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,

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 
• 105208-28-4 3-m-tolyloxy-ξ-crotonic acid methyl ester 
• 112230-99-6 acetoacetic acid m-tolyl ester 
• 6921-64-8 4'-hydroxy-2'-methylacetophenone 
• 127-09-3 sodium acetate 
• 108-24-7 acetic anhydride 
• 141-97-9 ethyl acetoacetate 
• 108-39-4 3-methyl-phenol 
• 100-84-5 1-methoxy-3-methyl-benzene 
• 77-92-9 citric acid 
• 105-45-3 acetoacetic acid methyl ester 
• 114083-80-6 4,7-dimethyl-2H-chromen-2-thione 

Downstream Products

• 35633-35-3 2-methoxy-4-methylacetophenone 
• 52604-78-1 4,7-dimethyl-2,2-diphenyl-2H-chromene 
• 52604-65-6 3-(2-hydroxy-4-methyl-phenyl)-1,1-diphenyl-but-2-en-1-ol 
• 16820-37-4 6-methyl-3-methylcoumarilic acid 
• 89-83-8 thymol 
• 50-85-1 2-hydroxy-p-toluic acid 
• 67895-82-3 3-(2-methoxy-4-methyl-phenyl)-crotonic acid 
• 4478-33-5 2-Hydroxy-α,α,4-trimethylbenzyl alcohol 
• 87848-76-8 3-(2-hydroxy-4-methyl-phenyl)-butan-1-ol 
• 103986-75-0 3-(2-hydroxy-4-methyl-phenyl)-crotonic acid 
• 122-46-3 3-acetoxytoluene 
• 61955-73-5 2-(2-acetoxy-4-methylphenyl)propene 
• 62155-72-0 (Z)-3-(2-methoxy-4-methylphenyl)but-2-enoic acid 
• 18612-99-2 2-isopropenyl-5-methylphenol 

Relevant articles and documents

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.]

Design, synthesis, and antifungal evaluation of novel coumarin-pyrrole hybrids

A series of coumarin derivatives bearing a pyrrole scaffold were designed, prepared, and assessed for their in vitro antifungal activities against six phytopathogenic fungi. The antifungal activity screening results suggest that some synthesized hybrids exhibited potential fungicidal activities against the tested fungi. In particular, compounds 6j, 6k, 6o, 6p, and 6r displayed significant antifungal effects against Rhizoctorzia solani, and possessed EC50 values of 3.94, 7.75, 6.38, 6.25, and 7.67 μg/ mL, respectively. The above activities are more potent than the commercialized fungicide Boscalid (11.52 μg/mL) and Osthole (9.79 μg/mL). These results provide a significant reference for further rational design of coumarin-based fungicides.

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.