Conditions | Yield |
---|---|
With tetra-(n-butyl)ammonium iodide at 160℃; for 1h; | 77% |
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 150℃; Reagent/catalyst; Temperature; Autoclave; | 72% |
With tetrabutyl ammonium fluoride In N,N-dimethyl-formamide at 170℃; for 2h; Inert atmosphere; Schlenk technique; | 55% |
With tetrabutylammomium bromide at 180℃; for 3.5h; | 25.8 g |
Conditions | Yield |
---|---|
With potassium hydroxide In water for 4h; Reflux; | 48% |
With potassium carbonate In acetonitrile for 48h; Heating; | 40% |
With sodium hydroxide In 2-methoxy-ethanol at 100 - 102℃; for 48h; Substitution; | 40% |
With sodium hydroxide | |
With ethanol; sodium ethanolate |
[1,3]-dioxolan-2-one
tetra-(n-butyl)ammonium iodide
benzene-1,2-diol
2-(2-hydroxy-phenoxy)-ethanol
Conditions | Yield |
---|---|
46% |
2-(2-methoxyphenoxy)ethanol
2-(2-hydroxy-phenoxy)-ethanol
Conditions | Yield |
---|---|
With n-butyllithium; lithium diphenylphosphide In tetrahydrofuran for 3h; | 45% |
2-Phenoxyethanol
A
2-(2-hydroxy-phenoxy)-ethanol
B
O-(2-hydroxyethyl)resorcinol
C
4-(2-hydroxyethoxy)-phenol
Conditions | Yield |
---|---|
With recombinant toluene o-xylene monooxygenase from Pseudomonas sp. OX1 expressed in Escherichia coli strain JM109 In methanol at 28℃; for 2h; Enzymatic reaction; Overall yield = 15.3 %; | A 18.3% B 43.8% C 37.8% |
potassium carbonate
benzene-1,2-diol
2-chloro-ethanol
2-(2-hydroxy-phenoxy)-ethanol
Conditions | Yield |
---|---|
In acetonitrile | 40% |
benzene-1,2-diol
2-chloro-ethanol
A
2,2'-(1,2-phenylenedioxy)diethanol
B
2-(2-hydroxy-phenoxy)-ethanol
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 24h; Heating; | A 10% B 30% |
oxirane
benzene-1,2-diol
A
2,2'-(1,2-phenylenedioxy)diethanol
B
2-(2-hydroxy-phenoxy)-ethanol
Conditions | Yield |
---|---|
anion exchange resin A (Cl-type) In toluene at 100℃; for 1.5 - 3.5h; | A 2.6% B 83 - 96.8 %Chromat. |
diaion TSA1200 In toluene at 100℃; for 9h; | A 0.4 - 0.6 %Chromat. B 99.4 - 99.5 %Chromat. |
Conditions | Yield |
---|---|
With sodium hydroxide | |
at 140 - 150℃; unter Druck; | |
anion exchange resin A (Cl-type) In 2-methoxy-ethanol at 100℃; for 3.5h; | 82 - 83 %Chromat. |
Conditions | Yield |
---|---|
With copper oxide-chromium oxide at 250℃; under 73550.8 - 147102 Torr; Hydrogenolyse; |
Conditions | Yield |
---|---|
With sulfuric acid; water In acetonitrile Quantum yield; Mechanism; Irradiation; other alkoxy-substituted benzenes; |
Conditions | Yield |
---|---|
at 250℃; under 73550.8 - 147102 Torr; Hydrogenation; |
A
2-(2-hydroxy-phenoxy)-ethanol
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 24h; desilylation; | |
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 24h; Title compound not separated from byproducts; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 65 percent / aliquat 336, potassium hydroxide / H2O / 96 h / 60 °C 2: 45 percent / lithium diphenylphosphide, butyllithium / tetrahydrofuran / 3 h View Scheme |
oxirane
benzene-1,2-diol
A
2,2'-(1,2-phenylenedioxy)diethanol
B
2-(2-hydroxy-phenoxy)-ethanol
C
1,2-bis[2-(2-hydroxyethoxy)ethoxy]benzene
Conditions | Yield |
---|---|
diaion TSA1200 In 2-methoxy-ethanol at 100℃; for 9h; | A 2.9 %Chromat. B 96.9 %Chromat. C 0.1 %Chromat. |
potassium hydroxide In 2-methoxy-ethanol at 100℃; for 7h; | A 3.9 %Chromat. B 95.9 %Chromat. C 0.1 %Chromat. |
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 110 - 120℃; for 24h; |
2-(2-hydroxy-phenoxy)-ethanol
Conditions | Yield |
---|---|
With hydrogen; rhodium on strontium titanate In methanol; chloroform under 760 Torr; for 12h; Ambient temperature; | 98% |
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane for 3h; Reflux; | 97% |
