Product Name

  • Name

    1,2-Diphenoxyethane

  • EINECS 203-224-9
  • CAS No. 104-66-5
  • Article Data45
  • CAS DataBase
  • Density 1.08 g/cm3
  • Solubility 22mg/L at 25℃
  • Melting Point 94-96 °C(lit.)
  • Formula C14H14O2
  • Boiling Point 341.555 °C at 760 mmHg
  • Molecular Weight 214.264
  • Flash Point 139.355 °C
  • Transport Information
  • Appearance Off-white crystals
  • Safety 22-24/25
  • Risk Codes 51/53
  • Molecular Structure Molecular Structure of 104-66-5 (1,2-Diphenoxyethane)
  • Hazard Symbols
  • Synonyms Ethane,1,2-diphenoxy- (6CI,7CI,8CI);2-Phenoxyethyl phenyl ether;Ethylene glycol diphenyl ether;NSC 6794;
  • PSA 18.46000
  • LogP 3.14440

Synthetic route

1-(4-bromophenoxy)-2-phenoxyethane
30752-35-3

1-(4-bromophenoxy)-2-phenoxyethane

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

Conditions
ConditionsYield
Stage #1: 1-(4-bromophenoxy)-2-phenoxyethane In tetrahydrofuran at 0℃; for 0.0833333h;
Stage #2: With hydrogenchloride In tetrahydrofuran Further stages.;
99%
iodobenzene
591-50-4

iodobenzene

ethylene glycol
107-21-1

ethylene glycol

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

Conditions
ConditionsYield
With [2,2]bipyridinyl; copper(l) iodide; sodium carbonate In N,N-dimethyl-formamide at 100℃;94%
2-Phenoxyethanol
122-99-6

2-Phenoxyethanol

triphenylbismuth(V) diacetate
28899-97-0

triphenylbismuth(V) diacetate

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

Conditions
ConditionsYield
92%
bromobenzene
108-86-1

bromobenzene

ethylene glycol
107-21-1

ethylene glycol

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

Conditions
ConditionsYield
With [2,2]bipyridinyl; copper(l) iodide; sodium carbonate In N,N-dimethyl-formamide at 100℃; Reagent/catalyst;91%
phenol
108-95-2

phenol

2-chloroethoxybenzene
622-86-6

2-chloroethoxybenzene

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene at 130℃; Reagent/catalyst; Large scale;89.82%
1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

phenol
108-95-2

phenol

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

Conditions
ConditionsYield
Stage #1: 1,2-dichloro-ethane; phenol With sodium carbonate; potassium carbonate at 130 - 160℃; for 6h; Industrial scale;
Stage #2: With potassium hydroxide Time; Reagent/catalyst; Industrial scale;
83.6%
With iron(III) hydroxide; sodium carbonate; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 6h; Sealed tube;40%
With sodium hydroxide; cetyltrimethylammonim bromide 1.) 60 deg C, 0.5 h 2.) 80 deg C, 5 h; Yield given. Multistep reaction;
2-Phenoxyethanol
122-99-6

2-Phenoxyethanol

2-(trimethylsilyl)phenyl trifluoromethanesulfonate
88284-48-4

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

Conditions
ConditionsYield
With potassium fluoride; 18-crown-6 ether In tetrahydrofuran at -20℃; for 12h; Inert atmosphere; Sealed tube;79%
ethylene glycol
107-21-1

ethylene glycol

chlorobenzene
108-90-7

chlorobenzene

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

Conditions
ConditionsYield
With [2,2]bipyridinyl; copper(l) iodide; sodium carbonate In N,N-dimethyl-formamide at 100℃;74%
2-phenoxyacetic acid
122-59-8

2-phenoxyacetic acid

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

Conditions
ConditionsYield
With titanium(IV) oxide In acetonitrile at 20℃; for 18h; Reagent/catalyst; Schlenk technique; Inert atmosphere; UV-irradiation;53%
With sodium In pyridine; methanol at 20℃; electrolysis, glasslike-hard carbon anode (GC-E), other anodes;44%
With benzophenone In benzene Irradiation;
2-phenoxyacetic acid
122-59-8

