4-methoxydibenzo[b,d]furan
4-hydroxydibenzofuran
Conditions | Yield |
---|---|
With boron tribromide In dichloromethane at -78 - 20℃; | 100% |
4-hydroxydibenzofuran
Conditions | Yield |
---|---|
With Oxone; water In acetone at 20℃; for 0.0833333h; | 97% |
4-dibenzofurylboronic acid
dihydrogen peroxide
4-hydroxydibenzofuran
Conditions | Yield |
---|---|
With ammonium bicarbonate In water at 20℃; for 2h; Schlenk technique; | 96% |
4-dibenzofurylboronic acid
4-hydroxydibenzofuran
Conditions | Yield |
---|---|
With dihydrogen peroxide In water at 20℃; for 0.0833333h; | 95% |
With sodium hydroxide; dihydrogen peroxide In tetrahydrofuran at 20℃; for 24h; | 94% |
With copper(II) ferrite; water; sodium hydroxide at 40℃; for 24h; Green chemistry; | 93% |
dibenzofuran
4-hydroxydibenzofuran
Conditions | Yield |
---|---|
Stage #1: dibenzofuran With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In hexanes; diethyl ether for 1h; Heating / reflux; Stage #2: With boric acid tributyl ester In hexanes; diethyl ether at 0 - 20℃; Stage #3: With dihydrogen peroxide In hexanes; diethyl ether; water at 0℃; for 1.5h; Heating / reflux; | 81% |
Stage #1: dibenzofuran With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In diethyl ether; hexane for 1h; Heating; Stage #2: With boric acid tributyl ester In diethyl ether; hexane at 20℃; for 1h; Stage #3: With dihydrogen peroxide In diethyl ether; hexane; water for 1.5h; Heating; | 71% |
Stage #1: dibenzofuran With n-butyllithium In tetrahydrofuran at -78 - 40℃; for 18h; Stage #2: With methylmagnesium bromide In tetrahydrofuran at -5 - 20℃; for 1h; Stage #3: With hydrogenchloride; water; oxygen more than 3 stages; | 47% |
Conditions | Yield |
---|---|
With n-butyllithium; diethyl ether anschl. mit Butylmagnesiumbromid in Aether und mit Sauerstoff; |
2-chloro-dibenzofuran-4-ol
4-hydroxydibenzofuran
Conditions | Yield |
---|---|
With palladium on activated charcoal; Lindlar's catalyst; ethanol |
4-acetoxydibenzofuran
S-benzylcysteine methyl ester
A
4-hydroxydibenzofuran
B
(+)-2-acetamido-3-benzylthiopropanoic acid methyl ester
Conditions | Yield |
---|---|
In dimethyl sulfoxide at 25℃; Rate constant; |
4-acetoxydibenzofuran
S-benzyl-L-cysteine ethyl ester
A
4-hydroxydibenzofuran
B
(R)-2-Acetylamino-3-benzylsulfanyl-propionic acid ethyl ester
Conditions | Yield |
---|---|
In dimethyl sulfoxide at 25℃; Rate constant; |
phenol
A
2-hydroxydibenzofuran
B
4-hydroxydibenzofuran
C
2-Phenoxyphenol
D
2,2'-dihydroxybiphenyl
Conditions | Yield |
---|---|
With oxygen In benzene at 499.84℃; for 0.0125h; Product distribution; Further Variations:; Reagents; Temperatures; slow combustion; |
2-bromoanisole
4-hydroxydibenzofuran
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 78 percent / K2CO3; Cu2O / 2.5 h / Heating 2: 15 percent / Pd(OAc)3 / acetic acid / 7 h / Heating 3: 100 percent / BBr3 / CH2Cl2 / -78 - 20 °C View Scheme |
2-methoxyphenyl phenyl ether
4-hydroxydibenzofuran
