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CAS No.: | 75187-63-2 |
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Name: | 7,8-DIHYDROXY-3-(4-HYDROXY-PHENYL)-CHROMEN-4-ONE |
Article Data: | 11 |
Molecular Structure: | |
Formula: | C15H10 O5 |
Molecular Weight: | 270.241 |
Synonyms: | 4',7,8-Trihydroxyisoflavone;7,8,4'-Trihydroxyisoflavone; 8-Hydroxydaidzein; NSC 678112 |
Density: | 1.548 g/cm3 |
Boiling Point: | 558.2 °C at 760 mmHg |
Flash Point: | 218.1 °C |
Hazard Symbols: | T |
Risk Codes: | 25 |
Safety: | 45 |
PSA: | 90.90000 |
LogP: | 2.57680 |
7‐hydroxy‐8,4′‐dimethoxyisoflavone
8-hydroxydaidzein
Conditions | Yield |
---|---|
With aluminum (III) chloride; dimethylsulfide In dichloromethane at 5 - 20℃; for 4h; | 93% |
4′,7,8-trimethoxyisoflavone
8-hydroxydaidzein
Conditions | Yield |
---|---|
With aluminum (III) chloride; dimethylsulfide In dichloromethane at 5 - 20℃; for 6h; | 95% |
2-(4-hydroxyphenyl)-1-(2,3,4-trihydroxyphenyl)ethanone
N,N-dimethyl-formamide
8-hydroxydaidzein
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate; methanesulfonyl chloride at 80℃; for 3h; | 70% |
Stage #1: 2-(4-hydroxyphenyl)-1-(2,3,4-trihydroxyphenyl)ethanone With boron trifluoride diethyl etherate In N,N-dimethyl-formamide at 50 - 60℃; Cooling with ice; Stage #2: N,N-dimethyl-formamide With methanesulfonyl chloride at 50 - 70℃; | 65% |
Stage #1: 2-(4-hydroxyphenyl)-1-(2,3,4-trihydroxyphenyl)ethanone; N,N-dimethyl-formamide at 50℃; for 0.166667h; Stage #2: With methanesulfonyl chloride In N,N-dimethyl-formamide at 80℃; for 0.5h; | 57% |
2-(4-hydroxyphenyl)-1-(2,3,4-trihydroxyphenyl)ethanone
8-hydroxydaidzein
Conditions | Yield |
---|---|
With methanesulfonyl chloride In N,N-dimethyl-formamide at 60 - 70℃; for 1h; | 83% |
4-hydroxyphenylacetate
8-hydroxydaidzein
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 89 percent / BF3*Et2O / 3 h / 80 - 85 °C 2: 70 percent / BF3*Et2O; CH3SO2Cl / 3 h / 80 °C View Scheme | |
Multi-step reaction with 2 steps 1: boron trifluoride diethyl etherate / 3 h / 80 °C / Inert atmosphere 2: methanesulfonyl chloride / 10 - 55 °C View Scheme | |
Multi-step reaction with 2 steps 1: boron trifluoride diethyl etherate / 2 h / 80 - 90 °C 2: boron trifluoride diethyl etherate; trichlorophosphate / 2 h / 50 - 60 °C View Scheme |
2-hydroxyresorcinol
8-hydroxydaidzein
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 89 percent / BF3*Et2O / 3 h / 80 - 85 °C 2: 70 percent / BF3*Et2O; CH3SO2Cl / 3 h / 80 °C View Scheme | |
Multi-step reaction with 3 steps 1: hydrogenchloride; zinc(II) chloride / diethyl ether / 0 - 20 °C 2: hydrogenchloride; water / Reflux 3: boron trifluoride diethyl etherate; methanesulfonyl chloride / 2 h / 50 - 100 °C View Scheme | |
Multi-step reaction with 2 steps 1: boron trifluoride diethyl etherate / 2 h / 80 - 90 °C 2: boron trifluoride diethyl etherate; trichlorophosphate / 2 h / 50 - 60 °C View Scheme |
7-Hydroxy-3-(4-methoxy-phenyl)-chromen-4-on
8-hydroxydaidzein
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: N-Bromosuccinimide / N,N-dimethyl-formamide / 4 h / 0 °C 2: copper(I) bromide / N,N-dimethyl-formamide; methanol / 4.5 h / 20 - 120 °C / Darkness 3: aluminum (III) chloride; dimethylsulfide / dichloromethane / 4 h / 5 - 20 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: potassium carbonate / acetone / 12 h / 60 °C 2.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 2.5 h / 0 °C 3.1: copper(I) bromide / N,N-dimethyl-formamide; methanol / 1 h 3.2: 2 h / 120 °C 4.1: aluminum (III) chloride; dimethylsulfide / dichloromethane / 6 h / 5 - 20 °C View Scheme |
4-hydroxyphenylacetate
8-hydroxydaidzein
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 92 percent / BF3*Et2O / 1 h / 60 - 70 °C 2: 83 percent / methanesulphonyl chloride / dimethylformamide / 1 h / 60 - 70 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 92 percent / BF3*Et2O / 1 h / 60 - 70 °C 2: 83 percent / methanesulphonyl chloride / dimethylformamide / 1 h / 60 - 70 °C View Scheme |
4-cyanomethylphenol
8-hydroxydaidzein
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: hydrogenchloride; zinc(II) chloride / diethyl ether / 0 - 20 °C 2: hydrogenchloride; water / Reflux 3: boron trifluoride diethyl etherate; methanesulfonyl chloride / 2 h / 50 - 100 °C View Scheme |
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Molecular Structure of 7,8-Dihydroxy-3-(4-hydroxyphenyl)chromen-4-one (CAS No.75187-63-2):
Molecular Formula: C15H10O5
Molecular Weight: 270.2369
CAS No: 75187-63-2
H bond acceptors: 5
H bond donors: 3
Freely Rotating Bonds: 4
Polar Surface Area: 53.99 Å2
Index of Refraction: 1.732
Molar Refractivity: 69.85 cm3
Molar Volume: 174.5 cm3
Surface Tension: 79.5 dyne/cm
Density: 1.548 g/cm3
Flash Point: 218.1 °C
Enthalpy of Vaporization: 87.15 kJ/mol
Boiling Point: 558.2 °C at 760 mmHg
Vapour Pressure: 4.58E-13 mmHg at 25°C
InChI: InChI=1/C15H10O5/c16-9-3-1-8(2-4-9)11-7-20-15-10(13(11)18)5-6-12(17)14(15)19/h1-7,16-17,19H
InChIKey: BMZFZTMWBCFKSS-UHFFFAOYAI
Std. InChI: InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)11-7-20-15-10(13(11)18)5-6-12(17)14(15)19/h1-7,16-17,19H
Std. InChIKey: BMZFZTMWBCFKSS-UHFFFAOYSA-N
IUPAC Name: 7,8-Dihydroxy-3-(4-hydroxyphenyl)chromen-4-one
7,8-Dihydroxy-3-(4-hydroxyphenyl)chromen-4-one (CAS No.75187-63-2), its synonyms are 7,8,4'-Trihydroxyisoflavone ; 4H-1-benzopyran-4-one, 7,8-dihydroxy-3-(4-hydroxyphenyl)- .