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Bis[2-(2-hydroxyethoxy)ethyl] ether, also known as Tetraethylene glycol, is a colorless to straw-colored liquid with a mild odor. It is a high-boiling, clear liquid of low volatility and is hygroscopic. It is completely miscible with water and a wide variety of organic solvents, but insoluble in benzene, toluene, or gasoline. Tetraethylene glycol is combustible and has a very slight affinity for certain aliphatic hydrocarbons.

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  • 112-60-7 Structure
  • Basic information

    1. Product Name: Bis[2-(2-hydroxyethoxy)ethyl] ether
    2. Synonyms: 2,2'-Oxydiethylenedixoydiethanol;Bis[2-(2-hydroxyethoxy)ethyl] ether, Tetra(ethylene glycol), Tetraglycol;2,2'-[Oxybis(2,1-ethanediyloxy)]diethanol;Tetraethylene glycol,Bis[2-(2-hydroxyethoxy)ethyl] ether, Tetra(ethylene glycol), Tetraglycol;Tetraethylene glycol, 99.5%;Tetraethylene glycol, 99.5% 1LT;Tetraethylene glycol, 99.5% 2.5LT;TETRAETHYLENE GLYCOL FOR SYNTHESIS
    3. CAS NO:112-60-7
    4. Molecular Formula: C8H18O5
    5. Molecular Weight: 194.23
    6. EINECS: 203-989-9
    7. Product Categories: Ethylene Glycols & Monofunctional Ethylene Glycols;Materials Science;Poly(ethylene glycol) and Oligo(ethylene glycol);Poly(ethylene glycol) and Poly(ethylene oxide);Polymer Science;Polymers;Ethylene Glycols
    8. Mol File: 112-60-7.mol
  • Chemical Properties

    1. Melting Point: -5.6 °C(lit.)
    2. Boiling Point: 314 °C(lit.)
    3. Flash Point: 400 °F
    4. Appearance: Clear slightly yellow/Liquid
    5. Density: 1.125 g/mL at 25 °C(lit.)
    6. Vapor Density: 6.7 (vs air)
    7. Vapor Pressure: <0.01 mm Hg
    8. Refractive Index: n20/D 1.459(lit.)
    9. Storage Temp.: Store below +30°C.
    10. Solubility: 1000g/l
    11. PKA: 14.06±0.10(Predicted)
    12. Explosive Limit: 0.5-3.4%(V)
    13. Water Solubility: soluble
    14. Stability: Stable. Incompatible with strong oxidizing agents, strong bases.
    15. BRN: 1634320
    16. CAS DataBase Reference: Bis[2-(2-hydroxyethoxy)ethyl] ether(CAS DataBase Reference)
    17. NIST Chemistry Reference: Bis[2-(2-hydroxyethoxy)ethyl] ether(112-60-7)
    18. EPA Substance Registry System: Bis[2-(2-hydroxyethoxy)ethyl] ether(112-60-7)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: 36/37/38
    3. Safety Statements: 24/25
    4. WGK Germany: 2
    5. RTECS: XC2100000
    6. TSCA: Yes
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 112-60-7(Hazardous Substances Data)

112-60-7 Usage

Uses

Used in Coatings and Lacquers Industry:
Bis[2-(2-hydroxyethoxy)ethyl] ether is used as a solvent for nitrocellulose, a plasticizer, and in lacquers and coating compositions. It serves as a coupling agent for blending water-soluble and water-insoluble compounds in formulations such as lubricants, glues, cork, and textile products.
Used in Chemical Synthesis:
Tetraethylene glycol is used as a chemical intermediate and acts as a solvent for the manufacturing of inks and dyes. It is also used in the synthesis of tetraethylene glycol methacrylate monomer.
Used in Gas Industry:
Bis[2-(2-hydroxyethoxy)ethyl] ether is employed as a natural gas desiccant, helping to remove moisture from natural gas during the production and distribution process.
Used in Hydraulic Fluids:
Tetraethylene glycol is used in the formulation of hydraulic fluids, providing lubrication and reducing friction in hydraulic systems.

Production Methods

Tetraethylene glycol is prepared commercially by adding ethylene oxide to ethylene glycol, diethylene glycol, or water in the presence of a suitable catalyst.

Air & Water Reactions

Water soluble.

Reactivity Profile

Bis[2-(2-hydroxyethoxy)ethyl] ether is a ether-alcohol derivative. The ether being relatively unreactive. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert alcohols to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides. May attack some forms of plastics [USCG, 1999].

Health Hazard

Compound is nonirritating. No symptoms observed by any exposure route.

Flammability and Explosibility

Nonflammable

Safety Profile

Mildly toxic by ingestion. A sktn and eye irritant. Combustible when exposed to heat or flame; can react with oxidzing materials. To fight fire, use alcohol foam, water, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.

