7-Methoxy-4-methylcoumarin

Base Information

• Chemical Name: 7-Methoxy-4-methylcoumarin
• CAS No.: 2555-28-4
• Molecular Formula: C11H10 O3
• Molecular Weight: 190.199
• Hs Code.: 29322100
• European Community (EC) Number: 607-744-0
• NSC Number: 688805
• UNII: 39JDG776HP
• DSSTox Substance ID: DTXSID70180242
• Nikkaji Number: J45.303J
• Wikidata: Q27185984
• Metabolomics Workbench ID: 74349
• ChEMBL ID: CHEMBL12636
• Mol file: 2555-28-4.mol

Synonyms:7-Methoxy-4-methylcoumarin;2555-28-4;7-Methoxy-4-methyl-2H-chromen-2-one;4-Methylherniarin;2H-1-Benzopyran-2-one, 7-methoxy-4-methyl-;HYMECROMONE METHYL ETHER;7-methoxy-4-methylchromen-2-one;7-Methoxy-4-methyl-chromen-2-one;4-Methyl-7-methoxycoumarin;39JDG776HP;7-Methoxy-4-methyl-2H-1-benzopyran-2-one;MFCD00009773;NSC688805;NSC 688805;UNII-39JDG776HP;Methyl 4-methylumbelliferyl ether;NSC-688805;7-methoxy-4-methyl-1-benzopyran-2-one;Herniarin, 4-methyl-;Coumarin, 7-methoxy-4-methyl-;Spectrum_000788;ST060441;SpecPlus_000316;Spectrum2_001769;Spectrum3_001256;Spectrum4_001475;Spectrum5_000149;2(1H)-Benzopyran-2-one, 7-methoxy-4-methyl;7M4MC;7-Methoxy-4-Methylcoumarine;BSPBio_002792;KBioGR_002049;KBioSS_001268;SPECTRUM300540;7-Methoxy-4-Methyl coumarin;MLS002207059;CHEMBL12636;DivK1c_006412;SCHEMBL314248;SPBio_001637;KBio1_001356;KBio2_001268;KBio2_003836;KBio2_006404;KBio3_002292;DTXSID70180242;CHEBI:107662;HY-D0128;CCG-38419;GEO-02734;s4780;STK392110;AKOS001086638;AM84842;SDCCGMLS-0066546.P001;NCGC00095600-01;NCGC00095600-02;NCGC00178467-01;7-Methoxy-4-methyl-2H-chromen-2-one #;AS-17835;SMR001306707;SY048371;CS-0010038;FT-0602217;M1393;F16417;EN300-6734931;A817898;SR-05000002424;J-100205;SR-05000002424-1;BRD-K55766625-001-02-6;BRD-K55766625-001-04-2;Q27185984;Z53836589

Chemical Property of 7-Methoxy-4-methylcoumarin

Chemical Property:

• Appearance/Colour: Off-White Solid
• Vapor Pressure: 8.78E-05mmHg at 25°C
• Melting Point: 159-160 ºC
• Refractive Index: 1.4260 (estimate)
• Boiling Point: 340.1°Cat760mmHg
• Flash Point: 140.8°C
• PSA: 39.44000
• Density: 1.195g/cm³
• LogP: 2.11000
• Storage Temp.: 2-8°C
• Solubility.: DMF: soluble
• Water Solubility.: Soluble in Methanol. Insoluble in water.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 190.062994177
• Heavy Atom Count: 14
• Complexity: 270

Purity/Quality:

99% ^*data from raw suppliers

7-Methoxy-4-methylcoumarin ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=O)OC2=C1C=CC(=C2)OC
• Uses: 7-Methoxy-4-methylcoumarin is used for determination of Cytochrome P450 activity. 7-Methoxy-4-methylcoumarin (cas# 2555-28-4) is a compound useful in organic synthesis.

Technology Process of 7-Methoxy-4-methylcoumarin

There total 4 articles about 7-Methoxy-4-methylcoumarin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 40.0%

3-bromo-4-bromomethyl-7-methoxycoumarin (77067-28-8) + N,N-diethylaniline (91-66-7) → 4-methyl-7-methoxy-2H-1-benzopyran-2-one (2555-28-4) + 3-bromo-7-methoxy-4-methylcoumarin (75908-67-7) + 4-(N-ethyl-N-phenylaminomethyl)-7-methoxycoumarin (86927-95-9) + 3-bromo-4-(N-ethyl-N-phenylaminomethyl)-7-methoxycoumarin (86927-96-0)

Guidance literature:

for 1.5h; Heating;

Reference yield: 16.0%

O-methylresorcine (150-19-6) + 2-Butynoic acid (590-93-2) → 4-methyl-7-methoxy-2H-1-benzopyran-2-one (2555-28-4) + 1-(2-Hydroxy-4-methoxyphenyl)but-2-yn-1-one (128190-99-8)

Guidance literature:

With phosphorus pentaoxide; methanesulfonic acid; for 16h; Ambient temperature;

DOI:10.1021/jo00301a027

Reference yield:

7-methoxy-4-[(methyl-phenethyl-amino)-methyl]-chromen-2-one → 4-methyl-7-methoxy-2H-1-benzopyran-2-one (2555-28-4) + N-Methyl-N-phenethylamine (589-08-2) + C22H18O6

Guidance literature:

With decylthiol; In methanol; at 20 ℃; Further Variations:; Reagents; Product distribution; Irradiation;

DOI:10.1055/s-2003-37507

upstream raw materials:

O-methylresorcine

2-Butynoic acid

3-bromo-4-bromomethyl-7-methoxycoumarin

N,N-diethylaniline

Downstream raw materials:

6-methoxy-3-methylbenzofuran

3-bromo-7-hydroxy-4-methyl-chromen-2-one

4-benzyl-7-methoxy-2H-chromen-2-one

Refernces

• 1、 Gunnewegh,Hoefnagel,Downing,Van Bekkum. "Environmentally friendly synthesis of coumarin derivatives employing heterogeneous catalysis". . p. 226 - 230. Retrieved 2007/10/03.
• 2、 Box, Vernon G. S.,Humes, Clement G.. "SOME REACTIONS OF 3-BROMO-4-BROMOMETHYL-7-METHOXYCOUMARIN AND 3-BROMO-4-METHYL-7-METHOXYCOUMARIN WITH REFLUXING N,N-DIETHYLANILINE.". . p. 1049 - 1054. Retrieved 2007/10/02.