Product Name

  • Name

    SINENSETIN

  • EINECS
  • CAS No. 2306-27-6
  • Article Data25
  • CAS DataBase
  • Density 1.244 g/cm3
  • Solubility Partly soluble in water
  • Melting Point 174-176°C
  • Formula C20H20O7
  • Boiling Point 547.76 °C at 760 mmHg
  • Molecular Weight 372.375
  • Flash Point 240.561 °C
  • Transport Information
  • Appearance pale creamy yellow powder
  • Safety 22-24/25
  • Risk Codes 25
  • Molecular Structure Molecular Structure of 2306-27-6 (SINENSETIN)
  • Hazard Symbols T
  • Synonyms Flavone,3',4',5,6,7-pentamethoxy- (8CI);Sinensetin (7CI);3',4',5,6,7-Pentamethoxyflavone;5,6,7,3',4'-Pentamethoxyflavone;Pedalitinpermethyl ether;Sinensetin;
  • PSA 76.36000
  • LogP 3.50300

Synthetic route

3,4-dimethoxybenzoic acid chloride
3535-37-3

3,4-dimethoxybenzoic acid chloride

Eudesmic acid
118-41-2

Eudesmic acid

sinensetin
2306-27-6

sinensetin

Conditions
ConditionsYield
Stage #1: 3,4-dimethoxybenzoic acid chloride; Eudesmic acid With triethylamine In dichloromethane at 0 - 20℃; for 2h;
Stage #2: With trimethylsilyl trifluoromethanesulfonate; triethylamine In dichloromethane at 95℃; for 2h;		81%
(E)-3-(3,4-dimethoxyphenyl)-1-(6-hydroxy-2,3,4-trimethoxyphenyl)prop-2-en-1-one
114021-62-4

(E)-3-(3,4-dimethoxyphenyl)-1-(6-hydroxy-2,3,4-trimethoxyphenyl)prop-2-en-1-one

sinensetin
2306-27-6

sinensetin

Conditions
ConditionsYield
With pyridine; iodine for 8h; Heating;71%
With selenium(IV) oxide; pentan-1-ol
3,4-dimethoxyphenylpropiolic acid
22511-06-4

3,4-dimethoxyphenylpropiolic acid

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

sinensetin
2306-27-6

sinensetin

Conditions
ConditionsYield
With phosphorus pentaoxide; methanesulfonic acid for 4h; Ambient temperature;26%
jaceosidin
18085-97-7

jaceosidin

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

sinensetin
2306-27-6

sinensetin

Conditions
ConditionsYield
In methanol; dichloromethane for 16h;24%
3,6-dihydroxy-2,4-dimethoxyacetophenone
6962-57-8

3,6-dihydroxy-2,4-dimethoxyacetophenone

3,4-dimethoxybenzoic anhydride
24824-54-2

3,4-dimethoxybenzoic anhydride

sinensetin
2306-27-6

sinensetin

Conditions
ConditionsYield
With sodium 3,4-dimethoxybenzoate at 180℃; unter vermindertem Druck; Erwaermen des Reaktionsprodukts mit aethanol. Kalilauge und Behandeln des danach isolierten Reaktionsprodukts mit Dimethylsulfat, Kaliumcarbonat und Aceton;
3',4',5,6,7-pentahydroxyflavone
18003-33-3

3',4',5,6,7-pentahydroxyflavone

dimethyl sulfate
77-78-1

dimethyl sulfate

sinensetin
2306-27-6

sinensetin

Conditions
ConditionsYield
With potassium carbonate; acetone
With potassium carbonate In acetone for 20h; Heating;70 mg
With potassium carbonate In acetone for 2h; Heating;0.200 g
diazomethane
186581-53-3, 908094-01-9

diazomethane

4'-hydroxy-5,6,7,3'-tetramethoxyflavone
51145-80-3

4'-hydroxy-5,6,7,3'-tetramethoxyflavone

sinensetin
2306-27-6

sinensetin

Conditions
ConditionsYield
In diethyl ether
5,7-dihydroxy-2-(3-hydroxy-4-methoxy-phenyl)-6-methoxy-chromen-4-one
22934-99-2

