6-CHLOROFLAVONE

Base Information

• Chemical Name: 6-CHLOROFLAVONE
• CAS No.: 10420-73-2
• Molecular Formula: C15H9 Cl O2
• Molecular Weight: 256.688
• Hs Code.: 29329900
• Mol file: 10420-73-2.mol

Synonyms:Flavone,6-chloro- (6CI,7CI,8CI); 6-Chloro-2-phenyl-4H-benzopyran-4-one;6-Chloroflavone; NSC 63999

Chemical Property of 6-CHLOROFLAVONE

Chemical Property:

• Vapor Pressure: 6.82E-07mmHg at 25°C
• Melting Point: 183-185 °C(lit.)
• Boiling Point: 408.8°Cat760mmHg
• Flash Point: 173.1°C
• PSA: 30.21000
• Density: 1.342g/cm³
• LogP: 4.11340

Purity/Quality:

98%,99%, ^*data from raw suppliers

6-Chloroflavone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-CHLOROFLAVONE

There total 57 articles about 6-CHLOROFLAVONE 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%

C15H10BrClO2 (1301225-14-8) → 6-chloroflavone (10420-73-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 1h; under air;

DOI:10.1002/anie.201007302

Reference yield: 96.0%

3-phenyl-1-(2'-hydroxy-5'-chlorophenyl)-2-propen-1-one (1218-24-2,52923-35-0) → 6-chloroflavone (10420-73-2)

Guidance literature:

With copper(l) iodide; oxygen; at 50 ℃; for 40h; under 760.051 Torr; Ionic liquid;

DOI:10.1039/c1ob06209c

Reference yield: 94.0%

2-(dimethyl(oxo)-λ6-sulfaneylidene)-1-phenylethan-1-one (20718-17-6) + 5-chlorosalicyclaldehyde (635-93-8) → 6-chloroflavone (10420-73-2)

Guidance literature:

2-(dimethyl(oxo)-λ⁶-sulfaneylidene)-1-phenylethan-1-one; 5-chlorosalicyclaldehyde; With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; cesium acetate; In 1,2-dichloro-ethane; at 100 ℃; for 6h; Sealed tube; Inert atmosphere;

With sulfuric acid; acetic acid; In 1,2-dichloro-ethane; at 100 ℃; for 3h; Sealed tube; Inert atmosphere;

DOI:10.1177/1747519819867230

upstream raw materials:

6-chloroflavanone

3-phenyl-1-(2'-hydroxy-5'-chlorophenyl)-2-propen-1-one

6-Chloro-2-phenyl-chroman-4-ol

2'-acetoxy-5'-chlorochalcone dibromide

Downstream raw materials:

5-(5-Chloro-2-hydroxyphenyl)-7-phenyl-2,3-dihydro-1H-1,4-diazepine

6-((4-chlorophenyl)amino)-2-phenyl-4H-chromen-4-one

diethyl (6-chloro-4-oxo-2-phenyl-4H-chromen-3-yl)phosphonate

Refernces

• 1、 Singh, Om V.,Kapoor. "Dehydrogenation of flavanones to flavones using thallium(III) acetate(TTA)". . p. 1459 - 1462. Retrieved 1990.
• 2、 Bennardi, Daniel O.,Romanelli, Gustavo P.,Sathicq, ángel G.,Autino, Juan C.,Baronetti, Graciela T.,Thomas, Horacio J.. "Wells-Dawson heteropolyacid as reusable catalyst for sustainable synthesis of flavones". . p. 68 - 73. Retrieved 2011.
• 3、 Prakash,Tanwar. "Hypervalent iodine oxidation of flavanones: A new synthesis of methyl 2-aryl-2,3-dihydrobenzofuran-3-carboxylates by 1,2-aryl shift". . p. 1168 - 1171. Retrieved 1995.
• 4、 Pérez, María,Ruiz, Diego,Autino, Juan,Sathicq, Angel,Romanelli, Gustavo. "A very simple solvent-free method for the synthesis of 2-arylchromones using KHSO4 as a recyclable catalyst". . p. 551 - 555. Retrieved 2016.
• 5、 Baruah, Swagata,Kaishap, Partha Pratim,Gogoi, Sanjib. "Ru(II)-catalyzed C-H activation and annulation of salicylaldehydes with monosubstituted and disubstituted alkynes". . p. 13004 - 13007. Retrieved 2016.
• 6、 Zhang, Jing-Wen,Yang, Wan-Wan,Chen, Lu-Lu,Chen, Pei,Wang, Yan-Bo,Chen, Dan-Yun. "An efficient tandem synthesis of chromones from: O -bromoaryl ynones and benzaldehyde oxime". . p. 7461 - 7467. Retrieved 2019/08/20.