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1,2,6,7-Tetrahydro-8H-indeno[5,4-b]furan-8-one

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Name

1,2,6,7-Tetrahydro-8H-indeno[5,4-b]furan-8-one

EINECS 1308068-626-2
CAS No. 196597-78-1 Density 1.289 g/cm3
PSA 26.30000 LogP 1.75040
Solubility N/A Melting Point 149-151 °C
Formula C11H10O2 Boiling Point 334.156 °C at 760 mmHg
Molecular Weight 174.199 Flash Point 165.595 °C
Transport Information N/A Appearance White solid
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 196597-78-1 (1,2,6,7-Tetrahydro-8H-indeno[5,4-b]furan-8-one) Hazard Symbols N/A
Synonyms

6,7-Dihydro-1H-indeno[5,4-b]furan-8(2H)-one;

Article Data 20

1,2,6,7-Tetrahydro-8H-indeno[5,4-b]furan-8-one Synthetic route

1205098-83-4

1-(2,3-dihydrobenzofuran-4-yl)-2-propen-1-one

196597-78-1

1,2,6,7-tetrahydro-8H-indeno[5,4-b]-furan-8-one

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) In 1,2-dichloro-ethane at 10 - 20℃; for 16h; Solvent; Reagent/catalyst;96.3%
With sulfuric acid In pentane at 67℃; Product distribution / selectivity; Inert atmosphere;
With sulfuric acid In water; pentane at 67℃; for 0.5h; Inert atmosphere;
196597-77-0

4,5-dibromo-1,2,6,7-tetrahydro-8H-indeno[5,4-b]furan-8-one

196597-78-1

1,2,6,7-tetrahydro-8H-indeno[5,4-b]-furan-8-one

Conditions
ConditionsYield
With hydrogen; acetic acid; 10percent Pd/C/H2O at 20℃; for 1h;89%
With hydrogen; sodium acetate; 5% palladium over charcoal In water; acetic acid at 20℃;89%
With hydrogen; sodium acetate; palladium 10% on activated carbon In methanol at 40℃; under 2175.22 - 3675.37 Torr; for 8h;88.6%
196597-77-0

4,5-dibromo-1,2,6,7-tetrahydro-8H-indeno[5,4-b]furan-8-one

A

1092507-06-6

C11H12O

B

1092507-07-7

2,6,7,8-tetrahydro-1H-indeno[5,4-b]furan-8-ol

C

196597-78-1

1,2,6,7-tetrahydro-8H-indeno[5,4-b]-furan-8-one

Conditions
ConditionsYield
With hydrogen; sodium acetate; acetic acid; palladium 10% on activated carbon under 1471.14 - 2206.72 Torr;A n/a
B n/a
C 85%
15480-25-8

6,7-dihydro-8H-indeno-[5,4-b]furan-8-one

196597-78-1

1,2,6,7-tetrahydro-8H-indeno[5,4-b]-furan-8-one

Conditions
ConditionsYield
With hydrogen; 5% Pd(II)/C(eggshell); triethylamine In tetrahydrofuran; ethanol at 35℃; under 4500.45 - 5250.53 Torr; for 24h;62%
1198465-69-8

4-tert-butyl-1,2,6,7-tetrahydro-8H-indeno[5,4-b]furan-8-one

196597-78-1

1,2,6,7-tetrahydro-8H-indeno[5,4-b]-furan-8-one

Conditions
ConditionsYield
With hydrogenchloride; aluminum (III) chloride In benzene20%
496-16-2

2,3-Dihydrobenzofuran

196597-78-1

1,2,6,7-tetrahydro-8H-indeno[5,4-b]-furan-8-one

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: 92 percent / TiCl4 / CH2Cl2 / 1 h
2.1: NaH / tetrahydrofuran / 0.33 h / 20 °C
2.2: 88 percent / tetrahydrofuran / 1 h / 20 °C
3.1: 99 percent / H2 / 10percent Pd/C/H2O / ethanol / 2 h / 20 °C
4.1: 97 percent / NaOAc; AcOH; Br2 / 1 h / 20 °C
5.1: 53 percent / AcOH; Fe; Br2 / 5 h / 50 °C
6.1: 93 percent / aq. KOH / ethanol / 1 h / 90 °C
7.1: SOCl2 / 75 °C
8.1: AlCl3 / 1,2-dichloro-ethane / 20 °C
9.1: 89 percent / AcOH; H2 / 10percent Pd/C/H2O / 1 h / 20 °C
View Scheme
Multi-step reaction with 9 steps
1.1: 86 percent / POCl3 / 12 h / 80 - 85 °C
2.1: NaH / tetrahydrofuran / 0.33 h / 20 °C
2.2: 88 percent / tetrahydrofuran / 1 h / 20 °C
3.1: 99 percent / H2 / 10percent Pd/C/H2O / ethanol / 2 h / 20 °C
4.1: 97 percent / NaOAc; AcOH; Br2 / 1 h / 20 °C
5.1: 53 percent / AcOH; Fe; Br2 / 5 h / 50 °C
6.1: 93 percent / aq. KOH / ethanol / 1 h / 90 °C
7.1: SOCl2 / 75 °C
8.1: AlCl3 / 1,2-dichloro-ethane / 20 °C
9.1: 89 percent / AcOH; H2 / 10percent Pd/C/H2O / 1 h / 20 °C
View Scheme
Multi-step reaction with 6 steps
1.1: trichlorophosphate / 5.17 h / 30 - 98 °C
2.1: sodium methylate / toluene / 0.25 h / 0 - 30 °C
3.1: hydrogen / nickel / methanol / 4 h / 50 °C
4.1: bromine; sodium acetate; acetic acid / 14 h / 20 - 28 °C
5.1: thionyl chloride / N,N-dimethyl-formamide / 1,2-dichloro-benzene / 2 h / 28 - 60 °C
5.2: 1 h / -5 - 5 °C
6.1: hydrogen; sodium acetate / raney chloride / methanol / 50 °C
View Scheme
55745-70-5

