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Phenol, 2-(2-hydroxyethoxy)-

  • Name Phenol, 2-(2-hydroxyethoxy)-
  • EINECS225-346-1
  • CAS No. 4792-78-3
  • Density1.224 g/cm3
  • PSA49.69000
  • LogP0.76330
  • SolubilityN/A
  • Melting Point99-100 °C(lit.)
  • FormulaC8H10O3
  • Boiling Point300.7 °C at 760 mmHg
  • Molecular Weight154.166
  • Flash Point135.7 °C
  • Transport InformationN/A
  • AppearanceN/A
  • Safety26-37/39
  • Risk Codes36/37/38
  • Molecular Structure
    Molecular Structure of 4792-78-3 (2-(2-HYDROXYETHOXY)PHENOL)
  • Hazard SymbolsIrritantXi
  • SynonymsIrritantXi
  • Article Data23

Phenol, 2-(2-hydroxyethoxy)- Synthetic route

96-49-1

[1,3]-dioxolan-2-one

120-80-9

benzene-1,2-diol

4792-78-3

2-(2-hydroxy-phenoxy)-ethanol

Conditions
ConditionsYield
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
120-80-9

benzene-1,2-diol

107-07-3

2-chloro-ethanol

4792-78-3

2-(2-hydroxy-phenoxy)-ethanol

Conditions
ConditionsYield
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
96-49-1

[1,3]-dioxolan-2-one

311-28-4

tetra-(n-butyl)ammonium iodide

120-80-9

benzene-1,2-diol

4792-78-3

2-(2-hydroxy-phenoxy)-ethanol

Conditions
ConditionsYield
46%
18181-71-0

2-(2-methoxyphenoxy)ethanol

4792-78-3

2-(2-hydroxy-phenoxy)-ethanol

Conditions
ConditionsYield
With n-butyllithium; lithium diphenylphosphide In tetrahydrofuran for 3h;45%
122-99-6

2-Phenoxyethanol

A

4792-78-3

2-(2-hydroxy-phenoxy)-ethanol

B

49650-88-6

O-(2-hydroxyethyl)resorcinol

C

13427-53-7

4-(2-hydroxyethoxy)-phenol

Conditions
ConditionsYield
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%
584-08-7

potassium carbonate

120-80-9

benzene-1,2-diol

107-07-3

2-chloro-ethanol

4792-78-3

2-(2-hydroxy-phenoxy)-ethanol

Conditions
ConditionsYield
In acetonitrile40%
120-80-9

benzene-1,2-diol

107-07-3

2-chloro-ethanol

A

10234-40-9

2,2'-(1,2-phenylenedioxy)diethanol

B

4792-78-3

2-(2-hydroxy-phenoxy)-ethanol

Conditions
ConditionsYield
With potassium carbonate In acetone for 24h; Heating;A 10%
B 30%
75-21-8

oxirane

120-80-9

benzene-1,2-diol

A

10234-40-9

2,2'-(1,2-phenylenedioxy)diethanol

B

4792-78-3

2-(2-hydroxy-phenoxy)-ethanol

Conditions
ConditionsYield
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.
75-21-8

oxirane

120-80-9

benzene-1,2-diol

4792-78-3

2-(2-hydroxy-phenoxy)-ethanol

Conditions
ConditionsYield
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.
4385-48-2

1,4-benzodioxan-2-one

4792-78-3

2-(2-hydroxy-phenoxy)-ethanol

Conditions
ConditionsYield
With copper oxide-chromium oxide at 250℃; under 73550.8 - 147102 Torr; Hydrogenolyse;

Phenol, 2-(2-hydroxyethoxy)- Specification

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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