7-Hydroxy-4-methyl-8-nitrocoumarin

Base Information

• Chemical Name: 7-Hydroxy-4-methyl-8-nitrocoumarin
• CAS No.: 19037-69-5
• Molecular Formula: C10H7NO5
• Molecular Weight: 221.169
• Hs Code.: 2932209090
• European Community (EC) Number: 622-633-7
• NSC Number: 382373
• DSSTox Substance ID: DTXSID80418780
• Nikkaji Number: J1.739.352I
• Wikidata: Q82229458
• ChEMBL ID: CHEMBL259890
• Mol file: 19037-69-5.mol

Synonyms:7-Hydroxy-4-methyl-8-nitrocoumarin;19037-69-5;7-Hydroxy-4-methyl-8-nitro-2H-chromen-2-one;7-hydroxy-4-methyl-8-nitrochromen-2-one;CHEMBL259890;NSC382373;2H-1-Benzopyran-2-one, 7-hydroxy-4-methyl-8-nitro-;SCHEMBL981095;DTXSID80418780;BGUBUSIGKOWDPO-UHFFFAOYSA-N;HY-N6657;7-hydroxy-8-nitro-4-methylcoumarin;BDBM50555097;MFCD00051824;s9331;AKOS005258845;AKOS015916328;CCG-266728;NSC 382373;NSC-382373;AS-68620;PD087961;7-Hydroxy-4-methyl-8-nitrocoumarin, 96%;CS-0083186;FT-0621422;FT-0652356;7-Hydroxy-8-nitro-4-methyl-3-chromene-2-one;7-Hydroxy-4-methyl-8-nitro-2H-chromen-2-one #;J-012291

Chemical Property of 7-Hydroxy-4-methyl-8-nitrocoumarin

Chemical Property:

• Vapor Pressure: 4.69E-07mmHg at 25°C
• Melting Point: 254-259 °C(lit.)
• Refractive Index: 1.648
• Boiling Point: 402.5 °C at 760 mmHg
• Flash Point: 197.2 °C
• PSA: 96.26000
• Density: 1.521 g/cm³
• LogP: 2.23840
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 221.03242232
• Heavy Atom Count: 16
• Complexity: 359

Purity/Quality:

98%,99%, ^*data from raw suppliers

7-Hydroxy-4-methyl-8-nitrocoumarin 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-43-36/37/38
• Safety Statements: 36/37-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=O)OC2=C1C=CC(=C2[N+](=O)[O-])O

Technology Process of 7-Hydroxy-4-methyl-8-nitrocoumarin

There total 7 articles about 7-Hydroxy-4-methyl-8-nitrocoumarin 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: 93.0%

7-hydroxy-4-methyl-chromen-2-one (90-33-5,79566-13-5) → 7-hydroxy-4-methyl-8-nitrocoumarin (19037-69-5)

Guidance literature:

With sulfuric acid; nitric acid; In water; at 5 - 20 ℃;

DOI:10.1155/2011/705856

Reference yield: 42.0%

7-hydroxy-4-methyl-chromen-2-one (90-33-5,79566-13-5) → 7-hydroxy-4-methyl-6-nitro-coumarin (19037-68-4) + 7-hydroxy-4-methyl-8-nitrocoumarin (19037-69-5)

Guidance literature:

With nitric acid; In sulfuric acid; at 0 ℃; for 1h;

DOI:10.1002/jhet.2842

Reference yield:

recorcinol (108-46-3) → 7-hydroxy-4-methyl-8-nitrocoumarin (19037-69-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / ethanol / 4 h / 0 - 20 °C

2: nitric acid; acetic acid / 6 h / 10 - 20 °C

With sulfuric acid; nitric acid; acetic acid; In ethanol; 1: |Pechmann Condensation;

DOI:10.3390/molecules23010122

upstream raw materials:

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

2-nitroresorcinol

ethyl acetoacetate

sulfuric acid

Downstream raw materials:

8-amino-4-methylumbelliferone

2-nitroresorcinol

6-amino-7-hydroxy-4-methyl-2H-chromen-2-one

6-methyl-2-phenyl-8H-chromeno[8,7-d][1,3]oxazol-8-one