Product Name

  • Name

    Dibenzofuran-4-ol

  • EINECS
  • CAS No. 19261-06-4
  • Article Data31
  • CAS DataBase
  • Density 1.326 g/cm3
  • Solubility
  • Melting Point 125℃
  • Formula C12H8O2
  • Boiling Point 358.7 °C at 760 mmHg
  • Molecular Weight 184.194
  • Flash Point 170.7 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 19261-06-4 (Dibenzofuran-4-ol)
  • Hazard Symbols
  • Synonyms 4-Dibenzofuranol;Dibenzo[b,d]furan-4-ol;
  • PSA 33.37000
  • LogP 3.29160

Synthetic route

4-methoxydibenzo[b,d]furan
41799-27-3

4-methoxydibenzo[b,d]furan

4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

Conditions
ConditionsYield
With boron tribromide In dichloromethane at -78 - 20℃;100%
potassium (dibenzo[b,d]furan-4-yl)trifluoroborate

potassium (dibenzo[b,d]furan-4-yl)trifluoroborate

4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

Conditions
ConditionsYield
With Oxone; water In acetone at 20℃; for 0.0833333h;97%
4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

Conditions
ConditionsYield
With ammonium bicarbonate In water at 20℃; for 2h; Schlenk technique;96%
4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

Conditions
ConditionsYield
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
132-64-9

dibenzofuran

4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

Conditions
ConditionsYield
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%
dibenzofuran
132-64-9

dibenzofuran

A

4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

B

4,4'-bidibenzo[b,d]furan
86532-14-1

4,4'-bidibenzo[b,d]furan

Conditions
ConditionsYield
With n-butyllithium; diethyl ether anschl. mit Butylmagnesiumbromid in Aether und mit Sauerstoff;
2-chloro-dibenzofuran-4-ol
668454-81-7

2-chloro-dibenzofuran-4-ol

4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

Conditions
ConditionsYield
With palladium on activated charcoal; Lindlar's catalyst; ethanol
4-acetoxydibenzofuran
101762-27-0

4-acetoxydibenzofuran

S-benzylcysteine methyl ester
22728-88-7

S-benzylcysteine methyl ester

A

4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

B

(+)-2-acetamido-3-benzylthiopropanoic acid methyl ester
77549-14-5

(+)-2-acetamido-3-benzylthiopropanoic acid methyl ester

Conditions
ConditionsYield
In dimethyl sulfoxide at 25℃; Rate constant;
4-acetoxydibenzofuran
101762-27-0

4-acetoxydibenzofuran

S-benzyl-L-cysteine ethyl ester
953-18-4

S-benzyl-L-cysteine ethyl ester

A

4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

B

(R)-2-Acetylamino-3-benzylsulfanyl-propionic acid ethyl ester
26723-10-4

(R)-2-Acetylamino-3-benzylsulfanyl-propionic acid ethyl ester

Conditions
ConditionsYield
In dimethyl sulfoxide at 25℃; Rate constant;
phenol
108-95-2

phenol

A

2-hydroxydibenzofuran
86-77-1

2-hydroxydibenzofuran

B

4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

C

2-Phenoxyphenol
2417-10-9

2-Phenoxyphenol

D

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

Conditions
ConditionsYield
With oxygen In benzene at 499.84℃; for 0.0125h; Product distribution; Further Variations:; Reagents; Temperatures; slow combustion;
2-bromoanisole
578-57-4

2-bromoanisole

4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

Conditions
ConditionsYield
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
1695-04-1

2-methoxyphenyl phenyl ether

4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

Conditions
ConditionsYield
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
phenol
108-95-2

phenol

cyclic dichloride of/the/ benzoic acid sulfinic acid-(2)

cyclic dichloride of/the/ benzoic acid sulfinic acid-(2)

4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

Conditions
ConditionsYield
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
51230-49-0

2-chlorodibenzofuran

4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

Conditions
ConditionsYield
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
86-76-0

2-bromodibenzo[b,d]furan

4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

Conditions
ConditionsYield
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
n-butyl magnesium bromide
693-03-8

n-butyl magnesium bromide

dibenzofuran
132-64-9

dibenzofuran

4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

Conditions
ConditionsYield
With hydrogenchloride; n-butyllithium In diethyl ether
4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

acetic anhydride
108-24-7

acetic anhydride

4-acetoxydibenzofuran
101762-27-0

4-acetoxydibenzofuran

Conditions
ConditionsYield
With sulfuric acid for 4h;100%
With sulfuric acid
4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

methyl iodide
74-88-4

methyl iodide

4-methoxydibenzo[b,d]furan
41799-27-3

4-methoxydibenzo[b,d]furan

Conditions
ConditionsYield
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
19261-06-4

