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4H-1-Benzopyran-4-one,7,8-dihydroxy-2-phenyl-

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Name

4H-1-Benzopyran-4-one,7,8-dihydroxy-2-phenyl-

EINECS 253-812-4
CAS No. 38183-03-8 Density 1.443 g/cm3
PSA 70.67000 LogP 2.87120
Solubility N/A Melting Point 243-246°C
Formula C15H10O4 Boiling Point 494.4 °C at 760 mmHg
Molecular Weight 254.242 Flash Point 193.5 °C
Transport Information N/A Appearance N/A
Safety 24/25 Risk Codes 22
Molecular Structure Molecular Structure of 38183-03-8 (7,8-DIHYDROXYFLAVONE) Hazard Symbols Xn
Synonyms

Flavone,7,8-dihydroxy- (6CI);7,8-Dihydroxy-2-phenyl-4H-chromen-4-one;7,8-Dihydroxyflavone;

Article Data 21

4H-1-Benzopyran-4-one,7,8-dihydroxy-2-phenyl- Synthetic route

6665-86-7

7-hydroxyflavone

38183-03-8

7,8-dihydroxyflavone

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With sodium methylate In ethanol; dichloromethane63%
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
anschliessend Erhitzen mit wss.-methanol. Kalilauge;
87-66-1

2-hydroxyresorcinol

38183-03-8

7,8-dihydroxyflavone

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

4H-1-Benzopyran-4-one,7,8-dihydroxy-2-phenyl- 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

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