2-phenoxyacetic acid

A

3-phenoxy-2-propanone
621-87-4

3-phenoxy-2-propanone

B

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

C

phenol
108-95-2

phenol

Conditions
ConditionsYield
With Pt on TiO2 In acetonitrile for 21h; UV-irradiation; Inert atmosphere;A n/a
B 53%
C n/a
acetonitrile
75-05-8

acetonitrile

2-phenoxyacetic acid
122-59-8

2-phenoxyacetic acid

A

3-phenoxy-2-propanone
621-87-4

3-phenoxy-2-propanone

B

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

C

phenol
108-95-2

phenol

Conditions
ConditionsYield
at 20℃; for 21h; Reagent/catalyst; Schlenk technique; Inert atmosphere; UV-irradiation;A 11 %Spectr.
B 53%
C 6 %Spectr.
ethylene dibromide
106-93-4

ethylene dibromide

phenol
108-95-2

phenol

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 96h; Reflux;50%
at 140℃; Reaktion von Kaliumphenolat;
With potassium hydroxide In ethanol for 3h; Heating;
potassium phenolate
100-67-4

potassium phenolate

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

Conditions
ConditionsYield
With water; 1,2-dichloro-ethane
sodium phenoxide
139-02-6

sodium phenoxide

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

ethanol
64-17-5

ethanol

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

phenol
108-95-2

phenol

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

Conditions
ConditionsYield
Reaktion von Natriumphenolat;
ethanol
64-17-5

ethanol

1-Bromo-2-chloroethane
107-04-0

1-Bromo-2-chloroethane

phenol
108-95-2

phenol

A

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

B

2-chloroethoxybenzene
622-86-6

2-chloroethoxybenzene

Conditions
ConditionsYield
Reaktion von Kaliumphenolat;
potassium phenolate
100-67-4

potassium phenolate

ethylene dibromide
106-93-4

ethylene dibromide

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

Conditions
ConditionsYield
With ethanol
at 140℃; im geschlossenen Rohr;
sodium phenoxide
139-02-6

sodium phenoxide

ethylene dibromide
106-93-4

ethylene dibromide

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

Conditions
ConditionsYield
With copper; xylene
sodium phenoxide
139-02-6

sodium phenoxide

ethylene dibromide
106-93-4

ethylene dibromide

A

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

B

phenoxyethyl bromide
589-10-6

phenoxyethyl bromide

Conditions
ConditionsYield
With ethanol
tetrachloromethane
56-23-5

tetrachloromethane

ethanol
64-17-5

ethanol

ethylene dibromide
106-93-4

ethylene dibromide

phenol
108-95-2

phenol

A

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

B

phenoxyethyl bromide
589-10-6

phenoxyethyl bromide

ethanol
64-17-5

ethanol

ethylene dibromide
106-93-4

ethylene dibromide

phenol
108-95-2

phenol

A

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

B

phenoxyethyl bromide
589-10-6

phenoxyethyl bromide

Conditions
ConditionsYield
Reaktion von Natriumphenolat;
2-chloroethyl tosylate
80-41-1

2-chloroethyl tosylate

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

phenol
108-95-2

phenol

A

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

B

2-chloroethoxybenzene
622-86-6

2-chloroethoxybenzene

1,2-bis-tosyloxyethane
6315-52-2

1,2-bis-tosyloxyethane

phenol
108-95-2

phenol

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

Conditions
ConditionsYield
With sodium hydroxide at 105℃;
With sodium hydroxide In water Heating;
2-phenoxyacetic acid
122-59-8

2-phenoxyacetic acid

A

phenoxyacetic acid ethyl ester
2555-49-9

phenoxyacetic acid ethyl ester

B

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

Conditions
ConditionsYield
With pyridine In ethanol (electrolysis);
1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

phenol
108-95-2

phenol

alcoholic NaOH

alcoholic NaOH

A

vinyl phenyl ether
766-94-9

vinyl phenyl ether

B

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

Conditions
ConditionsYield
at 180 - 200℃; unter Druck; reagiert analog mit anderen Phenolen;
tetrachloromethane
56-23-5

tetrachloromethane

ethylene dibromide
106-93-4

ethylene dibromide

phenol
108-95-2

phenol

copper

copper

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

Conditions
ConditionsYield
Reaktion von Natriumphenolat;
tetrachloromethane
56-23-5

tetrachloromethane

2-chloroethyl tosylate
80-41-1

2-chloroethyl tosylate

water
7732-18-5

water

phenol
108-95-2

phenol

A

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

B

2-chloroethoxybenzene
622-86-6

2-chloroethoxybenzene

2-chloroethyl tosylate
80-41-1

2-chloroethyl tosylate

aqueous sodium phenolate

aqueous sodium phenolate

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

2-phenoxyacetic acid
122-59-8

2-phenoxyacetic acid

potassium phenoxy acetate

potassium phenoxy acetate

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

Conditions
ConditionsYield
With pyridine; methanol Electrolysis;
1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