4-hydroxydibenzofuran

N,N-diethylcarbamyl chloride
88-10-8

N,N-diethylcarbamyl chloride

dibenzofuan-4-yl diethylcarbamate

dibenzofuan-4-yl diethylcarbamate

Conditions
ConditionsYield
With pyridine at 85℃; for 15h;98%
4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

propargyl bromide
106-96-7

propargyl bromide

4-(2-propynyloxy)dibenzo[b,d]furan

4-(2-propynyloxy)dibenzo[b,d]furan

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h;93%
4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

2,6-difluoroiodobenzene
13697-89-7

2,6-difluoroiodobenzene

C30H17IO4

C30H17IO4

Conditions
ConditionsYield
With potassium carbonate In 1-methyl-pyrrolidin-2-one for 6h; Inert atmosphere; Reflux;93%
Cyclopentyl bromide
137-43-9

Cyclopentyl bromide

4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

4-cyclopentyloxydibenzo[b,d]furan
685873-63-6

4-cyclopentyloxydibenzo[b,d]furan

Conditions
ConditionsYield
With sodium hydride92%
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
19261-06-4

4-hydroxydibenzofuran

cyclopropylcarbinyl bromide
7051-34-5

cyclopropylcarbinyl bromide

4-cyclopropylmethoxydibenzo[b.d]furan

4-cyclopropylmethoxydibenzo[b.d]furan

Conditions
ConditionsYield
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%
4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

ethyl iodide
75-03-6

ethyl iodide

4-ethoxy-dibenzofuran
685873-95-4

4-ethoxy-dibenzofuran

Conditions
ConditionsYield
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
19261-06-4

4-hydroxydibenzofuran

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

dibenzo[b,d]furan-4-yl methanesulfonate
1314564-31-2

dibenzo[b,d]furan-4-yl methanesulfonate

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃; Inert atmosphere;77%
4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

trifluoromethanesulfonic acid dibenzofuran-4-yl ester

trifluoromethanesulfonic acid dibenzofuran-4-yl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere;73%
2-methyl-8-quinolinol
826-81-3

2-methyl-8-quinolinol

4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

aluminum isopropoxide
555-31-7

aluminum isopropoxide

C32H23AlN2O4

C32H23AlN2O4

Conditions
ConditionsYield
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
19261-06-4

4-hydroxydibenzofuran

3-bromodibenzofuran-4-ol

3-bromodibenzofuran-4-ol

Conditions
ConditionsYield
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
19261-06-4

4-hydroxydibenzofuran

chloroform
67-66-3

chloroform

4-hydroxydibenzofuran-3-carboxaldehyde
635305-19-0

4-hydroxydibenzofuran-3-carboxaldehyde

Conditions
ConditionsYield
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%
diethyl sulfate
64-67-5

diethyl sulfate

4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

4-ethoxy-dibenzofuran
685873-95-4

4-ethoxy-dibenzofuran

4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

2-chloroethyl tosylate
80-41-1

2-chloroethyl tosylate

4-(2-chloro-ethoxy)-dibenzofuran

4-(2-chloro-ethoxy)-dibenzofuran

Conditions
ConditionsYield
With sodium hydroxide
4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

benzene diazonium chloride
100-34-5

benzene diazonium chloride

1-phenylazo-dibenzofuran-4-ol

1-phenylazo-dibenzofuran-4-ol

Conditions
ConditionsYield
With potassium hydroxide
4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

dimethyl sulfate
77-78-1

dimethyl sulfate

4-methoxydibenzo[b,d]furan
41799-27-3

4-methoxydibenzo[b,d]furan

4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

dimethyl sulfate
77-78-1

dimethyl sulfate

1,3-dibromo-4-methoxy-dibenzofuran

1,3-dibromo-4-methoxy-dibenzofuran

Conditions
ConditionsYield
With bromine
n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

diethyl ether
60-29-7

diethyl ether

methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

benzene
71-43-2

benzene

6-hydroxy-dibenzofuran-4-carboxylic acid
501009-01-4

6-hydroxy-dibenzofuran-4-carboxylic acid

4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

4-aminodibenzofuran
50548-43-1

4-aminodibenzofuran

Conditions
ConditionsYield
With ammonium hydroxide; sodium disulfite at 195℃;
With ammonium chloride; zinc(II) chloride at 280℃;
4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

dibenzofuran-1,4-dione
54808-25-2

dibenzofuran-1,4-dione

Conditions
ConditionsYield
With sodium periodate; acetic acid unter Lichtausschluss;
4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

1-chloro-4-hydroxydibenzofuran
41799-31-9

1-chloro-4-hydroxydibenzofuran

Conditions
ConditionsYield
With sulfuryl dichloride; chloroform; iodine
4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

1-bromodibenzofuran-4-ol
873974-43-7

1-bromodibenzofuran-4-ol

Conditions
ConditionsYield
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
19261-06-4

4-hydroxydibenzofuran

3-chloro-4-hydroxydibenzofuran
51596-34-0

3-chloro-4-hydroxydibenzofuran

Conditions
ConditionsYield
With tetrachloromethane; chlorine; iron
With chlorine In tetrachloromethane Heating;50 mg

Dibenzofuran-4-ol Specification

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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