2,3-dihydro-benzofuran-5-carbaldehyde

196597-78-1

1,2,6,7-tetrahydro-8H-indeno[5,4-b]-furan-8-one

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: NaH / tetrahydrofuran / 0.33 h / 20 °C
1.2: 88 percent / tetrahydrofuran / 1 h / 20 °C
2.1: 99 percent / H2 / 10percent Pd/C/H2O / ethanol / 2 h / 20 °C
3.1: 97 percent / NaOAc; AcOH; Br2 / 1 h / 20 °C
4.1: 53 percent / AcOH; Fe; Br2 / 5 h / 50 °C
5.1: 93 percent / aq. KOH / ethanol / 1 h / 90 °C
6.1: SOCl2 / 75 °C
7.1: AlCl3 / 1,2-dichloro-ethane / 20 °C
8.1: 89 percent / AcOH; H2 / 10percent Pd/C/H2O / 1 h / 20 °C
View Scheme
Multi-step reaction with 5 steps
1.1: sodium methylate / toluene / 0.25 h / 0 - 30 °C
2.1: hydrogen / nickel / methanol / 4 h / 50 °C
3.1: bromine; sodium acetate; acetic acid / 14 h / 20 - 28 °C
4.1: thionyl chloride / N,N-dimethyl-formamide / 1,2-dichloro-benzene / 2 h / 28 - 60 °C
4.2: 1 h / -5 - 5 °C
5.1: hydrogen; sodium acetate / raney chloride / methanol / 50 °C
View Scheme
Multi-step reaction with 6 steps
1.1: piperidine; pyridine / 6 h / 120 °C
2.1: thionyl chloride / 0.67 h / 26 - 73 °C / Heating / reflux
3.1: hydrogen / nickel / methanol / 4 h / 50 °C
4.1: bromine; sodium acetate; acetic acid / 14 h / 20 - 28 °C
5.1: thionyl chloride / N,N-dimethyl-formamide / 1,2-dichloro-benzene / 2 h / 28 - 60 °C
5.2: 1 h / -5 - 5 °C
6.1: hydrogen; sodium acetate / raney chloride / methanol / 50 °C
View Scheme
Multi-step reaction with 5 steps
1.1: piperidine; pyridine; acetic acid / 4 - 5 h / 100 °C
1.2: 2 - 3 h / 20 °C
2.1: sodium hydroxide; hydrogen; ammonium formate / palladium 10% on activated carbon / water / 5 - 6 h / 20 °C
3.1: bromine; sodium acetate; acetic acid / 2 - 3 h / 0 - 45 °C
4.1: thionyl chloride / N,N-dimethyl-formamide / 1 - 2 h / 20 °C
4.2: 1 - 2 h / 0 - 5 °C
5.1: hydrogen; sodium acetate; acetic acid / palladium 10% on activated carbon / 1471.14 - 2206.72 Torr
View Scheme
Multi-step reaction with 6 steps
1: sodium t-butanolate / toluene / 1 h
2: acetic acid; hydrogen; 5%-palladium/activated carbon / 1 h / 50 °C / 1470.15 - 2205.22 Torr
3: acetic acid; sodium acetate; bromine / 6 h / 20 °C / Cooling
4: thionyl chloride / 1,2-dichloro-benzene; N,N-dimethyl-formamide / 42 °C
5: aluminum (III) chloride / 0.5 h / Cooling with ice
6: hydrogen; sodium acetate; palladium 10% on activated carbon / methanol / 2 h / 40 °C / 2205.22 - 3675.37 Torr
View Scheme
196597-65-6