With 1,4-diaza-bicyclo[2.2.2]octane; carbonic acid dimethyl ester at 90℃; for 2h; Reagent/catalyst; Time; | 92% |
With phosphorus pentoxide | |
Multi-step reaction with 2 steps 1: pyridine; PBr3 2: aqueous alkaline solution View Scheme |
Conditions | Yield |
---|---|
Stage #1: 2-(2-hydroxy-phenoxy)-ethanol With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Stage #2: 1-Bromo-2-butyne In N,N-dimethyl-formamide at 20℃; | 95% |
perfluoro(propyl vinyl ether)
2-(2-hydroxy-phenoxy)-ethanol
2-(2-(1,1,2-trifluoro-2-(perfluoropropoxy)ethoxy)phenoxy)ethanol
Conditions | Yield |
---|---|
With potassium carbonate In tetrahydrofuran Reflux; | 94.86% |
With potassium carbonate In tetrahydrofuran Reflux; | 94.8% |
1,4-bis(bromomethyl)benzene
2-(2-hydroxy-phenoxy)-ethanol
p-bis(2-ethoxyphenyloxy)xylene
Conditions | Yield |
---|---|
With 18-crown-6 ether; potassium carbonate In acetone Heating; | 94% |
2,6-bis(chloromethyl)pyridine
2-(2-hydroxy-phenoxy)-ethanol
2-(2-{6-[2-(2-hydroxy-ethoxy)-phenoxymethyl]-pyridin-2-ylmethoxy}-phenoxy)-ethanol
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 7h; | 92% |
2-(2-hydroxy-phenoxy)-ethanol
3-(chloromethyl)benzyl chloride
m-bis(2-ethoxyphenyloxy)xylene
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 7h; | 91% |
2-(2-hydroxy-phenoxy)-ethanol
3-oxa-1,5-dichloropentane
bis<2-<2-(2-hydroxyethoxy)phenoxy>ethyl> ether
Conditions | Yield |
---|---|
With sodium hydroxide In N,N-dimethyl-formamide for 24h; Ambient temperature; | 90% |
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 7h; | 86% |
2-(2-hydroxy-phenoxy)-ethanol
p-Xylylene dichloride
p-bis(2-ethoxyphenyloxy)xylene
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 7h; | 88% |
2-(2-hydroxy-phenoxy)-ethanol
2,6-bis bromomethyl-4-methylanisole
2-(2-{3-[2-(2-hydroxy-ethoxy)-phenoxymethyl]-2-methoxy-5-methyl-benzyloxy}-phenoxy)-ethanol
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 24h; Substitution; Heating; | 82% |
2-(2-hydroxy-phenoxy)-ethanol
1,2-bis-tosyloxyethane
1,2-bis(2-ethoxyphenol)ethane
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide for 24h; Ambient temperature; | 81% |
With NaH In N-methyl-acetamide; dichloromethane; N,N-dimethyl-formamide | 81% |
With sodium hydride |
2-(2-hydroxy-phenoxy)-ethanol
1,3-dibromo-propane
[2-(3-bromopropoxy)phenoxy]ethanol
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 24h; Heating; | 81% |
2-(2-hydroxy-phenoxy)-ethanol
1,2-bis(2-chloroethoxy)ethane
2-{2-[2-(2-{2-[2-(2-hydroxy-ethoxy)-phenoxy]-ethoxy}-ethoxy)-ethoxy]-phenoxy}-ethanol
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 7h; | 81% |
2-(2-hydroxy-phenoxy)-ethanol
2,6-bis[(tosyloxy)methyl]pyridine
2-(2-{6-[2-(2-hydroxy-ethoxy)-phenoxymethyl]-pyridin-2-ylmethoxy}-phenoxy)-ethanol
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 24h; Substitution; Heating; | 80% |
Conditions | Yield |
---|---|
Stage #1: 2-(2-hydroxy-phenoxy)-ethanol With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Stage #2: propargyl bromide In N,N-dimethyl-formamide; toluene at 20℃; for 16h; | 79% |
Conditions | Yield |
---|---|
With tetra-(n-butyl)ammonium iodide at 160℃; for 1h; | 77% |
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 150℃; Reagent/catalyst; Temperature; Autoclave; | 72% |
With tetrabutyl ammonium fluoride In N,N-dimethyl-formamide at 170℃; for 2h; Inert atmosphere; Schlenk technique; | 55% |
With tetrabutylammomium bromide at 180℃; for 3.5h; | 25.8 g |
Conditions | Yield |
---|---|
With potassium hydroxide In water for 4h; Reflux; | 48% |
With potassium carbonate In acetonitrile for 48h; Heating; | 40% |
With sodium hydroxide In 2-methoxy-ethanol at 100 - 102℃; for 48h; Substitution; | 40% |
With sodium hydroxide | |
With ethanol; sodium ethanolate |
[1,3]-dioxolan-2-one
tetra-(n-butyl)ammonium iodide
