Welcome to LookChem.com Sign In|Join Free
  • or

Encyclopedia

4-Hydroxycoumarin

Base Information Edit
  • Chemical Name:4-Hydroxycoumarin
  • CAS No.:1076-38-6
  • Molecular Formula:C9H6O3
  • Molecular Weight:162.145
  • Hs Code.:29322980
  • Mol file:1076-38-6.mol
4-Hydroxycoumarin

Synonyms:4-Hydroxy-2H-1-benzopyran-2-one;Benzotetronic acid;2H-1-Benzopyran-2-one,4-hydroxy-;Coumarin, 4-hydroxy-;4-Coumarinol;2-hydroxychromen-4-one;Coumarin, 4-hydroxy- (8CI);2H-1-Benzopyran-2-one, 4-hydroxy-;

Suppliers and Price of 4-Hydroxycoumarin
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • Usbiological
  • 4-Hydroxy Coumarin
  • 1g
  • $ 403.00
  • TRC
  • 4-HydroxyCoumarin
  • 1g
  • $ 65.00
  • TRC
  • 4-HydroxyCoumarin
  • 100g
  • $ 75.00
  • TRC
  • 4-HydroxyCoumarin
  • 500g
  • $ 185.00
  • TCI Chemical
  • 4-Hydroxycoumarin >98.0%(GC)(T)
  • 250g
  • $ 198.00
  • TCI Chemical
  • 4-Hydroxycoumarin >98.0%(GC)(T)
  • 25g
  • $ 27.00
  • SynQuest Laboratories
  • 4-Hydroxycoumarin 98%
  • 2.5 kg
  • $ 304.00
  • SynQuest Laboratories
  • 4-Hydroxycoumarin 98%
  • 500 g
  • $ 84.00
  • SynQuest Laboratories
  • 4-Hydroxycoumarin 98%
  • 100 g
  • $ 24.00
  • Sigma-Aldrich
  • 4-Hydroxycoumarin 98%
  • 500g
  • $ 169.00
Total 224 raw suppliers
Chemical Property of 4-Hydroxycoumarin Edit
Chemical Property:
  • Appearance/Colour:Yellow powder or chunks 
  • Vapor Pressure:0.02Pa at 25℃ 
  • Melting Point:210-215 ºC 
  • Refractive Index:1.4500 (estimate) 
  • Boiling Point:352.41 ºC at 760 mmHg 
  • PKA:4.50±1.00(Predicted) 
  • Flash Point:165.353 ºC 
  • PSA:50.44000 
  • Density:1.446 g/cm3 
  • LogP:1.49860 
  • Storage Temp.:Store below +30°C. 
  • Solubility.:DMSO (Slightly), Methanol (Slightly) 
  • Water Solubility.:PRACTICALLY INSOLUBLE 
Purity/Quality:

99% *data from raw suppliers

4-Hydroxy Coumarin *data from reagent suppliers

Safty Information:
  • Pictogram(s): HarmfulXn,IrritantXi 
  • Hazard Codes:Xn,Xi 
  • Statements: 22-36/37/38 
  • Safety Statements: 26-36 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • General Description 4-Hydroxycoumarin is a versatile chemical scaffold widely used in organic synthesis, particularly in the construction of pharmacologically active compounds such as furocoumarins, warfarin analogues, and benzopyranopyridine derivatives. It serves as a key reactant in multicomponent reactions, asymmetric syntheses, and the formation of heterocyclic systems, often under green chemistry conditions. Its derivatives exhibit significant biological activities, including anticoagulant and antibacterial properties, making it a valuable intermediate in medicinal chemistry.
Technology Process of 4-Hydroxycoumarin

There total 72 articles about 4-Hydroxycoumarin 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:
Guidance literature:
With selenium; 1,5-Diazabicyclo[5.4.0]undec-5-ene; In tetrahydrofuran; at 90 ℃;
DOI:10.1039/c39820001283
Guidance literature:
With sodium hydrogen telluride; acetic acid; In ethanol; for 2h; Heating;
Guidance literature:
With potassium hydroxide; In methanol; water;
Refernces Edit

Synthesis of functionalized furo[3,2-c]coumarins via a one-pot oxidative pseudo three-component reaction in poly(ethylene glycol)

