CAS No.38183-03-8,7,8-DIHYDROXYFLAVONE Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	38183-03-8
Name:	7,8-DIHYDROXYFLAVONE
Article Data:	21

Formula:	C₁₅H₁₀O₄
Molecular Weight:	254.242
Synonyms:	Flavone,7,8-dihydroxy- (6CI);7,8-Dihydroxy-2-phenyl-4H-chromen-4-one;7,8-Dihydroxyflavone;
EINECS:	253-812-4
Density:	1.443 g/cm³
Melting Point:	243-246°C
Boiling Point:	494.4 °C at 760 mmHg
Flash Point:	193.5 °C
Hazard Symbols:	Xn
Risk Codes:	22
Safety:	24/25
PSA:	70.67000
LogP:	2.87120

Synthetic route

: 6665-86-7
7-hydroxyflavone

: 38183-03-8
7,8-dihydroxyflavone

Conditions

Conditions	Yield
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide at 80℃; for 24h;	98%
With dipotassium peroxodisulfate; alkaline solution Erwaermen des Reaktionsprodukts mit wss. Salzsaeure;
Multi-step reaction with 2 steps 1: aluminium chloride / 160 °C 2: aq. NaOH solution; aqueous hydrogen peroxide View Scheme
With cytochromes P450 in human liver microsomes Kinetics; Enzymatic reaction;

: 500866-00-2
C29H22O4

: 38183-03-8
7,8-dihydroxyflavone

Conditions

Conditions	Yield
With palladium on activated charcoal; hydrogen In tetrahydrofuran; methanol at 40℃; under 4560.31 - 6080.41 Torr;	90.5%
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran; methanol at 20℃; for 3h;	83%

: 110865-10-6
C29H18O6

: 38183-03-8
7,8-dihydroxyflavone

Conditions

Conditions	Yield
With sodium methylate In ethanol; dichloromethane	63%
With water; sodium hydroxide In 1,4-dioxane; methanol at 20℃;

: 42345-27-7
8-acetyl-7-hydroxy-2-phenyl-chromen-4-one

: 38183-03-8
7,8-dihydroxyflavone

Conditions

Conditions	Yield
With sodium hydroxide; dihydrogen peroxide

: 856084-77-0
1-(3,4-bis-benzoyloxy-2-hydroxy-phenyl)-3-phenyl-propane-1,3-dione

: 38183-03-8
7,8-dihydroxyflavone

Conditions

Conditions	Yield
With sodium acetate; acetic acid Erwaermen des Reaktionsprodukts mit methanol. Kalilauge;

: 94-02-0
ethyl 3-oxo-3-phenylpropionate

: 87-66-1
2-hydroxyresorcinol

: 38183-03-8
7,8-dihydroxyflavone

Conditions

Conditions	Yield
With diphenylether

: 856084-77-0
1-(3,4-bis-benzoyloxy-2-hydroxy-phenyl)-3-phenyl-propane-1,3-dione

: 127-09-3
sodium acetate

: 64-19-7
acetic acid

: 38183-03-8
7,8-dihydroxyflavone

Conditions

Conditions	Yield
anschliessend Erhitzen mit wss.-methanol. Kalilauge;

...Expand

: 87-66-1
2-hydroxyresorcinol

: 38183-03-8
7,8-dihydroxyflavone

Conditions

Conditions	Yield
With aluminium trichloride; nitrobenzene Behandeln der Reaktionsloesung mit Phenylpropioloylchlorid und Benzol;
Multi-step reaction with 6 steps 1: boron trifluoride diethyl etherate / 50 - 100 °C / Inert atmosphere; Large scale 2: potassium iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene / 6 h / 90 - 110 °C / Inert atmosphere; Large scale 3: hydrogenchloride; acetic acid / water / 3 h / 20 °C 4: potassium hydroxide / water; ethanol / 20 - 30 °C 5: iodine / dimethyl sulfoxide / 7 h / 110 °C / Inert atmosphere 6: palladium on activated charcoal; hydrogen / methanol; tetrahydrofuran / 40 °C / 4560.31 - 6080.41 Torr View Scheme

Yield

With aluminium trichloride; nitrobenzene Behandeln der Reaktionsloesung mit Phenylpropioloylchlorid und Benzol;

