7-Acetoxycoumarin

Base Information

• Chemical Name: 7-Acetoxycoumarin
• CAS No.: 10387-49-2
• Molecular Formula: C11H8 O4
• Molecular Weight: 204.182
• Hs Code.: 2932209090
• DSSTox Substance ID: DTXSID00146114
• Nikkaji Number: J45.316A
• Wikidata: Q63409666
• Pharos Ligand ID: YMW83B3HQY72
• Metabolomics Workbench ID: 138634
• ChEMBL ID: CHEMBL487711
• Mol file: 10387-49-2.mol

Synonyms:7-acetoxycoumarin

Chemical Property of 7-Acetoxycoumarin

Chemical Property:

• Vapor Pressure: 1.44E-05mmHg at 25°C
• Melting Point: 142 °C
• Boiling Point: 366.7°C at 760 mmHg
• Flash Point: 191.5°C
• PSA: 56.51000
• Density: 1.319g/cm³
• LogP: 1.71830
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 204.04225873
• Heavy Atom Count: 15
• Complexity: 308

Purity/Quality:

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

7-ACETOXYCOUMARIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=CC2=C(C=C1)C=CC(=O)O2

Technology Process of 7-Acetoxycoumarin

There total 20 articles about 7-Acetoxycoumarin 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: 100.0%

7-hydroxy-2H-chromen-2-one (93-35-6) + acetic anhydride (108-24-7) → 7-acetyloxycoumarin (10387-49-2)

Guidance literature:

In pyridine; dichloromethane; for 0.25h;

DOI:10.1021/jo01296a024

Reference yield: 79.0%

7-hydroxy-2H-chromen-2-one (93-35-6) + acetyl chloride (75-36-5) → 7-acetyloxycoumarin (10387-49-2)

Guidance literature:

7-hydroxy-2H-chromen-2-one; With sodium hydride; In N,N-dimethyl-formamide; at 25 ℃; for 0.5h;

acetyl chloride; In tetrahydrofuran; N,N-dimethyl-formamide; at 25 ℃; for 2h; Further stages.;

DOI:10.1002/1521-3765(20011105)7:21<4604::AID-CHEM4604>3.0.CO;2-Z

Reference yield: 69.0%

4-acetoxycinnamic acid (27542-85-4) → 7-acetyloxycoumarin (10387-49-2)

Guidance literature:

With xanth-9-one; Selectfluor; In dichloromethane; at 20 ℃; for 12h; Irradiation; Inert atmosphere;

DOI:10.1039/d0ob02417a

upstream raw materials:

sodium acetate

acetic anhydride

2,4-Dihydroxybenzaldehyde

7-hydroxy-2H-chromen-2-one

Downstream raw materials:

7-acetyloxy-3-(trifluoromethyl)-2H-1-benzopyran-2-one

7-hydroxy-2H-chromen-2-one

8-acetyl-7-hydroxycoumarin

8-acetyl-7-hydroxy-4-methyl-2H-chromen-2-one

Refernces

• 1、 Wu, Luling,Gardiner, Jordan E.,Kumawat, Lokesh K.,Han, Hai-Hao,Guo, Ruiying,Li, Xin,He, Xiao-Peng,Elmes, Robert B. P.,Sedgwick, Adam C.,Bull, Steven D.,James, Tony D.. "Coumarin-based fluorescent 'AND' logic gate probes for the detection of homocysteine and a chosen biological analyte". . p. 26425 - 26428. Retrieved 2019.
• 2、 Sánchez-Recillas, Amanda,Navarrete-Vázquez, Gabriel,Hidalgo-Figueroa, Sergio,Rios, María Yolanda,Ibarra-Barajas, Maximiliano,Estrada-Soto, Samuel. "Semisynthesis, ex vivo evaluation, and SAR studies of coumarin derivatives as potential antiasthmatic drugs". . p. 400 - 408. Retrieved 2014.
• 3、 Lee, Kyung-Sik,Kim, Hae-Jo,Kim, Gun-Hee,Shin, Injae,Hong, Jong-In. "Fluorescent chemodosimeter for selective detection of cyanide in water". . p. 49 - 51. Retrieved 2008.
• 4、 Wang, Cheng,Li, Youjia,Zhang, Ting,Wei, Di,Hou, Yajing,He, Huaizhen. "5-Phenylcoumarin Derivatives: Design, Synthesis, and Vasodilatory Activity". . . Retrieved 2018.
• 5、 Ibrahim, Nabila. "The behavior of certain coumarins and furocoumarins toward sulfur reagents". . p. 1773 - 1784. Retrieved 2006.
• 6、 Leenders et al.. "-". . p. 957,961,965. Retrieved 1973.
• 7、 Yang, Shouhai,Yang, Wenge,Guo, Qirun,Zhang, Tuan,Wu, Keyi,Hu, Yonghong. "A highly selective and ratiometric fluorescence probe for the detection of Hg2+ and pH change based on coumarin in aqueous solution". . p. 8914 - 8918. Retrieved 2014.
• 8、 Palmer. "-". . p. 2387,2388. Retrieved 1963.
• 9、 -. "Mitochondria-targeted pH-viscosity dual-channel detection fluorescent probe as well as preparation method and application thereof". Paragraph 0025-0026. . Retrieved 2021/11/03.
• 10、 Zhao, Bin,Xu, Bo. "Visible-light promoted oxidative cyclization of cinnamic acid derivatives using xanthone as the photocatalyst". . p. 568 - 573. Retrieved 2021/02/06.