6093-68-1

Basic information

• Product Name: 6-HYDROXYCOUMARIN
• Synonyms: 2H-1-Benzopyran-2-one, 6-hydroxy-;6-HYDROXY-2H-CHROMEN-2-ONE;6-HYDROXYCOUMARIN;6-Hydroxy-2H-chromen-2-one 97%;6-Hydroxy-2H-1-benzopyran-2-one;6-hydroxychromen-2-one;HYDROXYCOUMARIN, 6-(RG);6-Hydroxycoumarin 97%
• CAS NO: 6093-68-1
• Molecular Formula: C₉H₆O₃
• Molecular Weight: 162.14
• Product Categories: Coumarins;Fused Ring Systems;Building Blocks;Heterocyclic Building Blocks
• Mol File: 6093-68-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 249-253 °C(lit.)
• Boiling Point: 248.82°C (rough estimate)
• Flash Point: 189.6 °C
• Appearance: /
• Density: 1.2500
• Refractive Index: 1.5380 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 8.92±0.20(Predicted)
• CAS DataBase Reference: 6-HYDROXYCOUMARIN(CAS DataBase Reference)
• NIST Chemistry Reference: 6-HYDROXYCOUMARIN(6093-68-1)
• EPA Substance Registry System: 6-HYDROXYCOUMARIN(6093-68-1)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 6093-68-1(Hazardous Substances Data)

Usage

Description

6-Hydroxycoumarin is a coumarin which has anti-inflammatory, anti-pyretic, anti-oxidant, vasodilator, anti-amoebic, anti-bacterial, anti-fungal, bacteriostatic and antitumor activity.

Occurrence

6-Hydroxycoumarin is a natural product found in Grevillea robusta and Amburana cearensis with data available.

Uses

6-Hydroxycoumarin (cas# 6093-68-1) is a compound useful in organic synthesis.

Preparation

(1) synthesis of 6-aminocoumarins：In polar solvent, using 6- nitroscumarin as raw material, using hydrazine hydrate as hydrogen Source, is reducing catalyst using ferric chloride (FeCl36H2O), at ambient pressure reduces 6-nitroscumarin, prepare 6- aminocoumarins；(2) synthesis of 6-Hydroxycoumarins：In sulfuric acid solution, one-step method is by 6-aminocoumarins after diazo-reaction Direct hydrolysis, prepares 6-Hydroxycoumarins in high yield.The preparation method of 6 Hydroxycoumarins

Upstream product

• 91-64-5 coumarin 
• 3524-69-4 2-formyl-1,4-phenylene diacetate 
• 16139-79-0 ethyl diphenylphosphonoacetate 

Downstream Products

• 17372-53-1 6-methoxycoumarin 
• 93325-31-6 2-phenyl-2,3-dihydro-1H-chromeno[5,6-e][1,3]oxazin-8-one 
• 93729-20-5 2-benzyl-2,3-dihydro-1H-chromeno[5,6-e][1,3]oxazin-8-one 
• 1306600-10-1 C₂₆H₂₂N₂O₅ 
• 1306600-11-2 C₂₇H₂₄N₂O₅ 
• 1306600-12-3 C₂₈H₂₆N₂O₅ 
• 1306600-13-4 C₂₉H₂₈N₂O₅ 
• 1306600-14-5 C₃₀H₃₀N₂O₅ 
• 1318165-54-6 ethyl 2-amino-6-((3,5-dimethoxybenzyl)oxy)-4-(2-ethoxy-2-oxoethyl)-4H-chromene-3-carboxylate 
• 1318166-26-5 6-((3,5-dimethoxybenzyl)oxy)-2H-chromen-2-one 
• 10172-75-5 3,3-(4'-methoxybenzylidene)bis(4-hydroxycoumarin) 
• 326904-01-2 2-hydroxy-3-((2-hydroxy-4-oxo-4H-chromen-3-yl)(6-nitrobenzo[d][1,3]dioxol-6-yl)methyl)-4H-chromen-4-one 
• 10172-72-2 3,3'-[(4-hydroxyphenyl)methyl]bis(4-hydroxy-2H-chromen-2-one) 
• 10172-70-0 4-hydroxy-3-[(4-hydroxy-2-oxo-2H-chromen-3-yl)-(4-nitro-phenyl)-methyl]-chromen-2-one 

Relevant articles and documents

Revisiting terephthalic acid and coumarin as probes for photoluminescent determination of hydroxyl radical formation rate in heterogeneous photocatalysis

We investigated in detail the applicability of two radical scavengers – coumarin (COUM) and terephthalic acid (TA) – as probe compounds in a widely used photoluminescent (PL) determination of OH? radical rate formation of photocatalysts. The study reveals that precautions must be taken when using either of the two compounds as neither allows a direct determination of the absolute OH? radical formation rate. Chromatographic analyses of irradiated COUM and TA solutions revealed that both probe compounds reacted via more than one pathway, out of which, only one pathway in each case yielded the measured photoluminescent 7-hydroxycoumarin (7-OHC) and 2-hydroxyterephthalic acid (TAOH), respectively. Applicability of both probes was also tested on three model TiO2-based catalysts (anatase TiO2 nanorods (TNR), anatase TiO2 nanoparticles (TNP), amorphous TiO2 nanorods (a-TNR)). Regardless of the probe compound used, the order of relative OH? radical formation rates determined for these catalysts was the same (TNR a-TNR) and in good correlation with the order of bisphenol A (BPA) degradation rates. This demonstrates that (i) formation of OH? radicals is the predominating criterion when probing a photocatalyst's activity (but not the only one) and that (ii) TA and COUM potentially enable a relative evaluation of photocatalytic materials, despite the numerous shortcomings of these probes. However, in order to allow for general inter-laboratory comparisons the photoluminescence method should clearly be standardized with precisely defined experimental parameters.

Convenient synthesis of a simple coumarin from salicylaldehyde and wittig reagent. IV: Improved synthetic method of substituted coumarins

The reaction of salicylaldehydes (2) with Horner-Wadsworth-Emmons (HWE) or Ando-HWE reagents was attempted to afford intramolecular phosphonate derivatives (6). A new synthetic method for coumarins (1) was achieved by using protected 2.