• Name

  7,8-DIHYDROXY-3-(4-HYDROXY-PHENYL)-CHROMEN-4-ONE

• EINECS
• CAS No. 75187-63-2
• Article Data11
• CAS DataBase
• Density 1.548 g/cm³
• Solubility
• Melting Point
• Formula C15H10 O5
• Boiling Point 558.2 °C at 760 mmHg
• Molecular Weight 270.241
• Flash Point 218.1 °C
• Transport Information
• Appearance
• Safety 45
• Risk Codes 25
• Molecular Structure
• Hazard Symbols T
• Synonyms 4',7,8-Trihydroxyisoflavone;7,8,4'-Trihydroxyisoflavone; 8-Hydroxydaidzein; NSC 678112
• PSA 90.90000
• LogP 2.57680

Synthetic route

37816-20-9

7‐hydroxy‐8,4′‐dimethoxyisoflavone

75187-63-2

8-hydroxydaidzein

Conditions

Conditions	Yield
With aluminum (III) chloride; dimethylsulfide In dichloromethane at 5 - 20℃; for 4h;	93%

37816-21-0

4′,7,8-trimethoxyisoflavone

75187-63-2

8-hydroxydaidzein

Conditions

Conditions	Yield
With aluminum (III) chloride; dimethylsulfide In dichloromethane at 5 - 20℃; for 6h;	95%

77316-95-1

2-(4-hydroxyphenyl)-1-(2,3,4-trihydroxyphenyl)ethanone

68-12-2, 33513-42-7

N,N-dimethyl-formamide

75187-63-2

8-hydroxydaidzein

Conditions

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%

77316-95-1

2-(4-hydroxyphenyl)-1-(2,3,4-trihydroxyphenyl)ethanone

75187-63-2

8-hydroxydaidzein

Conditions

Conditions	Yield
With methanesulfonyl chloride In N,N-dimethyl-formamide at 60 - 70℃; for 1h;	83%

156-38-7

4-hydroxyphenylacetate

75187-63-2

8-hydroxydaidzein

Conditions

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

87-66-1

2-hydroxyresorcinol

75187-63-2

8-hydroxydaidzein

Conditions

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

485-72-3

7-Hydroxy-3-(4-methoxy-phenyl)-chromen-4-on

75187-63-2

8-hydroxydaidzein

Conditions

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

156-38-7

4-hydroxyphenylacetate

phloroglucinol derivative

phloroglucinol derivative

75187-63-2

8-hydroxydaidzein

Conditions

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

87-66-1

2-hydroxyresorcinol

(+-)-benzoin (1 mol)

(+-)-benzoin (1 mol)

75187-63-2

8-hydroxydaidzein

Conditions

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

14191-95-8

4-cyanomethylphenol

75187-63-2

8-hydroxydaidzein

Conditions

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

8-bromo-7-hydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one

75187-63-2

8-hydroxydaidzein

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: copper(I) bromide / N,N-dimethyl-formamide; methanol / 4.5 h / 20 - 120 °C / Darkness 2: aluminum (III) chloride; dimethylsulfide / dichloromethane / 4 h / 5 - 20 °C View Scheme

486-66-8

daidzein

75187-63-2

8-hydroxydaidzein

Conditions

Conditions	Yield
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

1157-39-7

7-methoxy-3-(4-methoxyphenyl)-4H-chromen-4-one

75187-63-2

8-hydroxydaidzein

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 2.5 h / 0 °C 2.1: copper(I) bromide / N,N-dimethyl-formamide; methanol / 1 h 2.2: 2 h / 120 °C 3.1: aluminum (III) chloride; dimethylsulfide / dichloromethane / 6 h / 5 - 20 °C View Scheme

7,8-Dihydroxy-3-(4-hydroxyphenyl)chromen-4-one Chemical Properties

7,8-Dihydroxy-3-(4-hydroxyphenyl)chromen-4-one Specification