benzene-1,2-diol
2-(2-hydroxy-phenoxy)-ethanol
Conditions | Yield |
---|---|
46% |
2-(2-methoxyphenoxy)ethanol
2-(2-hydroxy-phenoxy)-ethanol
Conditions | Yield |
---|---|
With n-butyllithium; lithium diphenylphosphide In tetrahydrofuran for 3h; | 45% |
2-Phenoxyethanol
A
2-(2-hydroxy-phenoxy)-ethanol
B
O-(2-hydroxyethyl)resorcinol
C
4-(2-hydroxyethoxy)-phenol
Conditions | Yield |
---|---|
With recombinant toluene o-xylene monooxygenase from Pseudomonas sp. OX1 expressed in Escherichia coli strain JM109 In methanol at 28℃; for 2h; Enzymatic reaction; Overall yield = 15.3 %; | A 18.3% B 43.8% C 37.8% |
potassium carbonate
benzene-1,2-diol
2-chloro-ethanol
2-(2-hydroxy-phenoxy)-ethanol
Conditions | Yield |
---|---|
In acetonitrile | 40% |
benzene-1,2-diol
2-chloro-ethanol
A
2,2'-(1,2-phenylenedioxy)diethanol
B
2-(2-hydroxy-phenoxy)-ethanol
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 24h; Heating; | A 10% B 30% |
oxirane
benzene-1,2-diol
A
2,2'-(1,2-phenylenedioxy)diethanol
B
2-(2-hydroxy-phenoxy)-ethanol
Conditions | Yield |
---|---|
anion exchange resin A (Cl-type) In toluene at 100℃; for 1.5 - 3.5h; | A 2.6% B 83 - 96.8 %Chromat. |
diaion TSA1200 In toluene at 100℃; for 9h; | A 0.4 - 0.6 %Chromat. B 99.4 - 99.5 %Chromat. |
Conditions | Yield |
---|---|
With sodium hydroxide | |
at 140 - 150℃; unter Druck; | |
anion exchange resin A (Cl-type) In 2-methoxy-ethanol at 100℃; for 3.5h; | 82 - 83 %Chromat. |
Conditions | Yield |
---|---|
With copper oxide-chromium oxide at 250℃; under 73550.8 - 147102 Torr; Hydrogenolyse; |
Conditions | Yield |
---|---|
With sulfuric acid; water In acetonitrile Quantum yield; Mechanism; Irradiation; other alkoxy-substituted benzenes; |
Conditions | Yield |
---|---|
at 250℃; under 73550.8 - 147102 Torr; Hydrogenation; |
A
2-(2-hydroxy-phenoxy)-ethanol
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 24h; desilylation; | |
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 24h; Title compound not separated from byproducts; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 65 percent / aliquat 336, potassium hydroxide / H2O / 96 h / 60 °C 2: 45 percent / lithium diphenylphosphide, butyllithium / tetrahydrofuran / 3 h View Scheme |
oxirane
benzene-1,2-diol
A
2,2'-(1,2-phenylenedioxy)diethanol
B
2-(2-hydroxy-phenoxy)-ethanol
C
1,2-bis[2-(2-hydroxyethoxy)ethoxy]benzene
Conditions | Yield |
---|---|
diaion TSA1200 In 2-methoxy-ethanol at 100℃; for 9h; | A 2.9 %Chromat. B 96.9 %Chromat. C 0.1 %Chromat. |
potassium hydroxide In 2-methoxy-ethanol at 100℃; for 7h; | A 3.9 %Chromat. B 95.9 %Chromat. C 0.1 %Chromat. |
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 110 - 120℃; for 24h; |
2-(2-hydroxy-phenoxy)-ethanol
Conditions | Yield |
---|---|
With hydrogen; rhodium on strontium titanate In methanol; chloroform under 760 Torr; for 12h; Ambient temperature; | 98% |
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane for 3h; Reflux; | 97% |
With 1,4-diaza-bicyclo[2.2.2]octane; carbonic acid dimethyl ester at 90℃; for 2h; Reagent/catalyst; Time; | 92% |
With phosphorus pentoxide | |
Multi-step reaction with 2 steps 1: pyridine; PBr3 2: aqueous alkaline solution View Scheme |
Conditions | Yield |
---|---|
Stage #1: 2-(2-hydroxy-phenoxy)-ethanol With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Stage #2: 1-Bromo-2-butyne In N,N-dimethyl-formamide at 20℃; | 95% |
perfluoro(propyl vinyl ether)
2-(2-hydroxy-phenoxy)-ethanol
2-(2-(1,1,2-trifluoro-2-(perfluoropropoxy)ethoxy)phenoxy)ethanol
Conditions | Yield |
---|---|
With potassium carbonate In tetrahydrofuran Reflux; | 94.86% |
With potassium carbonate In tetrahydrofuran Reflux; | 94.8% |
1,4-bis(bromomethyl)benzene
2-(2-hydroxy-phenoxy)-ethanol
p-bis(2-ethoxyphenyloxy)xylene