5,7-dihydroxy-2-(3-hydroxy-4-methoxy-phenyl)-6-methoxy-chromen-4-one

dimethyl sulfate
77-78-1

dimethyl sulfate

sinensetin
2306-27-6

sinensetin

Conditions
ConditionsYield
With potassium carbonate In acetone
3',4',7-trihydroxy-5,6-dimethoxyflavone
88153-47-3

3',4',7-trihydroxy-5,6-dimethoxyflavone

dimethyl sulfate
77-78-1

dimethyl sulfate

sinensetin
2306-27-6

sinensetin

Conditions
ConditionsYield
With potassium carbonate In acetone for 4h;
selenium(IV) oxide
7446-08-4

selenium(IV) oxide

pentan-1-ol
71-41-0

pentan-1-ol

(E)-3-(3,4-dimethoxyphenyl)-1-(6-hydroxy-2,3,4-trimethoxyphenyl)prop-2-en-1-one
114021-62-4

(E)-3-(3,4-dimethoxyphenyl)-1-(6-hydroxy-2,3,4-trimethoxyphenyl)prop-2-en-1-one

sinensetin
2306-27-6

sinensetin

...Expand
2'-hydroxy-3,4,4',6'-tetramethoxychalcone

2'-hydroxy-3,4,4',6'-tetramethoxychalcone

sinensetin
2306-27-6

sinensetin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 65 percent / dimethyl dioxirane / acetone; CH2Cl2 / 1 h / 0 - 20 °C
2: 95 percent / K2CO3 / acetone / 6 h / Heating
3: 71 percent / I2; pyridine / 8 h / Heating
View Scheme
1-(2,4,6-trimethoxyphenyl)-3-(3,4-dimethoxyphenyl)propenone
76650-20-9

1-(2,4,6-trimethoxyphenyl)-3-(3,4-dimethoxyphenyl)propenone

sinensetin
2306-27-6

sinensetin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 90 percent / BBr3 / CH2Cl2 / 0.5 h / 0 °C
2: 65 percent / dimethyl dioxirane / acetone; CH2Cl2 / 1 h / 0 - 20 °C
3: 95 percent / K2CO3 / acetone / 6 h / Heating
4: 71 percent / I2; pyridine / 8 h / Heating
View Scheme
3,4-dimethoxy-benzaldehyde
120-14-9

3,4-dimethoxy-benzaldehyde

sinensetin
2306-27-6

sinensetin

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 99 percent / KOH / ethanol / 3 h / 20 °C
2: 90 percent / BBr3 / CH2Cl2 / 0.5 h / 0 °C
3: 65 percent / dimethyl dioxirane / acetone; CH2Cl2 / 1 h / 0 - 20 °C
4: 95 percent / K2CO3 / acetone / 6 h / Heating
5: 71 percent / I2; pyridine / 8 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: ethanol; aq. NaOH solution
2: selenium dioxide; amyl alcohol
View Scheme
1-(2,4,6-trimethoxyphenyl)ethanone
832-58-6

1-(2,4,6-trimethoxyphenyl)ethanone

sinensetin
2306-27-6

sinensetin

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 99 percent / KOH / ethanol / 3 h / 20 °C
2: 90 percent / BBr3 / CH2Cl2 / 0.5 h / 0 °C
3: 65 percent / dimethyl dioxirane / acetone; CH2Cl2 / 1 h / 0 - 20 °C
4: 95 percent / K2CO3 / acetone / 6 h / Heating
5: 71 percent / I2; pyridine / 8 h / Heating
View Scheme
1-(2,5-dihydroxy-4,6-dimethoxyphenyl)-3-(3,4-dimethoxyphenyl)propenone

1-(2,5-dihydroxy-4,6-dimethoxyphenyl)-3-(3,4-dimethoxyphenyl)propenone

sinensetin
2306-27-6

sinensetin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / K2CO3 / acetone / 6 h / Heating
2: 71 percent / I2; pyridine / 8 h / Heating
View Scheme
6-hydroxy-2,3,4-trimethoxyacetophenone
22248-14-2