Check Digit Verification of cas no

The CAS Registry Mumber 112-60-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 2 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 112-60:
(5*1)+(4*1)+(3*2)+(2*6)+(1*0)=27
27 % 10 = 7
So 112-60-7 is a valid CAS Registry Number.
InChI:InChI=1/C8H18O5/c9-1-3-11-5-7-13-8-6-12-4-2-10/h9-10H,1-8H2

112-60-7 Well-known Company Product Price

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  • Detail
  • Alfa Aesar

  • (B23880)  Tetraethylene glycol, 99%   

  • 112-60-7

  • 250ml

  • 170.0CNY

  • Detail
  • Alfa Aesar

  • (B23880)  Tetraethylene glycol, 99%   

  • 112-60-7

  • 500ml

  • 253.0CNY

  • Detail
  • Alfa Aesar

  • (B23880)  Tetraethylene glycol, 99%   

  • 112-60-7

  • 2500ml

  • 942.0CNY

  • Detail

112-60-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name tetraethylene glycol

1.2 Other means of identification

Product number -
Other names 2,2'-((Oxybis(ethane-2,1-diyl))bis(oxy))diethanol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Solvents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:112-60-7 SDS

112-60-7Synthetic route

ethylene glycol
107-21-1

ethylene glycol

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

Tetraethylene glycol
112-60-7

Tetraethylene glycol

Conditions
ConditionsYield
With sodium hydroxide In dimethyl sulfoxide at 90℃; for 9h;32%
With sodium
oxirane
75-21-8

oxirane

ethylene glycol
107-21-1

ethylene glycol

Tetraethylene glycol
112-60-7

Tetraethylene glycol

Conditions
ConditionsYield
at 210℃; under 36775.4 Torr;
oxirane
75-21-8

oxirane

ethylene glycol
107-21-1

ethylene glycol

A

Tetraethylene glycol
112-60-7

Tetraethylene glycol

B

diethylene glycol
111-46-6

diethylene glycol

C

2,2'-[1,2-ethanediylbis(oxy)]bisethanol
112-27-6

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

Conditions
ConditionsYield
at 130 - 210℃; unter Druck, 1 Mol Aethylenoxyd;
oxirane
75-21-8

oxirane

diethylene glycol
111-46-6

diethylene glycol

A

Tetraethylene glycol
112-60-7

Tetraethylene glycol

B

Pentaethylene glycol
4792-15-8

Pentaethylene glycol

C

2,2'-[1,2-ethanediylbis(oxy)]bisethanol
112-27-6

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

oxirane
75-21-8

oxirane

2,2'-[1,2-ethanediylbis(oxy)]bisethanol
112-27-6

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

Tetraethylene glycol
112-60-7

Tetraethylene glycol

Conditions
ConditionsYield
unter Druck;
oxirane
75-21-8

oxirane

Tetraethylene glycol
112-60-7

Tetraethylene glycol

Conditions
ConditionsYield
With acetic acid Verseifung das entstehenden Diacetat des Tetraaethylenglykols mit Baryt;
ethylene glycol
107-21-1

ethylene glycol

ethylene dibromide
106-93-4

ethylene dibromide

Tetraethylene glycol
112-60-7

Tetraethylene glycol

Conditions
ConditionsYield
at 115 - 120℃;
ethylene glycol
107-21-1

ethylene glycol

ethylene dibromide
106-93-4

ethylene dibromide

A

Tetraethylene glycol
112-60-7

Tetraethylene glycol

B

Pentaethylene glycol
4792-15-8

Pentaethylene glycol

C

diethylene glycol
111-46-6

diethylene glycol

D

2,2'-[1,2-ethanediylbis(oxy)]bisethanol
112-27-6

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

Conditions
ConditionsYield
at 115 - 120℃; Produkt5: Hexaaethylenglykol;
3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

Tetraethylene glycol
112-60-7

Tetraethylene glycol

Conditions
ConditionsYield
at 65℃;
2-methyl-14-crown-5
68375-97-3

2-methyl-14-crown-5

A

Tetraethylene glycol
112-60-7

Tetraethylene glycol

B

acetaldehyde
75-07-0

acetaldehyde

Conditions
ConditionsYield
With water; hydrogenchloride In 1,4-dioxane Rate constant; Equilibrium constant; Ambient temperature; effect of alkali and alkaline earth metal chlorides and concentrations of HCl;
2,2-diphenyl-1,3,6,9,12-pentaoxacyclotetradecane
81194-61-8

