2-Propen-1-one, 1-(hydroxyphenyl)-3-phenyl-

Base Information

• Chemical Name: 2-Propen-1-one, 1-(hydroxyphenyl)-3-phenyl-
• CAS No.: 1214-47-7
• Molecular Formula: C15H12O2
• Molecular Weight: 224.259
• Hs Code.: 29145090
• DSSTox Substance ID: DTXSID9061627
• Wikidata: Q72483489
• ChEMBL ID: CHEMBL1867065
• Mol file: 1214-47-7.mol

Synonyms:2-Propen-1-one, 1-(hydroxyphenyl)-3-phenyl-;6'-hydroxychalcone;D0S9YA;SCHEMBL126857;CHEMBL1867065;DTXSID9061627;CMLD2_000189;NCGC00017803-04;NCGC00017803-05;FT-0612588;FT-0669974;FT-0669975;D78085

Chemical Property of 2-Propen-1-one, 1-(hydroxyphenyl)-3-phenyl-

Chemical Property:

• Appearance/Colour: luidity powder
• Vapor Pressure: 7.4E-07mmHg at 25°C
• Melting Point: 86-88 °C(lit.)
• Refractive Index: 1.653
• Boiling Point: 396.566 °C at 760 mmHg
• PKA: 7.77±0.30(Predicted)
• Flash Point: 169.35 °C
• PSA: 37.30000
• Density: 1.191 g/cm³
• LogP: 3.28830
• Storage Temp.: Store below +30°C.
• 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:

98% ^*data from raw suppliers

2''-Hydroxychalcone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC(=O)C2=CC=CC=C2O
• Uses: 2'-Hydroxychalcone can be used as intermediates in drug synthesis, such as the preparation of flavonol compounds. Flavonols are widely distributed in nature as secondary metabolites in living organisms, and they have a wide variety of physiological activities, mainly in the cardiovascular system, antiviral, anti-inflammatory and antitumor effects.

Technology Process of 2-Propen-1-one, 1-(hydroxyphenyl)-3-phenyl-

There total 34 articles about 2-Propen-1-one, 1-(hydroxyphenyl)-3-phenyl- 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%

C18H18O2 (892871-93-1) → 1-(2-hydroxyphenyl)-3-phenylprop-2-en-1-one (1214-47-7)

Guidance literature:

With boron trichloride; In dichloromethane; at 0 ℃; for 2h;

DOI:10.3390/molecules19010641

Reference yield: 86.0%

1-(2'-hydroxyphenyl)prop-2-en-1-ol (38865-40-6) + phenylboronic acid (98-80-6) → 1-(2-hydroxyphenyl)-3-phenylprop-2-en-1-one (1214-47-7)

Guidance literature:

1-(2'-hydroxyphenyl)prop-2-en-1-ol; With oxygen; palladium diacetate; In N,N-dimethyl-formamide; at 90 ℃; for 4h; under 760.051 Torr; Green chemistry;

phenylboronic acid; With 2.9-dimethyl-1,10-phenanthroline; In N,N-dimethyl-formamide; at 90 ℃; for 18h; Green chemistry;

DOI:10.1039/c4ra07478e

Reference yield: 80.0%

salicylaldehyde (90-02-8) + phenylacetylene (536-74-3) → FLAVONE (525-82-6,66585-04-4) + 1-(2-hydroxyphenyl)-3-phenylprop-2-en-1-one (1214-47-7)

Guidance literature:

With piperidine; iron(III) chloride; In toluene; for 8h; Reflux;

DOI:10.1016/j.tetlet.2011.08.078

upstream raw materials:

phenyl cinnamate

2'-hydroxychalcone dibromides

o-hydroxyacetophenone

benzaldehyde

Downstream raw materials:

(2-Hydroxy-phenyl)-(4-phenyl-4,5-dihydro-1H-pyrazol-3-yl)-methanone

1-(2-methoxyphenyl)-3-phenyl-2-propene-1-one

2-phenyl-4-(2-hydroxyphenyl)-2,3-dihydrobenzo[b][1,4]thiazepine

(2S)-flavanone

Refernces

• 1、 Tanemura, Kiyoshi,Rohand, Taoufik. "Activated charcoal-mediated synthesis of chalcones catalyzed by NaOH in water". . . Retrieved 2021.
• 2、 Kupcewicz, Bogumila,Jarzecki, Andrzej A.,Malecka, Magdalena,Krajewska, Urszula,Rozalski, Marek. "Cytotoxic activity of substituted chalcones in terms of molecular electronic properties". . p. 4260 - 4265. Retrieved 2014.
• 3、 French, Dustin,Schifano, Paul,Cortés-Concepción, José,Hargrove-Leak, Sirena. "Li-Al layered double hydroxides as catalysts for the synthesis of flavanone". . p. 92 - 94. Retrieved 2010.
• 4、 Giri, Rakesh R.,Lad, Hemali B.,Bhila, Varun G.,Patel, Chirag V.,Brahmbhatt. "Modified Pyridine-Substituted Coumarins: A New Class of Antimicrobial and Antitubercular Agents". . p. 363 - 375. Retrieved 2015.
• 5、 Liu, Bin,Wang, Hu,Wang, Taisheng,Bao, Yinyin,Du, Fanfan,Tian, Jiao,Li, Qianbiao,Bai, Ruke. "A new ratiometric ESIPT sensor for detection of palladium species in aqueous solution". . p. 2867 - 2869. Retrieved 2012.
• 6、 Mughal, Ehsan Ullah,Sadiq, Amina,Murtaza, Shahzad,Rafique, Hummera,Zafar, Muhammad Naveed,Riaz, Tauqeer,Khan, Bilal Ahmad,Hameed, Abdul,Khan, Khalid Mohammed. "Synthesis, structure–activity relationship and molecular docking of 3-oxoaurones and 3-thioaurones as acetylcholinesterase and butyrylcholinesterase inhibitors". . p. 100 - 106. Retrieved 2017.
• 7、 Zhou, Yan,Huang, Wei,Chen, Xiang-Shu,Song, Zhi-Bin,Tao, Duan-Jian. "Facile one-pot synthesis of flavanones using tetramethylguanidinum-based ionic liquids as catalysts". . p. 1830 - 1836. Retrieved 2015.
• 8、 Jin, Hailian,Ansari, Mohd Bismillah,Park, Sang-Eon. "Sulfonic acid functionalized mesoporous ZSM-5: Synthesis, characterization and catalytic activity in acidic catalysis". . p. 116 - 121. Retrieved 2015.
• 9、 Naidu. "". . p. 124. Retrieved 1972.
• 10、 Kaur, Mandeep,Kaushal, Raj. "Synthesis and in-silico molecular modelling, DFT studies, antiradical and antihyperglycemic activity of novel vanadyl complexes based on chalcone derivatives". . . Retrieved 2022/01/13.