7-Hydroxycoumarin

Base Information

• Chemical Name: 7-Hydroxycoumarin
• CAS No.: 93-35-6
• Molecular Formula: C9H6O3
• Molecular Weight: 162.145
• Hs Code.: 29322980
• Mol file: 93-35-6.mol

Synonyms:Coumarin, 7-hydroxy- (7CI,8CI);7-Hydroxy-2-chromenone;7-Hydroxy-2H-1-benzopyran-2-one;7-Hydroxy-2H-chromen-2-one;7-Oxycoumarin;Hydrangin;Hydrangine;NSC 19790;Skimmetin;Skimmetine;Umbelliferon;Umbelliferone;

Chemical Property of 7-Hydroxycoumarin

Chemical Property:

• Appearance/Colour: light brownish powder
• Vapor Pressure: 2.2E-06mmHg at 25°C
• Melting Point: 230 °C (dec.)(lit.)
• Refractive Index: 1.64
• Boiling Point: 382.081 °C at 760 mmHg
• PKA: 7.11(at 25℃)
• Flash Point: 181.176 °C
• PSA: 50.44000
• Density: 1.043 g/cm³
• LogP: 1.49860
• Storage Temp.: -20°C Freezer
• Solubility.: dioxane: soluble
• Water Solubility.: 1 g/100 mL (100 ºC)

Purity/Quality:

98%min ^*data from raw suppliers

7-HydroxyCoumarin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: A metabolite of Coumarin. The aglucon of skimmin. Present in many plants antifungal, phytoalexin In sunscreen lotions and creams; as intracellular and pH sensitive fluorescent indicator and blood-brain barrier probe. 7-Hydroxycoumarin is used as an intracellular pH sensitive fluorescent indicator & bloodbrain barrier probe. It is used as a sunscreen agent, and an optical brightener for textiles. It has also been used as a gain medium for dye lasers.

Technology Process of 7-Hydroxycoumarin

There total 235 articles about 7-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:

Reference yield: 98.0%

7-allyloxycoumarin (31005-03-5) → 7-hydroxy-2H-chromen-2-one (93-35-6)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In methanol; for 1h; Heating;

DOI:10.1016/j.tetlet.2006.05.176

Reference yield: 92.0%

malic acid (617-48-1,78644-42-5) + recorcinol (108-46-3) → 7-hydroxy-2H-chromen-2-one (93-35-6)

Guidance literature:

With sulfuric acid; for 0.0583333h; Microwave irradiation;

DOI:10.1016/j.bmcl.2008.12.098

Reference yield: 92.0%

Propiolic acid (471-25-0) + recorcinol (108-46-3) → 7-hydroxy-2H-chromen-2-one (93-35-6)

Guidance literature:

With ytterbium(III) trifluoromethanesulfonate hydrate; at 80 ℃; for 0.0333333h; Reagent/catalyst; Microwave irradiation;

DOI:10.1016/j.tetlet.2016.05.087

upstream raw materials:

piperidine

malonic acid

2,4-Dihydroxybenzaldehyde

pyridine

Downstream raw materials:

9-phenyl-9,10-dihydro-2H,8H-chromeno[8,7-e][1,3]oxazin-2-one

9-benzyl-9,10-dihydro-8H-chromeno[8,7-e][1,3]oxazin-2-one

7-Hydroxycumarin-Radikal

4-(N,N-dimethylamino)phenol

Refernces

• 1、 Zhang, Chunyan,Lai, Jiasheng,Hu, Juncheng. "Hydrothermal synthesis of Mn-doped CdS hollow sphere nanocomposites as efficient visible-light driven photocatalysts". . p. 15110 - 15117. Retrieved 2015.
• 2、 Chen, Liyan,Lu, Xin,Wu, Di,Xiao, Fengping. "A sensitive and selective fluorescence probe for the detection of superoxide radical anion in vivo based on a protection-deprotection process". . . Retrieved 2021.
• 3、 Mikaberidze et al.. "-". . . Retrieved 1972.
• 4、 Zernia, Sarah,Frank, Ronny,Wei?e, Renato H.-J.,Jahnke, Heinz-Georg,Bellmann-Sickert, Kathrin,Prager, Andrea,Abel, Bernd,Str?ter, Norbert,Robitzki, Andrea,Beck-Sickinger, Annette G.. "Surface-Binding Peptide Facilitates Electricity-Driven NADPH-Free Cytochrome P450 Catalysis". . p. 525 - 530. Retrieved 2018.
• 5、 Casasampere, Mireia,Bielsa, Núria,Riba, Daniel,Bassas, Laura,Xu, Ruijuan,Mao, Cungui,Fabriàs, Gemma,Abad, José-Luis,Delgado, Antonio,Casas, Josefina. "New fluorogenic probes for neutral and alkaline ceramidases". . p. 1174 - 1181. Retrieved 2019.
• 6、 Ryu, Jungho,Kim, Wooyul,Kim, Jaesung,Ju, Jinjung,Kim, Jungwon. "Is surface fluorination of TiO2 effective for water purification? The degradation vs. mineralization of phenolic pollutants". . p. 24 - 30. Retrieved 2017.
• 7、 Sato, Hideaki,Shimizu, Toru,Murakami, Yoshinori,Hatano, Masahiro. "Remarkable Enhancement of 7-Ethoxycoumarin O-Deethylation by Lys250, Arg251 and Lys253 Mutations of Cytochrome P450 1A2". . p. 311 - 314. Retrieved 1994.
• 8、 Kir'yalov,Movchan. "-". . . Retrieved 1968.
• 9、 Akiyama, Ryoko,Kajiwara, Susumu,Shishido, Kazuo. "Catalytic reaction of basidiomycete Lentinula edodes cytochrome P450, Le.CYP1 enzyme produced in yeast". . p. 79 - 84. Retrieved 2004.
• 10、 Xue, Fengtian,Seto, Christopher T.. "Kinetic delay of cyclization/elimination-coupled enzyme assays: Analysis and solution". . p. 1069 - 1071. Retrieved 2011.