6-Chloro-4-methyl-3-phenylcoumarin

Base Information

• Chemical Name: 6-Chloro-4-methyl-3-phenylcoumarin
• CAS No.: 112030-31-6
• Molecular Formula: C₁₆H₁₁ClO₂
• Molecular Weight: 270.715
• NSC Number: 628870
• DSSTox Substance ID: DTXSID401239919
• Metabolomics Workbench ID: 74119
• ChEMBL ID: CHEMBL2000417
• Mol file: 112030-31-6.mol

Synonyms:6-chloro-4-methyl-3-phenylcoumarin;54981-78-1;6-Chloro-4-methyl-3-phenyl-2H-chromen-2-one;NSC628870;2H-Benzopyran-2-one, 6-chloro-4-methyl-3-phenyl-;112030-31-6;2H-1-Benzopyran-2-one, 6-chloro-4-methyl-3-phenyl-;CHEMBL2000417;DTXSID401239919;3-Phenyl-4-methyl-6-chlor-cumarin;NSC-628870;NCI60_009339;6-chloro-4-methyl-3-phenyl-chromen-2-one;6-Chloro-4-methyl-3-phenyl-2H-1-benzopyran-2-one

Chemical Property of 6-Chloro-4-methyl-3-phenylcoumarin

Chemical Property:

• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 270.0447573
• Heavy Atom Count: 19
• Complexity: 396

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C(=O)OC2=C1C=C(C=C2)Cl)C3=CC=CC=C3

Technology Process of 6-Chloro-4-methyl-3-phenylcoumarin

There total 3 articles about 6-Chloro-4-methyl-3-phenylcoumarin 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: 98.0%

Phenyl-acetic acid 2-acetyl-4-chloro-phenyl ester (129333-67-1) → 6-chloro-4-methyl-3-phenyl-coumarin (112030-31-6)

Guidance literature:

With pyridine; potassium hydroxide;

DOI:10.1080/00397910903222082

Reference yield: 95.0%

5-chloro-2-hydroxyacetophenone (1450-74-4) + phenylacetyl chloride (103-80-0) → 6-chloro-4-methyl-3-phenyl-coumarin (112030-31-6)

Guidance literature:

With tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate; In benzene; for 4h; Ambient temperature;

Reference yield:

phenylacetic anhydride (1555-80-2) + 5-chloro-2-hydroxyacetophenone (1450-74-4) + sodium phenylacetate (114-70-5) → 6-chloro-4-methyl-3-phenyl-coumarin (112030-31-6)

Guidance literature:

at 180 ℃;

upstream raw materials:

phenylacetic anhydride

5-chloro-2-hydroxyacetophenone

sodium phenylacetate

phenylacetyl chloride