-3-(2-hydroxy-4-methylphenyl)acrylic acid

Downstream raw materials:

2-hydroxy-p-toluic acid

3-(2-hydroxy-4-methyl-phenyl)-3-sulfo-propionic acid

3-amino-3-(2-hydroxy-4-methyl-phenyl)-propionic acid

7-methyl-chroman-2,4-dione-4-oxime

Refernces

• 1、 Zhao, Bin,Xu, Bo. "Visible-light promoted oxidative cyclization of cinnamic acid derivatives using xanthone as the photocatalyst". supporting information. p. 568 - 573. Retrieved 2021/02/06.
• 2、 Yang, Li-Shou,Wang, Yu,Wang, En-Hua,Yang, Jan,Pan, Xiong,Liao, Xiu,Yang, Xiao-Sheng. "Polyphosphoric acid-promoted synthesis of coumarins lacking substituents at positions 3 and 4". supporting information. p. 1 - 6. Retrieved 2020/07/25.