2,2-diphenyl-1,3,6,9,12-pentaoxacyclotetradecane

Tetraethylene glycol
112-60-7

Tetraethylene glycol

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane; water at 30℃; Rate constant; Kinetics; Thermodynamic data; ΔH(excit.), ΔS(excit.), var. temp.;
ethylene glycol
107-21-1

ethylene glycol

1,2-bis(2-chloroethoxy)ethane
112-26-5

1,2-bis(2-chloroethoxy)ethane

A

Tetraethylene glycol
112-60-7

Tetraethylene glycol

B

Pentaethylene glycol
4792-15-8

Pentaethylene glycol

Conditions
ConditionsYield
With potassium hydroxide at 140℃; for 120h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
C8H18O5*Li(1+)

C8H18O5*Li(1+)

A

Tetraethylene glycol
112-60-7

Tetraethylene glycol

B

lithium cation

lithium cation

Conditions
ConditionsYield
In acetonitrile at 25℃; Rate constant; Equilibrium constant; different concentrations;
iodine
7553-56-2

iodine

diethylene glycol
111-46-6

diethylene glycol

A

Tetraethylene glycol
112-60-7

Tetraethylene glycol

B

Pentaethylene glycol
4792-15-8

Pentaethylene glycol

C

2,2'-[1,2-ethanediylbis(oxy)]bisethanol
112-27-6

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

Conditions
ConditionsYield
at 190℃;
ethylene glycol
107-21-1

ethylene glycol

A

Tetraethylene glycol
112-60-7

Tetraethylene glycol

B

diethylene glycol, triethylene glycol

diethylene glycol, triethylene glycol

Conditions
ConditionsYield
With sulfuric acid
oxirane
75-21-8

oxirane

ethylene glycol
107-21-1

ethylene glycol

A

Tetraethylene glycol
112-60-7

Tetraethylene glycol

B

diethylene glycol, triethylene glycol

diethylene glycol, triethylene glycol

Conditions
ConditionsYield
With sulfuric acid at 90℃;
diethylene glycol
111-46-6

diethylene glycol

A

Tetraethylene glycol
112-60-7

Tetraethylene glycol

B

triethylene glycol, pentaethylene glycol

triethylene glycol, pentaethylene glycol

Conditions
ConditionsYield
With iodine at 190℃;
oxirane
75-21-8

oxirane

diethylene glycol
111-46-6

diethylene glycol

A

Tetraethylene glycol
112-60-7

Tetraethylene glycol

B

triethylene glycol, pentaethylene glycol

triethylene glycol, pentaethylene glycol

debacarb
62732-91-6

debacarb

ethoxyethoxyethanol
111-90-0

ethoxyethoxyethanol

Tetraethylene glycol
112-60-7

Tetraethylene glycol

pentaethylene glycol
2615-15-8

pentaethylene glycol

A

formic acid
64-18-6

formic acid

B

Tetraethylene glycol
112-60-7

Tetraethylene glycol

C

Pentaethylene glycol
4792-15-8

Pentaethylene glycol

D

ethylene glycol
107-21-1

ethylene glycol

E

acetic acid
64-19-7

acetic acid

F

diethylene glycol
111-46-6

diethylene glycol

G

2,2'-[1,2-ethanediylbis(oxy)]bisethanol
112-27-6

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

Conditions
ConditionsYield
With titanium(IV) oxide In water for 24h; Concentration; UV-irradiation;
Tetraethylene glycol
112-60-7

Tetraethylene glycol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

tetraethylene glycol di(p-toluenesulfonate)
37860-51-8

tetraethylene glycol di(p-toluenesulfonate)

Conditions
ConditionsYield
With potassium hydroxide In dichloromethane at 0℃; for 3h;100%
With potassium hydroxide In tetrahydrofuran; water at 0 - 20℃; for 3h;100%
With potassium hydroxide In dichloromethane at 0℃; for 3h;100%
Tetraethylene glycol
112-60-7

Tetraethylene glycol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

p-toluenesulfonic acid 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl ester
77544-60-6

p-toluenesulfonic acid 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;100%
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;100%
Stage #1: Tetraethylene glycol With sodium hydroxide In tetrahydrofuran at 0℃; for 0.25h;
Stage #2: p-toluenesulfonyl chloride In tetrahydrofuran at 0℃; for 4h;
100%
Tetraethylene glycol
112-60-7

Tetraethylene glycol

trityl chloride
76-83-5

trityl chloride

1,1,1-triphenyl-2,5,8,11-tetraoxatridecan-13-ol
125274-16-0

1,1,1-triphenyl-2,5,8,11-tetraoxatridecan-13-ol

Conditions
ConditionsYield
With pyridine at 45℃;100%
With pyridine at 45℃; for 16h; Etherification;99%
With pyridine at 50℃; for 1h;89%
Tetraethylene glycol
112-60-7