6-hydroxy-2,3,4-trimethoxyacetophenone

sinensetin
2306-27-6

sinensetin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: pyridine / 110 °C
2: pyridine; potassium hydroxide / 4 h / 60 °C
3: acetic acid; sulfuric acid / 16 h / Reflux
View Scheme
3,4-dimethoxybenzoic acid chloride
3535-37-3

3,4-dimethoxybenzoic acid chloride

sinensetin
2306-27-6

sinensetin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: pyridine / 110 °C
2: pyridine; potassium hydroxide / 4 h / 60 °C
3: acetic acid; sulfuric acid / 16 h / Reflux
View Scheme
2-Hydroxy-4,5,6,3',4'-pentamethoxydibenzoylmethane

2-Hydroxy-4,5,6,3',4'-pentamethoxydibenzoylmethane

sinensetin
2306-27-6

sinensetin

Conditions
ConditionsYield
With sulfuric acid; acetic acid for 16h; Reflux;
3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

sinensetin
2306-27-6

sinensetin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium acetate / 2 h / 110 °C
2.1: boron trifluoride diethyl etherate; acetic acid / 4 h / 70 °C
3.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C
3.2: 2 h / 95 °C
View Scheme
sinensetin
2306-27-6

sinensetin

5-desmethylsinensetin
21763-80-4

5-desmethylsinensetin

Conditions
ConditionsYield
With hydrogenchloride; ethanol for 72h; Product distribution / selectivity; Heating / reflux;100%
With boron tribromide In dichloromethane at 0℃; for 0.5h;94%
With boron trichloride In tetrahydrofuran at -78℃;61%
With boron trichloride In dichloromethane
sinensetin
2306-27-6

sinensetin

3',4',5,6,7-pentahydroxyflavone
18003-33-3

3',4',5,6,7-pentahydroxyflavone

Conditions
ConditionsYield
With hydrogen iodide; acetic anhydride
sinensetin
2306-27-6

sinensetin

Veratric acid
93-07-2

Veratric acid

Conditions
ConditionsYield
With potassium hydroxide In ethanol for 24h; Heating;3.4 mg
sinensetin
2306-27-6

sinensetin

1-(2,3,4,6-tetramethoxyphenyl)ethanone
7508-05-6

1-(2,3,4,6-tetramethoxyphenyl)ethanone

Conditions
ConditionsYield
(i) aq. KOH, EtOH, (ii) (methylation); Multistep reaction;
sinensetin
2306-27-6

sinensetin

5,8-dihydroxy-6,7-dimethoxy-2-(3,4-dimethoxyphenyl)-4-benzopyrone
683278-67-3

5,8-dihydroxy-6,7-dimethoxy-2-(3,4-dimethoxyphenyl)-4-benzopyrone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 94 percent / BBr3 / CH2Cl2 / 0.5 h / 0 °C
2: 90 percent / dimethyl dioxirane / acetone; CH2Cl2 / 0.33 h / 0 - 20 °C
View Scheme
sinensetin
2306-27-6

sinensetin

nobiletin
478-01-3

nobiletin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 94 percent / BBr3 / CH2Cl2 / 0.5 h / 0 °C
2: 90 percent / dimethyl dioxirane / acetone; CH2Cl2 / 0.33 h / 0 - 20 °C
3: 87 percent / K2CO3 / acetone; CH2Cl2 / 6 h / Heating
View Scheme
sinensetin
2306-27-6

sinensetin

3-hydroxy-5,6,7,8,3′,4′-hexamethoxyflavone
35154-55-3

3-hydroxy-5,6,7,8,3′,4′-hexamethoxyflavone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 94 percent / BBr3 / CH2Cl2 / 0.5 h / 0 °C
2: 90 percent / dimethyl dioxirane / acetone; CH2Cl2 / 0.33 h / 0 - 20 °C
3: 87 percent / K2CO3 / acetone; CH2Cl2 / 6 h / Heating
4: 80 percent / dimethyl dioxirane / acetone; CH2Cl2 / 0.17 h / 0 - 20 °C
View Scheme
sinensetin
2306-27-6

sinensetin

3,3',4',5,6,7,8-heptamethoxyflavone
1178-24-1

3,3',4',5,6,7,8-heptamethoxyflavone

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 94 percent / BBr3 / CH2Cl2 / 0.5 h / 0 °C
2: 90 percent / dimethyl dioxirane / acetone; CH2Cl2 / 0.33 h / 0 - 20 °C
3: 87 percent / K2CO3 / acetone; CH2Cl2 / 6 h / Heating
4: 80 percent / dimethyl dioxirane / acetone; CH2Cl2 / 0.17 h / 0 - 20 °C
5: 97 percent / K2CO3 / acetone / 1 h / Heating
View Scheme
5,6,7,4'-tetramethoxyflavone
1168-42-9

