4,4'-Dihydroxychalcone

Base Information

• Chemical Name: 4,4'-Dihydroxychalcone
• CAS No.: 108997-30-4
• Molecular Formula: C15H12 O3
• Molecular Weight: 240.258
• Hs Code.: 2914501900
• NSC Number: 652891
• UNII: CKY3J88Z94
• Nikkaji Number: J551.970E,J2.687.190E
• Wikidata: Q27275509
• Pharos Ligand ID: Y2ZQ49N58B4Z
• Metabolomics Workbench ID: 26669
• ChEMBL ID: CHEMBL145927
• Mol file: 108997-30-4.mol

Synonyms:4,4'-dihydroxybenzylidene acetophenone;4,4'-dihydroxychalcone;RVC 588;RVC-588;RVC588

Chemical Property of 4,4'-Dihydroxychalcone

Chemical Property:

• Vapor Pressure: 1.9E-09mmHg at 25°C
• Boiling Point: 469.8°Cat760mmHg
• Flash Point: 252°C
• PSA: 57.53000
• Density: 1.286g/cm³
• LogP: 2.99390
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 240.078644241
• Heavy Atom Count: 18
• Complexity: 295

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=CC(=O)C2=CC=C(C=C2)O)O
• Isomeric SMILES: C1=CC(=CC=C1/C=C/C(=O)C2=CC=C(C=C2)O)O

Technology Process of 4,4'-Dihydroxychalcone

There total 17 articles about 4,4'-Dihydroxychalcone 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: 99.0%

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) + 4-Hydroxyacetophenone (99-93-4) → 4',4-dihydroxychalcone (108997-30-4,3600-61-1)

Guidance literature:

With boron trifluoride diethyl etherate; magnesium sulfate; In methanol; ethanol; at 80 ℃; for 8h; Reagent/catalyst; Temperature; Sealed tube;

Reference yield: 99.0%

4,4'-dimethoxychalcone (2373-89-9) → 4',4-dihydroxychalcone (108997-30-4,3600-61-1)

Guidance literature:

With boron tribromide; In dichloromethane; at 55 ℃; for 0.5h; Inert atmosphere; Sealed tube; Microwave irradiation;

DOI:10.1016/j.ejmech.2015.06.029

Reference yield: 93.0%

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) + 4-Hydroxyacetophenone (99-93-4) → (E)-1,3-bis(4-hydroxyphenyl)prop-2-en-1-one (108997-30-4)

Guidance literature:

With thionyl chloride; In ethanol; at 0 - 20 ℃; for 4h;

DOI:10.1016/j.bioorg.2021.105043

upstream raw materials:

4-hydroxy-benzaldehyde

4-Hydroxyacetophenone

(E)-1,3-bis(4-[tetrahydro-2H-pyran-2-yloxy]phenyl)prop-2-en-1-one

(E)-1,3-bis(4-methoxyphenyl)-2-propene-1-one

Downstream raw materials:

4,4'-dinonyloxychalcone

(E)-1,3-Bis-(4-decyloxy-phenyl)-propenone

4-(4'-hydroxyphenyl)-2-(4-hydroxyphenyl)-2,3-dihydro-1,5-benzoxazepine

4-(4'-hydroxyphenyl)-2-(4-hydroxyphenyl)-2,3-dihydro-1,5-benzothiazepine

Refernces

• 1、 Dai, Xinxiang,Dong, Lei,Fang, Ling,Wang, Jia,Xu, Pei,Zhang, Jia. "Antibacterial and anti-inflammatory activity of valproic acid-pyrazole conjugates as a potential agent against periodontitis". . . Retrieved 2021.
• 2、 Lin, Ching Hsuan,Chien, Chun Kai,Chen, Chien Han,Juang, Tzong Yuan. "Photo-sensitive benzoxazine II: Chalcone-containing benzoxazine and its photo and thermal-cured thermoset". . p. 37844 - 37851. Retrieved 2017.
• 3、 Yang, Junjie,Hu, Fanjie,Guo, Chengjun,Liang, Yuqing,Song, Haiying,Cheng, Kui. "Discovery of isoliquiritigenin analogues that reverse acute hepatitis by inhibiting macrophage polarization". . . Retrieved 2021/06/15.
• 4、 Tamuli, Kashyap J.,Sahoo, Ranjan K.,Bordoloi, Manobjyoti. "Biocatalytic green alternative to existing hazardous reaction media: Synthesis of chalcone and flavone derivatives via the Claisen-Schmidt reaction at room temperature". supporting information. p. 20956 - 20965. Retrieved 2020/12/31.