Coumarin

Base Information

• Chemical Name: Coumarin
• CAS No.: 10172-75-5
• Molecular Formula: C26H18 O7
• Molecular Weight: 442.425
• Hs Code.: 2932209090
• Mol file: 10172-75-5.mol

Synonyms:Coumarin,3,3'-(p-methoxybenzylidene)bis[4-hydroxy- (8CI);4-Nitro-3,3'-benzylidenebis[4-hydroxycoumarin]; NSC 373952

Chemical Property of Coumarin

Chemical Property:

• Boiling Point: 632.6°Cat760mmHg
• Flash Point: 218.5°C
• PSA: 110.11000
• Density: 1.495g/cm³
• LogP: 4.49940

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Coumarin

There total 13 articles about Coumarin 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%

4-hydroxy[1]benzopyran-2-one (1076-38-6,92395-12-5) + 4-methoxy-benzaldehyde (123-11-5) → 3,3-(4'-methoxybenzylidene)bis(4-hydroxycoumarin) (10172-75-5)

Guidance literature:

With 4-sulfophthalic acid; In water; at 80 ℃; for 0.416667h; Catalytic behavior; Green chemistry;

DOI:10.1007/s11164-016-2720-7

Reference yield: 98.0%

4‐hydroxycoumarin (22105-09-5) + 4-methoxy-benzaldehyde (123-11-5) → 3,3-(4'-methoxybenzylidene)bis(4-hydroxycoumarin) (10172-75-5)

Guidance literature:

With Ni(II)-dimethylglyoxime complex immobilized on SiO₂ coated magnetic Fe₃O₄ nanoparticles; In water; for 0.05h; Reflux; Green chemistry;

DOI:10.1002/aoc.5242

Reference yield: 83.0%

6-hydroxycoumarin (6093-68-1) + 4-methoxy-benzaldehyde (123-11-5) → 3,3-(4'-methoxybenzylidene)bis(4-hydroxycoumarin) (10172-75-5)

Guidance literature:

With diethylamine; In ethanol; at 20 ℃; for 3h;

DOI:10.1007/s11164-016-2464-4

upstream raw materials:

4-hydroxy[1]benzopyran-2-one

4-methoxy-benzaldehyde

p-methoxybenzylidene-phenylamine

2-cyano-3-(4-methoxyphenyl)thioacrylamide

Downstream raw materials:

4-hydroxy-3-<(4-methoxyphenyl)methyl>-2H-1-benzopyran-2-one

Refernces

• 1、 Manolov, Ilia I.. "Aldehyde condensation products of 4-hydroxycoumarin and Schiff bases". . p. 3041 - 3042. Retrieved 1998.
• 2、 El-Samahy, Fatma A.,Abd El Salam, Hayam A.,El-Sayed, Naglaa F.,Shalaby, Elsayed M.,Dondeti, Mahmoud F.. "Synthesis of unexpected novel bis-coumarin derivatives via three component reactions of 4-hydroxycoumarin, aldehydes and cyclic secondary amines. Conformation in the solid state and pharmacological evaluation". . p. 705 - 716. Retrieved 2017.
• 3、 Brahmachari, Goutam,Mandal, Mullicka,Karmakar, Indrajit. "Facile and Straightforward Synthesis of Racemic Version of Substituted 3-[3-(2-Hydroxyphenyl)-3-oxo-1-arylpropyl]-4-hydroxycoumarins: Easy Access to a Series of Biorelevant Warfarin Analogues". . p. 451 - 464. Retrieved 2021/10/19.
• 4、 Kharrngi, Balamphrang,Dhar, Errini Decruse,Basumatary, Grace,Das, Dharitri,Deka, Ramesh Ch,Yadav, Arun K,Bez, Ghanashyam. "Developing a highly potent anthelmintic: study of catalytic application of l-proline derived aminothiourea in rapid synthesis of biscoumarins and their in vitro anthelmintic essay". . . Retrieved 2021/02/22.