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 15 percent / Pd(OAc)3 / acetic acid / 7 h / Heating 2: 100 percent / BBr3 / CH2Cl2 / -78 - 20 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 78 percent / K2CO3; Cu2O / 2.5 h / Heating 2: 15 percent / Pd(OAc)3 / acetic acid / 7 h / Heating 3: 100 percent / BBr3 / CH2Cl2 / -78 - 20 °C View Scheme |
2-chlorodibenzofuran
4-hydroxydibenzofuran
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: butyl lithium; diethyl ether; etheric butyl magnesium bromide solution / anschliessend mit Sauerstoff behandeln 2: palladium/calcium carbonate; ethanol View Scheme |
2-bromodibenzo[b,d]furan
4-hydroxydibenzofuran
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: benzene; butyl lithium; diethyl ether / erneutes Versetzen mit 2-Brom-dibenzofuran- und Behandeln des Reaktionsgemisches mit festem Kohlendioxid und Aether. 2: butyl lithium; diethyl ether / anschliessend mit aether. Butylmagnesiumbromid-Loesung und mit Sauerstoff View Scheme | |
Multi-step reaction with 2 steps 1: benzene; butyl lithium; diethyl ether / erneutes Versetzen mit 2-Brom-dibenzofuran- und Behandeln des Reaktionsgemisches mit festem Kohlendioxid und Aether. 2: butyl lithium; diethyl ether / anschl. mit Butylmagnesiumbromid in Aether und mit Sauerstoff View Scheme |
Conditions | Yield |
---|---|
With hydrogenchloride; n-butyllithium In diethyl ether |
Conditions | Yield |
---|---|
With sulfuric acid for 4h; | 100% |
With sulfuric acid |
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 18h; Heating / reflux; | 100% |
With potassium carbonate In acetone Reflux; | 99% |
With potassium carbonate In acetone for 11h; Heating; | 93% |
4-hydroxydibenzofuran
N,N-diethylcarbamyl chloride
Conditions | Yield |
---|---|
With pyridine at 85℃; for 15h; | 98% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h; | 93% |
Conditions | Yield |
---|---|
With potassium carbonate In 1-methyl-pyrrolidin-2-one for 6h; Inert atmosphere; Reflux; | 93% |
Cyclopentyl bromide
4-hydroxydibenzofuran
4-cyclopentyloxydibenzo[b,d]furan
Conditions | Yield |
---|---|
With sodium hydride | 92% |
With potassium carbonate In N,N-dimethyl-formamide at 50 - 100℃; for 4 - 5h; | 90% |
Stage #1: 4-hydroxydibenzofuran With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 0.5h; Stage #2: Cyclopentyl bromide In N,N-dimethyl-formamide at 80℃; for 3h; |
4-hydroxydibenzofuran
cyclopropylcarbinyl bromide
Conditions | Yield |
---|---|
Stage #1: 4-hydroxydibenzofuran With sodium hydride In DMF (N,N-dimethyl-formamide) at 0℃; for 0.0833333h; Stage #2: cyclopropylcarbinyl bromide In DMF (N,N-dimethyl-formamide) at 0 - 20℃; for 1.16667h; | 90% |
Conditions | Yield |
---|---|
Stage #1: 4-hydroxydibenzofuran With sodium hydride In DMF (N,N-dimethyl-formamide) at 0℃; for 0.0833333h; Stage #2: ethyl iodide In DMF (N,N-dimethyl-formamide) at 0 - 20℃; for 1.16667h; | 82% |
4-hydroxydibenzofuran
methanesulfonyl chloride
dibenzo[b,d]furan-4-yl methanesulfonate
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 0 - 20℃; Inert atmosphere; | 77% |
4-hydroxydibenzofuran
trifluoromethylsulfonic anhydride
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere; | 73% |
Conditions | Yield |
---|---|
