3034-05-7

Basic information

• Product Name: 6-chloro-2-phenylchroman-4-one
• Synonyms: 6-chloro-2-phenylchroman-4-one
• CAS NO: 3034-05-7
• Molecular Formula: C₁₅H₁₁ClO₂
• Molecular Weight: 258.69964
• Mol File: 3034-05-7.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 427.5°C at 760 mmHg
• Flash Point: 181°C
• Appearance: /
• Density: 1.293g/cm³
• Vapor Pressure: 1.63E-07mmHg at 25°C
• Refractive Index: 1.611
• CAS DataBase Reference: 6-chloro-2-phenylchroman-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-chloro-2-phenylchroman-4-one(3034-05-7)
• EPA Substance Registry System: 6-chloro-2-phenylchroman-4-one(3034-05-7)

Safety Data

• Hazardous Substances Data: 3034-05-7(Hazardous Substances Data)

Usage

Structure

Chroman-4-one with a chlorine atom at the 6th position and a phenyl group at the 2nd position

Classification

Derivative of chroman-4-one; belongs to the class of organic compounds known as benzopyrans

Applications

Used in pharmaceuticals and agrochemicals

Biological Activity

Exhibits potential biological activity, making it valuable in drug discovery and development

Scaffold for Synthesis

Its structural features make it a valuable scaffold for designing and synthesizing new compounds with potential therapeutic properties.

InChI:InChI=1/C15H11ClO2/c16-11-6-7-14-12(8-11)13(17)9-15(18-14)10-4-2-1-3-5-10/h1-8,15H,9H2

Upstream product

• 1218-24-2 3-phenyl-1-(2'-hydroxy-5'-chlorophenyl)-2-propen-1-one 
• 97723-88-1 6-Chloro-2-phenyl-chroman-4-ol 
• 131942-08-0 1-(3-Bromo-1-phenyl-prop-2-ynyloxy)-4-chloro-benzene 
• 92433-58-4 6-chloro-2-phenylchroman-4-one oxime 
• 1450-74-4 5-chloro-2-hydroxyacetophenone 
• 100-52-7 benzaldehyde 
• 7647-01-0 hydrogenchloride 
• 64-17-5 ethanol 
• 1218-24-2 5'-chloro-2'-hydroxychalcone 
• 487-26-3 Flavanone 
• 121507-52-6 1-Chloro-4-(1-phenyl-prop-2-ynyloxy)-benzene 
• 121434-38-6 phenyliodonium bis(phenylsulfonyl)-methylide 
• 1101612-97-8 C₂₀H₁₉ClO₄ 
• 33533-99-2 6-chloro-4H-chromen-4-one 

Downstream Products

• 10420-73-2 6-chloroflavone 
• 42972-67-8 6-chloro-3-phenyl-4H-chromen-4-one 
• 1218-24-2 5'-chloro-2'-hydroxychalcone 
• 206256-69-1 6-chloro-3-(4-chlorobenzylidene)flavanone 
• 373357-14-3 4,6-dichloro-2-phenyl-2H-3-chromene carbaldehyde 

Relevant articles and documents

Convenient synthesis of flavanone derivatives via oxa-Michael addition using catalytic amount of aqueous cesium fluoride

A total of 36 flavanones, which included polycyclic aromatic and heterocyclic rings, were readily synthesized via oxa-Michael addition from the corresponding hydroxychalcones with a catalytic amount of aqueous cesium fluoride solution under mild conditions. This method could be applied to the scalable synthesis of eriodictyol as a known potent inhibitor of the SARS-CoV-2 spike protein.

Synthesis and cytotoxicity of novel (E)-2-phenylchroman-4-one-O-((1-substituted-1H-1,2,3-triazol-4-yl)methyl) oxime derivatives

A series of new flavanone-triazole hybrids (7a–m) were synthesized from flavanone oximes (6a–c) via multistep synthetic strategy, involving Cu (I) catalyzed azide, alkyne 1,3-dipolar cycloaddition by Click reaction. All the synthesized compounds were tested for their cytotoxicity against HCT-15, HeLa, NCI-H522, and HEK-293 (normal cell line) cell lines. Compounds 6a, 7a, 7b, 7d, 7e, 7j, and 7m showed the significant cytotoxicity, wherein compound 7b showed potential cytotoxicity against NCI-H522 cell line and compounds 6a and 7a were offensive with HEK-293 in their toxicity profile.

Synthesis of Flavanones via Palladium(II)-Catalyzed One-Pot β-Arylation of Chromanones with Arylboronic Acids

A total of 47 flavanones were expediently synthesized via one-pot β-arylation of chromanones, a class of simple ketones possessing chemically unactivated β sites, with arylboronic acids via tandem palladium(II) catalysis. This reaction provides a novel route to various flavanones, including natural products such as naringenin trimethyl ether, in yields up to 92percent.