70460-61-6

Basic information

• Product Name: 2,3-diethoxy-3-hydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one
• Synonyms: 2,3-Diethoxy-3-hydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one
• CAS NO: 70460-61-6
• Molecular Formula: C₁₉H₂₀O₅
• Molecular Weight: 328.3591
• Mol File: 70460-61-6.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 485.7°C at 760 mmHg
• Flash Point: 173.1°C
• Density: 1.26g/cm³
• Vapor Pressure: 3.03E-10mmHg at 25°C
• Refractive Index: 1.6
• CAS DataBase Reference: 2,3-diethoxy-3-hydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-diethoxy-3-hydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one(70460-61-6)
• EPA Substance Registry System: 2,3-diethoxy-3-hydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one(70460-61-6)

Safety Data

• Hazardous Substances Data: 70460-61-6(Hazardous Substances Data)

Usage

General Description

2,3-Diethoxy-3-hydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one is a chemical compound with a complex molecular structure. It is classified as a chromone, a type of organic compound, and contains various functional groups including hydroxyl and ethoxy groups. 2,3-Diethoxy-3-hydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one has potential pharmaceutical applications due to its structural features, including its phenolic and chromanone moieties, which have been associated with various biological activities. Additionally, its diethoxy and hydroxy groups may contribute to its solubility and stability in certain environments. Further research is needed to fully understand the properties and potential uses of 2,3-Diethoxy-3-hydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one.

Upstream product

• 577-85-5 3-hydroxyflavone 
• 64-17-5 ethanol 

Relevant articles and documents

Preparation of 3-hydroxy-2,3-dialkoxy-2-phenylchroman-4-ones and 3,3-dihydroxy-2-alkoxy-2-phenylchroman-4-ones by oxidation of 3-hydroxyflavone with copper(II) bromide: Structure, reactivity and characterization

The reaction of 3-hydroxyflavone with copper(II) bromide in various alcohols (ethanol, isopropanol, and methanol) yielded a mixture of their respective 3-hydroxy-2,3-dialkoxy-2-phenylchroman-4-ones (hemiacetals) and 3,3-dihydroxy-2-alkoxy-2-phenylchroman-4-ones (hydrates). Herein, we report the synthesis, reactivity and characterization of three hemiacetals (1, 3, and 5) and three hydrates (2, 4, and 6) as well as the single crystal X-ray structures of 1–4 & 6. While the hemiacetals were shown to be kinetically accessible, the hydrates were thermodynamically preferred. The single X-ray structures of compounds 1–4 & 6 reveals the alkoxy groups occupying the axial position of the coumarin ring, which is surmised to be the source of the instability of the hemiacetals. As a result of the axial strain, the hemiacetals (1, 3, and 5) readily convert in to their respective hydrates (2, 4, and 6) when heated in non-alcoholic solvents. The qualitative rate of these conversion was largely a function of the size of the alkoxy group (i-Pr > Et > Me). We propose a mechanism for the conversion of hemiacetals to hydrates that involves a chromane-3,4-dione intermediate, which was evidenced by trapping it as a diimine, quinoxaline heterocycle.