Multi-step reaction with 6 steps
1: boron trifluoride diethyl etherate / 50 - 100 °C / Inert atmosphere; Large scale
2: potassium iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene / 6 h / 90 - 110 °C / Inert atmosphere; Large scale
3: hydrogenchloride; acetic acid / water / 3 h / 20 °C
4: potassium hydroxide / water; ethanol / 20 - 30 °C
5: iodine / dimethyl sulfoxide / 7 h / 110 °C / Inert atmosphere
6: palladium on activated charcoal; hydrogen / methanol; tetrahydrofuran / 40 °C / 4560.31 - 6080.41 Torr
View Scheme

: 131944-43-9
1-Phenyl-3-(2,3,4-trihydroxy-phenyl)-propane-1,3-dione

: 38183-03-8
7,8-dihydroxyflavone

Conditions

Conditions	Yield
With sulfuric acid In acetic acid at 95 - 100℃; Yield given;

: 93-97-0
benzoic acid anhydride

2.3.4-trioxy-acetophenone: 2.3.4-trioxy-acetophenone

: 38183-03-8
7,8-dihydroxyflavone

Conditions

Conditions	Yield
With sodium benzoate at 180 - 185℃; Kochen des Reaktionsprodukts mit waessrig-alkoholischer Kalilauge;

Raw Materials

64-19-7

528-21-2

94-02-0

2652-27-9

127-09-3

98-88-4

93-97-0

87-66-1

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Specification

The 4H-1-Benzopyran-4-one,7,8-dihydroxy-2-phenyl-, with CAS registry number 38183-03-8, belongs to the following product categories: (1)Di-substituted Flavones; (2)Biochemistry; (3)Flavonoids. It has the systematic name of 7,8-dihydroxy-2-phenyl-4H-chromen-4-one. Its classification code is Mutation data. When use this chemical, avoid contact with skin and eyes. What's more, its EINECS is 253-812-4.

Physical properties of 4H-1-Benzopyran-4-one,7,8-dihydroxy-2-phenyl-: (1)ACD/LogP: 2.51; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.49; (4)ACD/LogD (pH 7.4): 1.82; (5)ACD/BCF (pH 5.5): 45.16; (6)ACD/BCF (pH 7.4): 9.82; (7)ACD/KOC (pH 5.5): 525.11; (8)ACD/KOC (pH 7.4): 114.21; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 44.76 Å²; (13)Index of Refraction: 1.698; (14)Molar Refractivity: 67.97 cm³; (15)Molar Volume: 176.1 cm³; (16)Polarizability: 26.94×10^-24cm³; (17)Surface Tension: 68.2 dyne/cm; (18)Density: 1.443 g/cm³; (19)Flash Point: 193.5 °C; (20)Enthalpy of Vaporization: 79.07 kJ/mol; (21)Boiling Point: 494.4 °C at 760 mmHg; (22)Vapour Pressure: 2.13E-10 mmHg at 25°C.

Preparation: this chemical can be prepared by C₂₉H₁₈O₆. This reaction will need reagent NaOMe and solvents ethanol, CH₂Cl₂. The yield is about 63%.

Uses of 4H-1-Benzopyran-4-one,7,8-dihydroxy-2-phenyl-: it can be used to produce 7,8-dihydroxy-2-phenyl-chromene-4-thione. This reaction will need reagent Lawesson's reagent and solvent toluene. The reaction time is 30 min with reaction temperature of 40 ℃. The yield is about 77%.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C\1c3c(O/C(=C/1)c2ccccc2)c(O)c(O)cc3
(2)InChI: InChI=1/C15H10O4/c16-11-7-6-10-12(17)8-13(19-15(10)14(11)18)9-4-2-1-3-5-9/h1-8,16,18H
(3)InChIKey: COCYGNDCWFKTMF-UHFFFAOYAA
(4)Std. InChI: InChI=1S/C15H10O4/c16-11-7-6-10-12(17)8-13(19-15(10)14(11)18)9-4-2-1-3-5-9/h1-8,16,18H
(5)Std. InChIKey: COCYGNDCWFKTMF-UHFFFAOYSA-N