68454-18-2

Basic information

• Product Name: 4-methyl-7-(2-oxopropoxy)-2H-chromen-2-one
• Synonyms: 2H-1-benzopyran-2-one, 4-methyl-7-(2-oxopropoxy)-
• CAS NO: 68454-18-2
• Molecular Formula: C₁₃H₁₂O₄
• Molecular Weight: 232.232
• Mol File: 68454-18-2.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 407.2°C at 760 mmHg
• Flash Point: 183.6°C
• Density: 1.227g/cm³
• Vapor Pressure: 7.67E-07mmHg at 25°C
• Refractive Index: 1.551
• CAS DataBase Reference: 4-methyl-7-(2-oxopropoxy)-2H-chromen-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methyl-7-(2-oxopropoxy)-2H-chromen-2-one(68454-18-2)
• EPA Substance Registry System: 4-methyl-7-(2-oxopropoxy)-2H-chromen-2-one(68454-18-2)

Safety Data

• Hazardous Substances Data: 68454-18-2(Hazardous Substances Data)

Upstream product

• 90-33-5 7-hydroxy-4-methyl-chromen-2-one 
• 584-08-7 potassium carbonate 
• 78-95-5 chloroacetone 
• 108-46-3 recorcinol 
• 5980-33-6 sodium 4-methylumbelliferonate 

Downstream Products

• 1578238-14-8 N-(4-chlorophenyl)-3,5-dimethylbenzo[1,2-b:5,4-b']difuran-2-carboxamide 
• 1578238-15-9 3,5-dimethyl-N-phenylbenzo[1,2-b:5,4-b']difuran-2-carboxamide 
• 1578238-06-8 3,5-dimethyl-N-(p-tolyl)benzo[1,2-b:5,4-b']difuran-2-carboxamide 
• 1578238-08-0 4-(3,5-dimethylbenzo[1,2-b:5,4-b']difuran-2-carboxamido)benzoic acid 
• 1578238-10-4 N-(4-methoxyphenyl)-3,5-dimethylbenzo[1,2-b:5,4-b']difuran-2-carboxamide 
• 1578238-12-6 N-(4-hydroxyphenyl)-3,5-dimethylbenzo[1,2-b:5,4-b']difuran-2-carboxamide 
• 15183-96-7 3,5-dimethyl-7H-furo[3,2-g]chromen-7-one 

Relevant articles and documents

Improved synthesis, X-ray structure, and antifungal activity of a sugar-psoralen conjugate: 4,4′-Dimethylxanthotoxol 2,3,4,6-tetra-O-Acetyl-β-D-glucoside

An improved synthesis for 4,4′-dimethylxanthotoxol 2,3,4,6-tetra-O-acetyl-β-D-glucoside (1) starting from resorcinol was developed. Crystallographic analysis of glucoside 1 indicated that the dihedral angles between the mean planes of the tricyclic ring system of adjacent molecules was 54.820(22)° probably due to the steric hindrance caused by the bulky O-glucoside moiety, which prevents the molecules from packing via π···π stacking between the tricyclic cores. The antifungal screening data revealed that glucoside 1 had higher inhibition than its parent compound 4,4′-dimethylxanthotoxol and azoxystrobin against Rhizoctonia solani, Pyricularia grisea, and Alternaria alternate Japanese pear pathotype, with the inhibitory rates of 75.4, 65.7 and 70.1%, respectively, at the 50 μg/mL concentration.

7-(2-Oxoalkoxy)coumarins: Synthesis and Anti-Inflammatory Activity of a Series of Substituted Coumarins

A series of 7-(2-oxoalkoxy)coumarins have been synthesized by conjugating substituted 7-hydroxycoumarins with different chloroketones. The anti-inflammatory properties of 7-(2-oxoalkoxy)coumarins were studied in LPS-induced inflammatory response in J774 macrophages. Western blot was used to determine the expression of iNOS and COX-2, NO was determined by measuring its metabolite nitrite by Griess reaction and IL-6 was measured by ELISA. Seventeen of the studied compounds inhibited NO and IL-6 production over 50% at 100 μM concentrations. IC50 values of the best inhibitors were 21 μM/24 μM (NO/IL-6) for compound 12 and 30 μM/10 μM (NO/IL-6) for compound 20. The main result was that the substitution with 7-(2-oxoalkoxy) group improved the anti-inflammatory properties of most of the investigated 7-hydroxycoumarins.

Studies in synthesis of new psoralenamines

(Chemical Equation Presented) New amino psoralen derivatives have been synthesized via bromination. Bromination of 3,5-substituted psoralens has been studied. The second position of the furan ring is more susceptible to bromination than the α-position of