1,2-Bis(2,4-dibromophenoxy)ethane
129633-44-9

1,2-Bis(2,4-dibromophenoxy)ethane

Conditions
ConditionsYield
With benzyltrimethylazanium tribroman-2-uide; zinc(II) chloride In acetic acid at 70℃; for 2h;98%
1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

1,2-bis(4-iodophenoxy)ethane
117934-82-4

1,2-bis(4-iodophenoxy)ethane

Conditions
ConditionsYield
With N,N,N-trimethylbenzenemethanaminium dichloroiodate; zinc(II) chloride In acetic acid for 4h; Ambient temperature;95%
1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

1,2-dicyclohexoxyethane

1,2-dicyclohexoxyethane

Conditions
ConditionsYield
With hydrogen; Rh/Al2O3 In ethanol at 40℃; under 31028.9 Torr; for 20h;95%
1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

EtCO-acylating educt

EtCO-acylating educt

1,1'-((ethane-1,2-diylbis(oxy))bis(4,1-phenylene))bis(propan-1-one)
103509-19-9

1,1'-((ethane-1,2-diylbis(oxy))bis(4,1-phenylene))bis(propan-1-one)

Conditions
ConditionsYield
Acylation;94%
1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

niobium pentachloride
10026-12-7

niobium pentachloride

(NbCl5)2[μ-κ2-1,2-diphenoxyethane]
1236036-63-7

(NbCl5)2[μ-κ2-1,2-diphenoxyethane]

Conditions
ConditionsYield
In dichloromethane under Ar using standard Schlenk techniques; suspn. of NbCl5 (0.45 mmol)and 1,2-diphenoxyethane (0.20 mmol) stirred (5 h); filtered; dried (vac.); crystd. from CH2Cl2/pentane (-20°C); elem. anal.;91%
niobium pentafluoride
7783-68-8

niobium pentafluoride

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

(NbF5)2[μ-κ2-1,2-diphenoxyethane]
1236036-61-5

(NbF5)2[μ-κ2-1,2-diphenoxyethane]

Conditions
ConditionsYield
In dichloromethane under Ar using standard Schlenk techniques; suspn. of TaCl5 (0.45 mmol)and 1,2-diphenoxyethane (0.20 mmol) stirred (5 h); filtered; dried (vac.); crystd. from CH2Cl2/pentane (-20°C); elem. anal.;91%
tantalum pentafluoride
7783-71-3

tantalum pentafluoride

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

(TaF5)2[μ-κ2-1,2-diphenoxyethane]
1236036-62-6

(TaF5)2[μ-κ2-1,2-diphenoxyethane]

Conditions
ConditionsYield
In dichloromethane under Ar using standard Schlenk techniques; suspn. of TaF5 (0.45 mmol) and 1,2-diphenoxyethane (0.20 mmol) stirred (5 h); filtered; dried (vac.); crystd. from CH2Cl2/pentane (-20°C); elem. anal.;88%
1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

4,4'-(ethylenedioxy)dibromobenzene
36506-46-4

4,4'-(ethylenedioxy)dibromobenzene

Conditions
ConditionsYield
With bromine In acetic acid for 1h; Ambient temperature;86%
With bromine; acetic acid
1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

tantalum pentachloride
7721-01-9

tantalum pentachloride

(TaCl5)2[μ-κ2-1,2-diphenoxyethane]
1236036-64-8

(TaCl5)2[μ-κ2-1,2-diphenoxyethane]

Conditions
ConditionsYield
In dichloromethane under Ar using standard Schlenk techniques; suspn. of TaCl5 (0.45 mmol)and 1,2-diphenoxyethane (0.20 mmol) stirred (5 h); filtered; dried (vac.); crystd. from CH2Cl2/pentane (-20°C); elem. anal.;84%
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

1,1'-sulfinylbisbenzene
945-51-7

1,1'-sulfinylbisbenzene

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

diphenyl(diphenoxyethane)sulfonium triflate
1383805-12-6

diphenyl(diphenoxyethane)sulfonium triflate

Conditions
ConditionsYield
In dichloromethane at -40℃; for 2h; Cooling with acetone-dry ice;68%
1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

