14002-90-5

Basic information

• Product Name: 4,7-DIMETHYLCOUMARIN
• Synonyms: 4,7-DIMETHYLCHROMEN-2-ONE;4,7-DIMETHYLCOUMARIN;4,7-Dimethyl-2H-1-benzopyran-2-one
• CAS NO: 14002-90-5
• Molecular Formula: C₁₁H₁₀O₂
• Molecular Weight: 174.2
• Mol File: 14002-90-5.mol
• Article Data: 69

Chemical Properties

• Boiling Point: 314.3 °C at 760 mmHg
• Flash Point: 129 °C
• Appearance: /
• Density: 1.15g/cm³
• Vapor Pressure: 0.00047mmHg at 25°C
• Refractive Index: 1.564
• CAS DataBase Reference: 4,7-DIMETHYLCOUMARIN(CAS DataBase Reference)
• NIST Chemistry Reference: 4,7-DIMETHYLCOUMARIN(14002-90-5)
• EPA Substance Registry System: 4,7-DIMETHYLCOUMARIN(14002-90-5)

Safety Data

• Hazard Codes: T
• Statements: 22-23-36/37/38-45
• Safety Statements: 45-53-99
• Hazardous Substances Data: 14002-90-5(Hazardous Substances Data)

Usage

General Description

4,7-DIMETHYLCOUMARIN is a chemical compound with a molecular formula of C11H10O2. It is a derivative of coumarin, a natural substance found in plants. 4,7-DIMETHYLCOUMARIN is commonly used as a fragrance ingredient in various consumer products, including perfumes, soaps, and detergents. It has a sweet, fruity, and woody odor, making it a popular choice for its pleasant scent. Additionally, 4,7-DIMETHYLCOUMARIN has been studied for its potential biological activities, such as its antimicrobial and antioxidant properties. However, it is important to note that 4,7-DIMETHYLCOUMARIN may have potential health risks, including skin sensitization, and should be used with caution and in accordance with safety guidelines.

InChI:InChI=1/C11H10O2/c1-7-3-4-9-8(2)6-11(12)13-10(9)5-7/h3-6H,1-2H3

Upstream product

• 64-17-5 ethanol 
• 103986-75-0 3-(2-hydroxy-4-methyl-phenyl)-crotonic acid 
• 50402-83-0 7-methylcoumarin-4-acetic acid 
• 141-97-9 ethyl acetoacetate 
• 108-39-4 3-methyl-phenol 
• 100-84-5 1-methoxy-3-methyl-benzene 
• 105-45-3 acetoacetic acid methyl ester 
• 114083-80-6 4,7-dimethyl-2H-chromen-2-thione 
• 71-43-2 benzene 
• 7664-93-9 sulfuric acid 
• 77-92-9 citric acid 
• 6921-64-8 4'-hydroxy-2'-methylacetophenone 
• 127-09-3 sodium acetate 
• 108-24-7 acetic anhydride 

Downstream Products

• 122-46-3 3-acetoxytoluene 
• 61955-73-5 2-(2-acetoxy-4-methylphenyl)propene 
• 6022-36-2 inulavosin 
• 50-85-1 2-hydroxy-p-toluic acid 
• 103986-75-0 3-(2-hydroxy-4-methyl-phenyl)-crotonic acid 
• 52604-65-6 3-(2-hydroxy-4-methyl-phenyl)-1,1-diphenyl-but-2-en-1-ol 
• 35633-35-3 2-methoxy-4-methylacetophenone 
• 87848-76-8 3-(2-hydroxy-4-methyl-phenyl)-butan-1-ol 
• 4478-33-5 2-Hydroxy-α,α,4-trimethylbenzyl alcohol 
• 67895-82-3 3-(2-methoxy-4-methyl-phenyl)-crotonic acid 
• 89-83-8 thymol 
• 16820-37-4 6-methyl-3-methylcoumarilic acid 
• 52604-78-1 4,7-dimethyl-2,2-diphenyl-2H-chromene 
• 109395-20-2 4-(2-chloro-trans-styryl)-7-methyl-coumarin 

Relevant articles and documents

Carbostyril derivatives: Synthesis of novel carbostyril-3′-carbonitrilselenophene hybrid compounds and investigation of their antiproliferative properties on prostate and breast cancer

To synthesize a new series of carbostyril-3′-carbonitrilselenophene hybrid compounds, Pechmann coumarin compounds were reacted with 2-amino-3′-carbonitrilselenophene derivatives and their anticancer activities on MCF7 and DU145 cell lines and antioxidant activities were investigated. Anticancer and antioxidant activities of the starting compounds and their corresponding new hybrid compounds were compared. It was determined that IC50 values of hybrid compounds (3e, 3f, 3g, and 3h) on the MCF7 breast cancer cell line showed the highest cytotoxic activity with 7.99, 3.64, 7.72, and 2.74 μM values, respectively. In the case of anticancer activity on the DU145 prostate cancer cell line, compounds 3f and 3h were found to have the highest cytotoxic activity with IC50 values of 4.21 and 3.90 μM, respectively. The compound 3g is also the most radical scavenging compound with an inhibition value of 88.78%.

B(C6F5)3-catalyzed synthesis of coumarins via Pechmann condensation under solvent-free conditions

Tris(pentafluorophenyl)borane [B(C6F5)3] catalyzed simple, efficient and environmentally benign protocol has been developed for the Pechmann condensation using variety of phenols and β-ketoesters under solvent-free conditions to afford coumarin derivatives. The present protocol displayed significant advantages such as low catalyst loading, short reaction time, mild reaction conditions, low toxicity, easy work-up, high yields, and compatibility with other functional groups. In addition, it is a convenient, clean, and fast alternative approach for synthesizing variety of coumarin derivatives. Moreover, the applicability of this method towards large-scale synthesis demonstrated its suitability for the industrial application. Graphic abstract: [Figure not available: see fulltext.]

Iron-Catalyzed Regioselective Decarboxylative Alkylation of Coumarins and Chromones with Alkyl Diacyl Peroxides

A facile iron-catalyzed decarboxylative radical coupling of alkyl diacyl peroxides with coumarins or chromones has been developed, affording a highly efficient approach to synthesize a variety of α-alkylated coumarins and β-alkylated chromones. The reaction proceeded smoothly without adding any ligand or additive and provided the corresponding products containing a wide scope of functional groups in moderate to excellent yields. This protocol was highlighted by its high regioselectivity, readily available starting materials, and operational simplicity.