10.1016/j.tet.2012.05.112

The research focuses on the efficient and straightforward synthesis of functionalized furo[3,2-c]coumarins through a one-pot oxidative pseudo three-component condensation reaction. The reactants involved in this green chemistry approach include aldehydes, 4-hydroxycoumarin, and a mixture of I2 and K2S2O8 in the presence of Na2CO3, which serves as an oxidative reagent. The synthesis takes place in poly(ethylene glycol) (PEG), a non-toxic, recoverable solvent. The synthesized furo[3,2-c]coumarins were characterized using various analytical techniques, including X-ray single crystal structure analysis, IR and 1H-13C NMR spectroscopy, mass spectrometry, and elemental analysis, which confirmed the structure and purity of the compounds. The study also optimized reaction conditions to achieve good yields and explored the reusability of the oxidant and solvent, demonstrating their effectiveness over multiple cycles.

Asymmetric synthesis of warfarin and its analogues on water

10.1016/j.tetasy.2014.04.008

The research focuses on the asymmetric synthesis of warfarin and its analogues using an environmentally friendly organocatalytic approach on water, without the need for organic co-solvents. The main experiment involves the asymmetric Michael addition of 4-hydroxycoumarin to a,b-unsaturated ketones, catalyzed by organic primary amines, with a particular emphasis on the use of enantiomerically pure (S,S)-diphenylethylenediamine. This catalyst was found to be effective in producing a series of pharmaceutically active compounds in good to excellent yields (73–98%) and with good enantioselectivities (up to 76% ee). The reactions were accelerated by ultrasound, and the protocol was scalable, leading to an efficient method for the 'solids on water' formation of the anticoagulant warfarin in both enantiomeric forms. The analyses used to assess the efficiency and selectivity of the reactions included HPLC analysis on a chiral phase to determine enantiomeric excess, as well as various spectroscopic techniques such as IR, NMR, and HRMS to characterize the synthesized compounds.

A convenient approach to the synthesis of dialkyl 5-oxo-1,2-dihydro-5H- chromeno [4,3-b]pyridine-2,3-dicarboxylates

10.1080/00397910801929465

The study presents a convenient approach to the synthesis of dialkyl 5-oxo-1,2-dihydro-5H-chromeno[4,3-b]pyridine-2,3-dicarboxylates, which are compounds considered privileged scaffolds in synthetic and pharmacological research due to their potential pharmacological activities. The researchers focused on the chemical behavior of enaminocarbaldehydes derived from the coumarin moiety under intramolecular Wittig reaction conditions. Key chemicals used in the study include triphenylphosphine, dimethyl or diethyl acetylenedicarboxylates, and various enaminoaldehydes (1a–g), which are readily available by treating 4-hydroxycoumarin with different amines and then formylated under Vilsmeier-Haack reaction conditions. These chemicals served the purpose of facilitating the synthesis of the target compounds in good to high yields, expanding the scope of synthetic methods for creating biologically active ingredients and fluorescent dyes.

Novel benzopyranopyridine derivatives of 2-amino-3-formylchromone

10.2478/s11696-010-0072-0

The research focuses on the synthesis and antibacterial evaluation of novel benzopyranopyridine derivatives derived from 2-amino-3-formylchromone. The study involves the reaction of enol lactones, such as 4-hydroxy-6-methyl-2H-pyran-2-one (triacetic acid lactone, TAL) and 4-hydroxycoumarin, with 2-amino-3-formylchromone under basic conditions to yield 3-acetoacetyl benzopyranopyridones and benzopyranopyridines. Further, a series of pyrazole derivatives were prepared by reacting 3-acetoacetyl benzopyranopyridones with various hydrazines. The synthesized compounds were characterized using spectral data, including infrared (IR) spectroscopy, proton nuclear magnetic resonance (1H NMR) spectroscopy, and mass spectrometry, along with elemental analysis. Their antibacterial activity was assessed against both Gram-positive and Gram-negative bacteria using the disc diffusion method, with chloramphenicol serving as a positive control. The experiments aimed to explore the potential of these condensed heterocyclic systems for exhibiting broad-spectrum biological activities, with a particular focus on antibacterial properties.

Post RFQ for Price