3-Hydroxy-2-(4-methylphenyl)-4H-chromen-4-one

Base Information

• Chemical Name: 3-Hydroxy-2-(4-methylphenyl)-4H-chromen-4-one
• CAS No.: 19275-68-4
• Molecular Formula: C16H12O3
• Molecular Weight: 252.269
• Hs Code.: 2914400090
• NSC Number: 102042
• UNII: ZED9EDX82X
• DSSTox Substance ID: DTXSID40172871
• Nikkaji Number: J439.405D
• Wikidata: Q83042949
• ChEMBL ID: CHEMBL273103
• Mol file: 19275-68-4.mol

Synonyms:19275-68-4;3-Hydroxy-2-(4-methylphenyl)-4H-chromen-4-one;3-hydroxy-2-(4-methylphenyl)chromen-4-one;ZED9EDX82X;UNII-ZED9EDX82X;NSC102042;NSC 102042;NSC-102042;MLS000114653;SMR000092000;CBMicro_043457;Cambridge id 6056898;3-hydroxy-4'-methylflavone;Oprea1_071276;Oprea1_557090;CHEMBL273103;cid_265711;3-hydroxy-2-(p-tolyl)chromone;REGID_for_CID_265711;SCHEMBL10037935;BDBM62811;DTXSID40172871;HMS1616J04;HMS2260L22;STK877346;3-hydroxy-2-(p-tolyl)chromen-4-one;AKOS000638994;3-hydroxy-2-(p-tolyl)-chromen-4-one;CCG-116129;3-hydroxy-2-p-tolyl-4h-chromen-4-one;FLAVONE, 3-HYDROXY-4'-METHYL-;BIM-0043214.P001;3-Hydroxy-2-(p-tolyl)-4H-chromen-4-one;2-(4-methylphenyl)-3-oxidanyl-chromen-4-one;3-hydroxy-2-(4-methylphenyl)-1-benzopyran-4-one;4H-1-Benzopyran-4-one, 3-hydroxy-2-(4-methylphenyl)-;3-HYDROXY-2-(4-METHYLPHENYL)-4H-1-BENZOPYRAN-4-ONE

Chemical Property of 3-Hydroxy-2-(4-methylphenyl)-4H-chromen-4-one

Chemical Property:

• Vapor Pressure: 2.52E-07mmHg at 25°C
• Boiling Point: 406.1°Cat760mmHg
• Flash Point: 153.2°C
• PSA: 50.44000
• Density: 1.324g/cm³
• LogP: 3.47400
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 252.078644241
• Heavy Atom Count: 19
• Complexity: 391

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=C(C(=O)C3=CC=CC=C3O2)O
• Use Description: 3-Hydroxy-4'-methylflavone, a flavonoid compound, serves various purposes in different fields. In the field of pharmaceuticals and natural medicine, it is valued for its potential antioxidant and anti-inflammatory properties, making it a candidate for the development of herbal remedies and dietary supplements aimed at promoting overall health and well-being. Its presence in plant extracts contributes to traditional medicine practices. In the field of agriculture, this compound can have applications as a natural pesticide or growth enhancer, harnessing its natural properties to protect and nurture plants. Additionally, in the realm of chemical research and organic synthesis, 3-Hydroxy-4'-methylflavone serves as a valuable starting material for the synthesis of more complex flavonoids and related compounds. Overall, this versatile compound plays a pivotal role in various industries, from healthcare to agriculture to chemical research, contributing to advancements in these fields.

Technology Process of 3-Hydroxy-2-(4-methylphenyl)-4H-chromen-4-one

There total 19 articles about 3-Hydroxy-2-(4-methylphenyl)-4H-chromen-4-one 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%

1a,7a-Dihydro-1a-(4-methylphenyl)-7H-oxireno<1>benzopyran-7-one (134051-31-3) → 3-Hydroxy-4'-methylflavone (19275-68-4)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; at 0 ℃; for 3h; other condition: chloroform-d, room temperature, 4 d;

DOI:10.1021/jo00026a020

Reference yield: 82.0%

2,4,4-Trimethoxy-2-p-tolyl-chroman-3-ol (155723-53-8) → 3-Hydroxy-4'-methylflavone (19275-68-4)

Guidance literature:

With hydrogenchloride; In acetone; for 3h; Ambient temperature;

Reference yield: 80.0%

4-methyl-benzaldehyde (104-87-0) + o-hydroxyacetophenone (118-93-4,104809-67-8) → 3-Hydroxy-4'-methylflavone (19275-68-4)

Guidance literature:

With pyrrolidine; oxygen; In water; at 50 ℃; under 760.051 Torr;

DOI:10.1021/acs.joc.0c01869

upstream raw materials:

1a,7a-Dihydro-1a-(4-methylphenyl)-7H-oxireno<1>benzopyran-7-one

3-nitro-2-(4-methylphenyl)-2H-chromene

2,4,4-Trimethoxy-2-p-tolyl-chroman-3-ol

4'-methylflavone

Downstream raw materials:

3-(4-tolyl)-isobenzofuranone

3-Hydroxy-3-p-tolyl-indan-1,2-dione

3-(methoxymethyl)oxy-4'-methylflavone

3-(methoxymethyl)oxy-4'-(bromomethyl)flavone

Refernces

• 1、 Deshpande,Mathur,Trivedi. "A novel synthesis of flavonols". . p. 835 - 835. Retrieved 1983.
• 2、 Bao, Binghui,Du, Yao,Hu, Tianyu,Wang, Tao,Xue, Tanlong,Ye, Yaoyao,You, Jian. "The three-component photoinitiating systems based on flavonol sulfonate and application in 3D printing". . . Retrieved 2021/10/27.
• 3、 Mughal, Ehsan Ullah,Sadiq, Amina,Ayub, Momna,Naeem, Nafeesa,Javid, Asif,Sumrra, Sajjad Hussain,Zafar, Muhammad Naveed,Khan, Bilal Ahmad,Malik, Fouzia Perveen,Ahmed, Ishtiaq. "Exploring 3-Benzyloxyflavones as new lead cholinesterase inhibitors: synthesis, structure–activity relationship and molecular modelling simulations". . p. 6154 - 6167. Retrieved 2020/08/10.