2555-28-4

Basic information

• Product Name: 7-Methoxy-4-methylcoumarin
• Synonyms: 2(1H)-Benzopyran-2-one, 7-methoxy-4-methyl;2H-1-Benzopyran-2-one, 7-methoxy-4-methyl-;4-Methylherniarin;7-Methoxy-4-methyl-2H-chromen-2-one;7-Methoxy-4-methyl-chromen-2-one;Coumarin, 7-methoxy-4-methyl-;Herniarin, 4-methyl-;TIMTEC-BB SBB010006
• CAS NO: 2555-28-4
• Molecular Formula: C₁₁H₁₀O₃
• Molecular Weight: 190.2
• EINECS: 145-528-6
• Product Categories: Coumarins;Coumarin;Fluorescent Labels and Indicators;Aromatics;Fluorescent Labels & Indicators;Inhibitors
• Mol File: 2555-28-4.mol
• Article Data: 4

Chemical Properties

• Melting Point: 158-160 °C(lit.)
• Boiling Point: 265.69°C (rough estimate)
• Flash Point: 140.8°C
• Appearance: /
• Density: 1.1803 (rough estimate)
• Vapor Pressure: 8.78E-05mmHg at 25°C
• Refractive Index: 1.4260 (estimate)
• Storage Temp.: 2-8°C
• Solubility: DMF: soluble
• Water Solubility: Soluble in Methanol. Insoluble in water.
• Stability: Moisture, Temperature Sensitive
• BRN: 156900
• CAS DataBase Reference: 7-Methoxy-4-methylcoumarin(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Methoxy-4-methylcoumarin(2555-28-4)
• EPA Substance Registry System: 7-Methoxy-4-methylcoumarin(2555-28-4)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 22-24/25
• WGK Germany: 3
• F: 8-10
• Hazardous Substances Data: 2555-28-4(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Uses

Different sources of media describe the Uses of 2555-28-4 differently. You can refer to the following data:
1. 7-Methoxy-4-methylcoumarin is used for determination of Cytochrome P450 activity.
2. 7-Methoxy-4-methylcoumarin (cas# 2555-28-4) is a compound useful in organic synthesis.

InChI:InChI=1/C11H10O3/c1-7-5-11(12)14-10-6-8(13-2)3-4-9(7)10/h3-6H,1-2H3

Upstream product

• 141-97-9 ethyl acetoacetate 
• 151-10-0 1,3-Dimethoxybenzene 
• 77067-28-8 3-bromo-4-bromomethyl-7-methoxycoumarin 
• 91-66-7 N,N-diethylaniline 
• 150-19-6 O-methylresorcine 
• 590-93-2 2-Butynoic acid 

Downstream Products

• 7706-67-4 3-(2,4-dimethoxy-phenyl)-cis-crotonic acid 
• 28045-90-1 3-Chloro-7-methoxy-4-methylcoumarin 
• 35231-44-8 4-(bromomethyl)-7-methoxycoumarin 
• 6345-62-6 6-hydroxy-7-methoxyl-4-methylcoumarin 
• 114841-63-3 7-methoxy-4-methyl-2-oxo-2H-chromene-3,6-disulfonic acid 
• 1233238-10-2 C₁₈H₂₁NO₄S 
• 1233238-11-3 C₁₉H₁₇NO₄S 
• 10410-29-4 6-methoxy-3-methyl-benzofuran-2-carboxylic acid 
• 54283-64-6 3-<2,4-Dimethoxy-phenyl>-trans-crotonsaeure 
• 55977-10-1 3-bromo-7-hydroxy-4-methyl-chromen-2-one 
• 118070-20-5 4-benzyl-7-methoxy-2H-chromen-2-one 

Relevant articles and documents

Photochemical release of amines by C,N-bond cleavage

A method for the photorelease of primary and secondary amines using coumarin as chromophore was developed. This mild C,N-bond cleavage reactions liberates the amine not only in solution but also on solid support.

Synthesis of Highly Functionalized Flavones and Chromones Using Cycloacylation Reactions and C-3 Functionalization. A Total Synthesis of Hormothamnione

The cycloacylations of hydroxy- and methoxy-substituted phenols with aryl- and alkylpropiolic acids using Eaton's reagent (10percent phosphorus pentoxide in methanesulfonic acid) gives highly substituted flavones and chromones in up to 63 percent yield.Styrylchromones were prepared from 2-methylchromones by condensation reactions of the 2-methyl group with various substituted benzaldehydes in sodium ethoxide and ethanol in almost quantitative yield.Methylation or hydroxylation at C-3 of these highly substituted flavones and styrylchromones was accomplished in a highly regioselective manner employing lithium diisopropylamide followed by quenching with an electrophile.Quenching of the initial anion with methyl triflate gave 3-methyl products while quenching of the initial anion with trimethylborate followed by oxidation gave 3-hydroxy products.A total synthesis of the naturally occurring styrylchromone hormothamnione, containing a 3-methyl substituent, is reported by use of these synthetic techniques.