5,6,7,4'-tetramethoxyflavone

sinensetin
2306-27-6

sinensetin

tangeritin
481-53-8

tangeritin

3,5,6,7,3',4'-Hexamethoxyflavon
1251-84-9

3,5,6,7,3',4'-Hexamethoxyflavon

nobiletin
478-01-3

nobiletin

3,3',4',5,6,7,8-heptamethoxyflavone
1178-24-1

3,3',4',5,6,7,8-heptamethoxyflavone

A

gardenin B
2798-20-1

gardenin B

B

5-hydroxy-4',6,7-trimethoxyflavone
19103-54-9

5-hydroxy-4',6,7-trimethoxyflavone

C

5-desmethylsinensetin
21763-80-4

5-desmethylsinensetin

D

artemetin
479-90-3

artemetin

E

5-hydroxy-6,7,8,3',4'-pentamethoxyflavone
2174-59-6

5-hydroxy-6,7,8,3',4'-pentamethoxyflavone

F

5-hydroxy-3,6,7,8,3',4'-hexamethoxyflavone
1176-88-1

5-hydroxy-3,6,7,8,3',4'-hexamethoxyflavone

Conditions
ConditionsYield
With hydrogenchloride; ethanol at 80℃; for 18 - 70h; Product distribution / selectivity; Heating / reflux;
With hydrogenchloride; ethanol; water at 80℃; for 18h; Conversion of starting material; Heating / reflux;
With ethanol; water for 24h; Product distribution / selectivity; Heating / reflux;
...Expand

Sinensetin Specification

The cas register number of Sinensetin is 2306-27-6. It also can be called as 4H-1-Benzopyran-4-one, 2-(3,4-dimethoxyphenyl)-5,6,7-trimethoxy- and the Systematic name about this chemical is 2-(3,4-dimethoxyphenyl)-5,6,7-trimethoxychromen-4-one.

Physical properties about Sinensetin are: (1)ACD/LogP: 3.08; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.08; (4)ACD/LogD (pH 7.4): 3.08; (5)ACD/BCF (pH 5.5): 129.93; (6)ACD/BCF (pH 7.4): 129.93; (7)ACD/KOC (pH 5.5): 1133.97; (8)ACD/KOC (pH 7.4): 1133.97; (9)#H bond acceptors: 7; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 72.45Å2; (13)Index of Refraction: 1.565; (14)Molar Refractivity: 97.59 cm3; (15)Molar Volume: 299.2 cm3; (16)Surface Tension: 43.5 dyne/cm; (17)Density: 1.244 g/cm3; (18)Flash Point: 240.6 °C; (19)Enthalpy of Vaporization: 82.72 kJ/mol; (20)Boiling Point: 547.8 °C at 760 mmHg; (21)Vapour Pressure: 4.73E-12 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
People do not breathe dust and avoid contact with skin and eyes.

People can use the following data to convert to the molecule structure.
1.SMILES: O=C\1c3c(OC)c(OC)c(OC)cc3O/C(=C/1)c2ccc(OC)c(OC)c2
2.InChI: InChI=1/C20H20O7/c1-22-13-7-6-11(8-15(13)23-2)14-9-12(21)18-16(27-14)10-17(24-3)19(25-4)20(18)26-5/h6-10H,1-5H3
3.InChIKey: LKMNXYDUQXAUCZ-UHFFFAOYAJ
4.Std. InChI: InChI=1S/C20H20O7/c1-22-13-7-6-11(8-15(13)23-2)14-9-12(21)18-16(27-14)10-17(24-3)19(25-4)20(18)26-5/h6-10H,1-5H3

Related Products

Hot Products

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View