2'-Hydroxychalcone

Base Information

• Chemical Name: 2'-Hydroxychalcone
• CAS No.: 888-12-0
• Molecular Formula: C15H12 O2
• Molecular Weight: 224.259
• European Community (EC) Number: 214-928-0,212-962-0,919-198-3
• NSC Number: 170284,18939
• UNII: VY06DZ94OC
• DSSTox Substance ID: DTXSID001313416
• Nikkaji Number: J133.569C,J195.188B,J830.199I
• Wikidata: Q27103405
• Metabolomics Workbench ID: 51512
• ChEMBL ID: CHEMBL32147
• Mol file: 888-12-0.mol

Synonyms:2'-hydroxychalcone

Chemical Property of 2'-Hydroxychalcone

Chemical Property:

• Melting Point: 88 °C
• Boiling Point: 396.6oC at 760 mmHg
• Flash Point: 169.4oC
• PSA: 37.30000
• Density: 1.191g/cm3
• LogP: 3.28830
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Ethyl Acetate, Methanol
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 224.083729621
• Heavy Atom Count: 17
• Complexity: 277

Purity/Quality:

99.90% ^*data from raw suppliers

(2E)-1-(2-Hydroxyphenyl)-3-phenyl-2-propen-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC(=O)C2=CC=CC=C2O
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C(=O)C2=CC=CC=C2O
• Uses: A synthetic chalcone with antibacterial and potential antitumoral activity.

Technology Process of 2'-Hydroxychalcone

There total 62 articles about 2'-Hydroxychalcone 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%

2'-O-isopropylchalcone → (E)-2'-hydroxy-chalcone (888-12-0)

Guidance literature:

With boron trichloride; In dichloromethane; at 0 ℃;

DOI:10.3390/molecules23071620

Reference yield: 93.0%

2-cinnamoylphenyl (2,2,2-trichloroethyl) carbonate → (E)-2'-hydroxy-chalcone (888-12-0)

Guidance literature:

With trimethyltin(IV) hydroxide; In 1,2-dichloro-ethane; at 60 ℃; for 3h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.8b03642

Reference yield: 91.0%

2'-hydroxy-3-phenylpropiophenone (3516-95-8) → (E)-2'-hydroxy-chalcone (888-12-0)

Guidance literature:

With oxygen; palladium diacetate; trifluoroacetic acid; In dimethyl sulfoxide; at 80 ℃; for 9h; Sealed tube;

DOI:10.1002/adsc.201801058

upstream raw materials:

o-hydroxyacetophenone

benzaldehyde

Flavanone

2'-hydroxychalcone dibromides

Downstream raw materials:

3-phenyl-4-styrylcoumarin

6-Phenyl-6H-<1>benzopyrano<4,3-b><1,8>naphthyridine

FLAVONE

3-methoxyflavone

Refernces

• 1、 Chiacchio, Ugo,Casuscelli, Franco,Corsaro, Antonino,Rescifina, Antonio,Romeo, Giovannni,Uccella, Nicola. "Stereoselective control in 1,3-dipolar cycloaddition of nitrones to substituted styrenes". . p. 6671 - 6680. Retrieved 1994.
• 2、 Norikane, Yasuo,Itoh, Hiroki,Arai, Tatsuo. "Control of the photoisomerization mode of carbon-carbon double bond by intramolecular hydrogen bond; one-way photoisomerization of 2′-hydroxychalcone induced by adiabatic intramolecular hydrogen atom transfer". . p. 1094 - 1095. Retrieved 2000.
• 3、 Miura, Motofumi,Shigematsu, Karin,Toriyama, Masaharu,Motohashi, Shigeyasu. "Convenient synthesis of flavanone derivatives via oxa-Michael addition using catalytic amount of aqueous cesium fluoride". supporting information. . Retrieved 2021/10/25.
• 4、 Janse van Rensburg, Helena D.,Legoabe, Lesetja J.,Terre’Blanche, Gisella. "C3 amino-substituted chalcone derivative with selective adenosine rA1 receptor affinity in the micromolar range". . p. 1581 - 1605. Retrieved 2020/11/20.