Stage #1: 2-methyl-8-quinolinol; aluminum isopropoxide In ethanol for 2h; Reflux; Inert atmosphere; Stage #2: 4-hydroxydibenzofuran In ethanol Reflux; | 62% |
4-hydroxydibenzofuran
Conditions | Yield |
---|---|
With N-Bromosuccinimide In dichloromethane at -12 - 20℃; Inert atmosphere; regioselective reaction; | 62% |
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; | |
With bromine; acetic acid at 0 - 20℃; for 5h; |
4-hydroxydibenzofuran
chloroform
4-hydroxydibenzofuran-3-carboxaldehyde
Conditions | Yield |
---|---|
Stage #1: 4-hydroxydibenzofuran; chloroform With sodium hydroxide In water at 60 - 65℃; Reimer-Tiemann formylation; Stage #2: In water at 90℃; for 0.25h; | 13% |
Conditions | Yield |
---|---|
With sodium hydroxide |
Conditions | Yield |
---|---|
With potassium hydroxide |
Conditions | Yield |
---|---|
With bromine |
n-butyllithium
4-hydroxydibenzofuran
diethyl ether
methylammonium carbonate
benzene
6-hydroxy-dibenzofuran-4-carboxylic acid
4-hydroxydibenzofuran
4-aminodibenzofuran
Conditions | Yield |
---|---|
With ammonium hydroxide; sodium disulfite at 195℃; | |
With ammonium chloride; zinc(II) chloride at 280℃; |
4-hydroxydibenzofuran
dibenzofuran-1,4-dione
Conditions | Yield |
---|---|
With sodium periodate; acetic acid unter Lichtausschluss; |
4-hydroxydibenzofuran
1-chloro-4-hydroxydibenzofuran
Conditions | Yield |
---|---|
With sulfuryl dichloride; chloroform; iodine |
4-hydroxydibenzofuran
1-bromodibenzofuran-4-ol
Conditions | Yield |
---|---|
With bromine; acetic acid | |
Multi-step reaction with 3 steps 1: 1H-imidazole / dichloromethane / 18 h / 20 °C / Inert atmosphere 2: N-Bromosuccinimide / tetrahydrofuran / 17 h / 20 °C / Inert atmosphere 3: cesium fluoride / tetrahydrofuran / 19 h / 20 °C / Inert atmosphere View Scheme |
4-hydroxydibenzofuran
3-chloro-4-hydroxydibenzofuran
Conditions | Yield |
---|---|
With tetrachloromethane; chlorine; iron | |
With chlorine In tetrachloromethane Heating; | 50 mg |
The Dibenzofuran-4-ol, with the CAS registry number 19261-06-4, is also known as 4-Dibenzofuranol. This chemical's molecular formula is C12H8O2 and molecular weight is 184.19. What's more, its systematic name is dibenzo[b,d]furan-4-ol.
Physical properties of Dibenzofuran-4-ol are: (1)ACD/LogP: 3.38; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.38; (4)ACD/LogD (pH 7.4): 3.37; (5)ACD/BCF (pH 5.5): 219.49; (6)ACD/BCF (pH 7.4): 212.58; (7)ACD/KOC (pH 5.5): 1650.21; (8)ACD/KOC (pH 7.4): 1598.24; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 22.37 Å2; (13)Index of Refraction: 1.741; (14)Molar Refractivity: 56.11 cm3; (15)Molar Volume: 138.8 cm3; (16)Polarizability: 22.24×10-24cm3; (17)Surface Tension: 58.3 dyne/cm; (18)Density: 1.326 g/cm3; (19)Flash Point: 170.7 °C; (20)Enthalpy of Vaporization: 62.8 kJ/mol; (21)Boiling Point: 358.7 °C at 760 mmHg; (22)Vapour Pressure: 1.21E-05 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC=C2C(=C1)C3=C(O2)C(=CC=C3)O
(2)InChI: InChI=1S/C12H8O2/c13-10-6-3-5-9-8-4-1-2-7-11(8)14-12(9)10/h1-7,13H
(3)InChIKey: ZYGJIKIEQYYOKG-UHFFFAOYSA-N
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