ethyl (E)-3-(2,3-dihydrobenzofuran-5-yl)-2-propenoate

196597-78-1

1,2,6,7-tetrahydro-8H-indeno[5,4-b]-furan-8-one

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 99 percent / H2 / 10percent Pd/C/H2O / ethanol / 2 h / 20 °C
2: 97 percent / NaOAc; AcOH; Br2 / 1 h / 20 °C
3: 53 percent / AcOH; Fe; Br2 / 5 h / 50 °C
4: 93 percent / aq. KOH / ethanol / 1 h / 90 °C
5: SOCl2 / 75 °C
6: AlCl3 / 1,2-dichloro-ethane / 20 °C
7: 89 percent / AcOH; H2 / 10percent Pd/C/H2O / 1 h / 20 °C
View Scheme
Multi-step reaction with 5 steps
1: acetic acid; hydrogen; 5%-palladium/activated carbon / 1 h / 50 °C / 1470.15 - 2205.22 Torr
2: acetic acid; sodium acetate; bromine / 6 h / 20 °C / Cooling
3: thionyl chloride / 1,2-dichloro-benzene; N,N-dimethyl-formamide / 42 °C
4: aluminum (III) chloride / 0.5 h / Cooling with ice
5: hydrogen; sodium acetate; palladium 10% on activated carbon / methanol / 2 h / 40 °C / 2205.22 - 3675.37 Torr
View Scheme
196597-66-7

ethyl 3-(2,3-dihydro-1-benzofuran-5-yl)propanoate

196597-78-1

1,2,6,7-tetrahydro-8H-indeno[5,4-b]-furan-8-one

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 97 percent / NaOAc; AcOH; Br2 / 1 h / 20 °C
2: 53 percent / AcOH; Fe; Br2 / 5 h / 50 °C
3: 93 percent / aq. KOH / ethanol / 1 h / 90 °C
4: SOCl2 / 75 °C
5: AlCl3 / 1,2-dichloro-ethane / 20 °C
6: 89 percent / AcOH; H2 / 10percent Pd/C/H2O / 1 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: bromine; sodium acetate; acetic acid / 14 h / 20 - 28 °C
2.1: thionyl chloride / N,N-dimethyl-formamide / 1,2-dichloro-benzene / 2 h / 28 - 60 °C
2.2: 1 h / -5 - 5 °C
3.1: hydrogen; sodium acetate / raney chloride / methanol / 50 °C
View Scheme
Multi-step reaction with 4 steps
1: acetic acid; sodium acetate; bromine / 6 h / 20 °C / Cooling
2: thionyl chloride / 1,2-dichloro-benzene; N,N-dimethyl-formamide / 42 °C
3: aluminum (III) chloride / 0.5 h / Cooling with ice
4: hydrogen; sodium acetate; palladium 10% on activated carbon / methanol / 2 h / 40 °C / 2205.22 - 3675.37 Torr
View Scheme
196597-67-8

ethyl 3-(7-bromo-2,3-dihydro-1-benzofuran-5-yl)propanoate

196597-78-1

1,2,6,7-tetrahydro-8H-indeno[5,4-b]-furan-8-one

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 53 percent / AcOH; Fe; Br2 / 5 h / 50 °C
2: 93 percent / aq. KOH / ethanol / 1 h / 90 °C
3: SOCl2 / 75 °C
4: AlCl3 / 1,2-dichloro-ethane / 20 °C
5: 89 percent / AcOH; H2 / 10percent Pd/C/H2O / 1 h / 20 °C
View Scheme

1,2,6,7-Tetrahydro-8H-indeno[5,4-b]furan-8-one Chemical Properties

The Molecular Structure of  1,2,6,7-Tetrahydro-8H-indeno[5,4-b]furan-8-one (CAS NO.196597-78-1):

Empirical Formula: C11H10O2
Molecular Weight: 174.1959
Nominal Mass: 174 Da
Average Mass: 174.1959 Da
Monoisotopic Mass: 174.06808 Da 
Index of Refraction: 1.624
Molar Refractivity: 47.726 cm3
Molar Volume: 135.156 cm3
Surface Tension: 53.251 dyne/cm
Density: 1.289 g/cm3
Flash Point: 165.595 °C
Enthalpy of Vaporization: 57.709 kJ/mol
Boiling Point: 334.156 °C at 760 mmHg
Vapour Pressure: 0 mmHg at 25°C 
Product Categories: Aromatics Compounds;Aromatics;Heterocycles
Appearance: White Solid

1,2,6,7-Tetrahydro-8H-indeno[5,4-b]furan-8-one Uses

  1,2,6,7-Tetrahydro-8H-indeno[5,4-b]furan-8-one (CAS NO.196597-78-1) can be used as receptor agonist and a therapeutic agent for sleep disorders.

1,2,6,7-Tetrahydro-8H-indeno[5,4-b]furan-8-one Specification

 1,2,6,7-Tetrahydro-8H-indeno[5,4-b]furan-8-one (CAS NO.196597-78-1) is also called as 1,2,6,7-Tetrahydro-8H-indeno[5,4-β]furan-8-one .

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