2445-83-2

Basic information

• Product Name: 7-METHYLCOUMARIN
• Synonyms: 2H-1-Benzopyran-2-one, 7-methyl-;METHYLCOUMARIN, 7-(RG);METHYLCOUMARIN,7-;7-METHYLCOUMARIN;7-METHYLCUMARIN;7-methyl-2h-1-benzopyran-2-on;7-Methyl-2H-1-benzopyran-2-one;7-Methyl-2H-chromen-2-one
• CAS NO: 2445-83-2
• Molecular Formula: C₁₀H₈O₂
• Molecular Weight: 160.17
• EINECS: 219-499-3
• Product Categories: Coumarins;CoumarinsFluorescent Probes, Labels, Particles and Stains;Building Blocks;Fluorescent Labels;Heterocyclic Building Blocks;Other Fluorescent Labels
• Mol File: 2445-83-2.mol
• Article Data: 22

Chemical Properties

• Melting Point: 128-130 °C(lit.)
• Boiling Point: 171-172 °C11 mm Hg(lit.)
• Flash Point: 125.9°C
• Appearance: /
• Density: 1.0924 (rough estimate)
• Vapor Pressure: 0.000508mmHg at 25°C
• Refractive Index: 1.5300 (estimate)
• CAS DataBase Reference: 7-METHYLCOUMARIN(CAS DataBase Reference)
• NIST Chemistry Reference: 7-METHYLCOUMARIN(2445-83-2)
• EPA Substance Registry System: 7-METHYLCOUMARIN(2445-83-2)

Safety Data

• Statements: 23/24/25
• Safety Statements: 1-13-45
• WGK Germany: 2
• RTECS: GN7792100
• Hazardous Substances Data: 2445-83-2(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 2445-83-2 differently. You can refer to the following data:
1. 7-Methylcoumarin (cas# 2445-83-2) is a compound useful in organic synthesis.
2. 7-Methylcoumarin was used as internal standard during the simultaneous determination of furocoumarin compounds in rat plasma by HPLC.
3. 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.

General Description

Antimitotic potential of 7-methylcoumarin has been investigated in Allium sativum promeristem1.

InChI:InChI=1/C10H8O2/c1-7-2-3-8-4-5-10(11)12-9(8)6-7/h2-6H,1H3

Upstream product

• 861537-63-5 4-bromo-7-methyl-2H-chromen-2-one 
• 698-27-1 4-methylsalicylaldehyde 
• 127-09-3 sodium acetate 
• 108-24-7 acetic anhydride 
• 617-48-1 malic acid 
• 108-39-4 3-methyl-phenol 
• 115560-73-1 3-Hydroxy-3-(2-methoxymethoxy-4-methyl-phenyl)-N,N-dimethyl-propionamide 
• 471-25-0 Propiolic acid 
• 122-46-3 3-acetoxytoluene 
• 292638-85-8 acrylic acid methyl ester 
• 1866-39-3 4-methylcinnamic acid 
• 927-80-0 1-ethoxyacetylene 
• 98324-20-0 2-(methoxymethoxy)-4-methylbenzaldehyde 
• 57234-27-2 1-(methoxymethoxy)-3-methylbenzene 

Downstream Products

• 861512-16-5 3-(2-hydroxy-4-methyl-phenyl)-3-sulfo-propionic acid 
• 66670-33-5 7-methyl-3-phenyl-2H-chromen-2-one 
• 1424179-23-6 C₁₄H₂₀O₂ 

Relevant articles and documents

ORIENTATION EFFECTS IN THE PECHMANN REACTION SYNTHESIS OF 5,6-DIMETHYLCOUMARIN AND AN EXAMINATION OF ORTHO-PROXIMITY EFFECTS IN 13C NMR SPECTROSCOPY

In the Pechmann reaction with malic acid, m-cresol and 3,4-xylenol give mixtures of alkylcoumarins containing about 10percent of the 5- and 5,6-isomers respectively. 7-Alkylcoumarins only are obtained from the reaction with ethylacetoacetate.A study of ortho-proximity effects on the 13C NMR of dimethylcoumarins is reported, and the results have been correlated with similar effects in other aromatic and heteroaromatic systems.

Visible-light promoted oxidative cyclization of cinnamic acid derivatives using xanthone as the photocatalyst

We have developed an efficient photocatalytic synthesis of coumarin derivativesviaa tandem double bond isomerization/oxidative cyclization of cinnamic acids. Inexpensive and stable xanthone was used as the photocatalyst, and readily available Selectfluor was used as the oxidant. This method tolerates a wide range of functional groups and offers excellent chemical yields in general. Besides, the photocatalytic oxidative cyclization of cinnamic acid esters gives dimerized lignan-type products.

Synthesis method of coumarin derivatives

The invention provides a synthesis method of coumarin derivatives. The synthesis method comprises the following steps: adding polyphosphoric acid PPA and a solvent N,N-dimethylformamide DMF, sequentially adding substituted salicylaldehyde and acetic anhydride, and carrying out a heating stirring reaction for 3-6 h under nitrogen protection; and after the reaction is finished, separating and purifying to obtain the coumarin derivative pure products. The synthesis method disclosed by the invention is disclosed for the first time, is short in reaction time, simple to operate, low in catalyst usage amount, cheap, easy to obtain and relatively good in derivative yield, not only provides a new method for synthesizing coumarin derivatives, but also provides more possibilities for large-scale production of products and improvement of production efficiency.