4-Ethyl-7-hydroxycoumarin

Base Information

• Chemical Name: 4-Ethyl-7-hydroxycoumarin
• CAS No.: 64231-10-3
• Molecular Formula: C11H10O3
• Molecular Weight: 190.19
• Hs Code.: 2932209090
• European Community (EC) Number: 873-903-8
• DSSTox Substance ID: DTXSID50419845
• Nikkaji Number: J1.223.992K
• Wikidata: Q72475173
• Pharos Ligand ID: PY3SK8JTBRXU
• ChEMBL ID: CHEMBL600114
• Mol file: 64231-10-3.mol

Synonyms:4-Ethyl-7-hydroxycoumarin;64231-10-3;4-ethyl-7-hydroxy-2H-chromen-2-one;4-ethyl-7-hydroxychromen-2-one;4-Ethoxy-7-hydroxy-chromen-2-one;CHEMBL600114;MFCD00276926;Enamine_000712;4-ethyl-7-hydroxy-2H-1-benzopyran-2-one;SCHEMBL3762732;DTXSID50419845;UNRDBISCGQHNDA-UHFFFAOYSA-N;HMS1396A08;BDBM50305308;STL457150;AKOS001029873;LS-04893;CS-0220449;FT-0683991;EN300-06686;A834682;J-515272;Z56780309;F2124-0648

Chemical Property of 4-Ethyl-7-hydroxycoumarin

Chemical Property:

• Vapor Pressure: 2.01E-06mmHg at 25°C
• Refractive Index: 1.589
• Boiling Point: 383.3 °C at 760 mmHg
• Flash Point: 173.5 °C
• PSA: 50.44000
• Density: 1.258g/cm³
• LogP: 2.06100
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 190.062994177
• Heavy Atom Count: 14
• Complexity: 270

Purity/Quality:

98%min ^*data from raw suppliers

4-Ethyl-7-hydroxy-2H-chromen-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=CC(=O)OC2=C1C=CC(=C2)O

Technology Process of 4-Ethyl-7-hydroxycoumarin

There total 4 articles about 4-Ethyl-7-hydroxycoumarin 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: 96.0%

recorcinol (108-46-3) + ethyl propanoylacetate (4949-44-4) → 4-ethyl-7-hydroxy-2H-1-benzopyran-2-one (64231-10-3)

Guidance literature:

With toluene-4-sulfonic acid; for 0.00833333h; microwave irradiation;

DOI:10.1016/j.tetlet.2006.01.147

Reference yield:

sulfuric acid (7664-93-9) + recorcinol (108-46-3) → 4-ethyl-7-hydroxy-2H-1-benzopyran-2-one (64231-10-3)

Guidance literature:

With trifluoroacetic acid; In ethyl propanoylacetate;

Reference yield:

3-oxo-pentanenitrile (33279-01-5) + recorcinol (108-46-3) → 4-ethyl-7-hydroxy-2H-1-benzopyran-2-one (64231-10-3)

Guidance literature:

With sulfuric acid; Erhitzen des Reaktionsprodukts mit wss. Schwefelsaeure;

upstream raw materials:

3-oxo-pentanenitrile

recorcinol

ethyl propanoylacetate

sulfuric acid

Downstream raw materials:

C₁₈H₁₄O₄

4-Ethyl-7-[(1R,2S,3S,4R)-2,3,4-tris-(tert-butyl-dimethyl-silanyloxy)-cyclohexyloxy]-chromen-2-one

4-Ethyl-7-[(1S,2R,3R,4S)-2,3,4-tris-(tert-butyl-dimethyl-silanyloxy)-cyclohexyloxy]-chromen-2-one

4-Ethyl-7-((1R,2R,3S,4R)-2,3,4-trihydroxy-cyclohexyloxy)-chromen-2-one

Refernces

• 1、 Yang, Lu,Hu, Zhiye,Luo, Junjie,Tang, Chu,Zhang, Silong,Ning, Wentao,Dong, Chune,Huang, Jian,Liu, Xianjun,Zhou, Hai-Bing. "Dual functional small molecule fluorescent probes for image-guided estrogen receptor-specific targeting coupled potent antiproliferative potency for breast cancer therapy". supporting information. p. 3531 - 3539. Retrieved 2017/05/29.
• 2、 Liu, Ming,Liu, Yang,Hua, Xuewen,Wu, Changchun,Zhou, Sha,Wang, Baolei,Li, Zhengming. "Synthesis of osthole derivatives with grignard reagents and their larvicidal activities on mosquitoes". supporting information. p. 1353 - 1358. Retrieved 2016/02/18.