C14H13IO2
1270940-74-3

C14H13IO2

Conditions
ConditionsYield
With N-iodo-succinimide In trifluorormethanesulfonic acid at -20℃; for 0.333333h;62%
tert-butylhypochlorite
507-40-4

tert-butylhypochlorite

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

A

1-chloro-1,2-diphenoxy ethane
73421-42-8

1-chloro-1,2-diphenoxy ethane

B

1,2-dichlorodiphenoxy ethane

1,2-dichlorodiphenoxy ethane

Conditions
ConditionsYield
In benzene at 20℃; for 0.25h; Irradiation;A 38%
B 21%
1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

A

1-chloro-1,2-diphenoxy ethane
73421-42-8

1-chloro-1,2-diphenoxy ethane

B

1,2-dichlorodiphenoxy ethane

1,2-dichlorodiphenoxy ethane

Conditions
ConditionsYield
With tert-butylhypochlorite In benzene at 20℃; for 0.25h;A 38%
B 21%
1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

1,2-bis(4-formylphenoxy)ethane
34074-28-7

1,2-bis(4-formylphenoxy)ethane

Conditions
ConditionsYield
With trichlorophosphate for 12h;30%
tetrachloromethane
56-23-5

tetrachloromethane

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

A

2,4-Dinitrophenol
51-28-5

2,4-Dinitrophenol

B

1,2-bis(4-nitrophenoxy)ethane
14467-69-7

1,2-bis(4-nitrophenoxy)ethane

hydrogen cyanide
74-90-8

hydrogen cyanide

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

1,2-bis(4-formylphenoxy)ethane
34074-28-7

1,2-bis(4-formylphenoxy)ethane

Conditions
ConditionsYield
With hydrogenchloride; aluminium trichloride; benzene unter allmaechlichem Erwaermen von 0gradC auf 30-40gradC und Zersetzung des Reaktionsproduktes durch Kochen mit verd. Salzsaeure;
carbamic chloride
463-72-9

carbamic chloride

1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

4,4'-ethanediyldioxy-di-benzoic acid diamide

4,4'-ethanediyldioxy-di-benzoic acid diamide

Conditions
ConditionsYield
With carbon disulfide; aluminium trichloride
1,2-diphenoxyethane
104-66-5

1,2-diphenoxyethane

1,2-bis(4-nitrophenoxy)ethane
14467-69-7

1,2-bis(4-nitrophenoxy)ethane

Conditions
ConditionsYield
With nitric acid
With tetrachloromethane; dinitrogen tetraoxide

1,2-Diphenoxyethane Specification

The cas register number of 1,2-Diphenoxyethane is 104-66-5. It also can be called as 2-Phenoxyethyl phenyl ether and the Systematic name about this chemical is 2-phenoxyethoxybenzene.

Physical properties about 1,2-Diphenoxyethane are: (1)ACD/LogP: 3.81; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.81; (4)ACD/LogD (pH 7.4): 3.81; (5)ACD/BCF (pH 5.5): 462.88; (6)ACD/BCF (pH 7.4): 462.88; (7)ACD/KOC (pH 5.5): 2815.45; (8)ACD/KOC (pH 7.4): 2815.45; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 18.46Å2; (13)Index of Refraction: 1.556; (14)Molar Refractivity: 63.81 cm3; (15)Molar Volume: 198.3 cm3; (16)Surface Tension: 39 dyne/cm; (17)Density: 1.08 g/cm3; (18)Flash Point: 139.4 °C; (19)Enthalpy of Vaporization: 56.21 kJ/mol; (20)Boiling Point: 341.6 °C at 760 mmHg; (21)Vapour Pressure: 0.000158 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
People do not breathe dust and avoid contact with skin and eyes.

People can use the following data to convert to the molecule structure.
1.SMILES: O(c1ccccc1)CCOc2ccccc2
2.InChI: InChI=1/C14H14O2/c1-3-7-13(8-4-1)15-11-12-16-14-9-5-2-6-10-14/h1-10H,11-12H2 
3.InChIKey: XCSGHNKDXGYELG-UHFFFAOYAH
4.Std. InChI: InChI=1S/C14H14O2/c1-3-7-13(8-4-1)15-11-12-16-14-9-5-2-6-10-14/h1-10H,11-12H2.

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