Conditions | Yield |
---|---|
With 18-crown-6 ether; potassium carbonate In acetone Heating; | 94% |
2,6-bis(chloromethyl)pyridine
2-(2-hydroxy-phenoxy)-ethanol
2-(2-{6-[2-(2-hydroxy-ethoxy)-phenoxymethyl]-pyridin-2-ylmethoxy}-phenoxy)-ethanol
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 7h; | 92% |
2-(2-hydroxy-phenoxy)-ethanol
3-(chloromethyl)benzyl chloride
m-bis(2-ethoxyphenyloxy)xylene
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 7h; | 91% |
2-(2-hydroxy-phenoxy)-ethanol
3-oxa-1,5-dichloropentane
bis<2-<2-(2-hydroxyethoxy)phenoxy>ethyl> ether
Conditions | Yield |
---|---|
With sodium hydroxide In N,N-dimethyl-formamide for 24h; Ambient temperature; | 90% |
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 7h; | 86% |
2-(2-hydroxy-phenoxy)-ethanol
p-Xylylene dichloride
p-bis(2-ethoxyphenyloxy)xylene
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 7h; | 88% |
2-(2-hydroxy-phenoxy)-ethanol
2,6-bis bromomethyl-4-methylanisole
2-(2-{3-[2-(2-hydroxy-ethoxy)-phenoxymethyl]-2-methoxy-5-methyl-benzyloxy}-phenoxy)-ethanol
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 24h; Substitution; Heating; | 82% |
2-(2-hydroxy-phenoxy)-ethanol
1,2-bis-tosyloxyethane
1,2-bis(2-ethoxyphenol)ethane
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide for 24h; Ambient temperature; | 81% |
With NaH In N-methyl-acetamide; dichloromethane; N,N-dimethyl-formamide | 81% |
With sodium hydride |
2-(2-hydroxy-phenoxy)-ethanol
1,3-dibromo-propane
[2-(3-bromopropoxy)phenoxy]ethanol
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 24h; Heating; | 81% |
2-(2-hydroxy-phenoxy)-ethanol
1,2-bis(2-chloroethoxy)ethane
2-{2-[2-(2-{2-[2-(2-hydroxy-ethoxy)-phenoxy]-ethoxy}-ethoxy)-ethoxy]-phenoxy}-ethanol
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 7h; | 81% |
This chemical is called Phenol, 2-(2-hydroxyethoxy)-, and it can also be named as 2-(2-Hydroxyethoxy)phenol. With the molecular formula of C8H10O3, its molecular weight is 154.16. The CAS registry number of this chemical is 4792-78-3. Additionally, this chemical should be sealed in the cool and dry place.
Other characteristics of the Phenol, 2-(2-hydroxyethoxy)- can be summarised as followings: (1)ACD/LogP: 0.21; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.21; (4)ACD/LogD (pH 7.4): 0.21; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 31.07; (8)ACD/KOC (pH 7.4): 30.86; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 27.69 Å2; (13)Index of Refraction: 1.564; (14)Molar Refractivity: 40.98 cm3; (15)Molar Volume: 125.8 cm3; (16)Polarizability: 16.24×10-24cm3; (17)Surface Tension: 50.4 dyne/cm; (18)Density: 1.224 g/cm3; (19)Flash Point: 135.7 °C; (20)Enthalpy of Vaporization: 57.11 kJ/mol; (21)Boiling Point: 300.7 °C at 760 mmHg; (22)Vapour Pressure: 0.00049 mmHg at 25°C.
Production method of this chemical: The Phenol, 2-(2-hydroxyethoxy)- could be obtained by the reactants of benzene-1,2-diol and 2-chloro-ethanol. This reaction needs the reagents of sodium ethylate, ethanol.
Uses of this chemical: The Phenol, 2-(2-hydroxyethoxy)- could react with toluene-4-sulfonyl chloride, and obtain the 2-(2-hydroxyethoxy)phenol ditosylate. This reaction needs the reagent of pyridine. The yield is 61 %. In addition, this reaction should be taken for 40 hours at the ambient temperature.
When you are using this chemical, please be cautious about it as the following: This chemical is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing if you use it. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
1.SMILES: O(c1ccccc1O)CCO
2.InChI: InChI=1/C8H10O3/c9-5-6-11-8-4-2-1-3-7(8)10/h1-4,9-10H,5-6H2
3.InChIKey: AMCOCUDBDKVWRZ-UHFFFAOYAF
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