Tetraethylene glycol

isonicotinoyl chloride hydrochloride
39178-35-3

isonicotinoyl chloride hydrochloride

4-pyridinecarboxylic acid tetraethylene glycol diester
131366-91-1

4-pyridinecarboxylic acid tetraethylene glycol diester

Conditions
ConditionsYield
With triethylamine In dichloromethane for 4h; Condensation; Heating;100%
Tetraethylene glycol
112-60-7

Tetraethylene glycol

1-(bromomethyl)-4-(dodecyloxy)benzene
123436-89-5

1-(bromomethyl)-4-(dodecyloxy)benzene

13-[4-(dodecyloxy)phenyl]-3,6,9,12-tetraoxatridecan-1-ol
1004269-50-4

13-[4-(dodecyloxy)phenyl]-3,6,9,12-tetraoxatridecan-1-ol

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran for 4h; Heating;100%
Tetraethylene glycol
112-60-7

Tetraethylene glycol

(+)-(S)-6-Fluoro-3-methyl-4-(3-methyl-2-butenyl)-9-nitro-2,3,4,5-tetrahydro-1H-<1,4>benzodiazepine
137332-64-0

(+)-(S)-6-Fluoro-3-methyl-4-(3-methyl-2-butenyl)-9-nitro-2,3,4,5-tetrahydro-1H-<1,4>benzodiazepine

(+)-(S)-6-(tetraethylene glycol)-3-methyl-4-(3-methyl-2-butenyl)-9-nitro-2,3,4,5-tetrahydro-1H-[1,4]benzodiazepine
1425581-41-4

(+)-(S)-6-(tetraethylene glycol)-3-methyl-4-(3-methyl-2-butenyl)-9-nitro-2,3,4,5-tetrahydro-1H-[1,4]benzodiazepine

Conditions
ConditionsYield
With potassium carbonate at 80℃; for 7h; Inert atmosphere;100%
Tetraethylene glycol
112-60-7

Tetraethylene glycol

Lithocholic acid
434-13-9

Lithocholic acid

2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)ethyl (R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-Hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)ethyl (R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-Hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

Conditions
ConditionsYield
With hydrogenchloride at 55℃; for 20h; pH=3; Inert atmosphere;100%
Tetraethylene glycol
112-60-7

Tetraethylene glycol

2-(2-methacryloyloxyethyloxy)ethyl isocyanate
107023-60-9

2-(2-methacryloyloxyethyloxy)ethyl isocyanate

19-hydroxy-7-oxo-3,8,11,14,17-pentaoxa-6-azanonadecyl methacrylate

19-hydroxy-7-oxo-3,8,11,14,17-pentaoxa-6-azanonadecyl methacrylate

Conditions
ConditionsYield
With dibutyltin dilaurate; 4-methoxy-phenol In diethyl ether at 40℃; for 12h; Flow reactor;99.7%
With dibutyltin dilaurate; 4-methoxy-phenol In tetrahydrofuran at 75℃; for 5h;
Tetraethylene glycol
112-60-7

Tetraethylene glycol

2-Isocyanatoethyl methacrylate
30674-80-7

2-Isocyanatoethyl methacrylate

16-hydroxy-4-oxo-5,8,11,14-tetraoxa-3-azahexadecyl methacrylate

16-hydroxy-4-oxo-5,8,11,14-tetraoxa-3-azahexadecyl methacrylate

Conditions
ConditionsYield
With dibutyltin dilaurate; 4-methoxy-phenol In diethyl ether at 40℃; for 12h; Solvent; Flow reactor;99.5%
With dibutyltin dilaurate; 4-methoxy-phenol In tetrahydrofuran at 75℃; for 5h;
Tetraethylene glycol
112-60-7

Tetraethylene glycol

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

((oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) dimethanesulfonate
55400-73-2

((oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) dimethanesulfonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 10.75h;99%
With triethylamine In dichloromethane at 20℃; for 24h;98%
With triethylamine In dichloromethane at -5 - 20℃;98%
Tetraethylene glycol
112-60-7

Tetraethylene glycol

acrylonitrile
107-13-1

acrylonitrile

4,7,10,13,16-pentaoxanonadecane-1,14-dinitrile
41263-79-0

4,7,10,13,16-pentaoxanonadecane-1,14-dinitrile

Conditions
ConditionsYield
With potassium hydroxide for 1.5h; Michael addition; Cooling with ice;99%
With potassium hydroxide In tetrahydrofuran at 20℃; for 1.5h; Michael Addition;99%
Tetraethylene glycol
112-60-7

Tetraethylene glycol

cis-1,2,3,6-tetrahydrophthalic anhydride
935-79-5

cis-1,2,3,6-tetrahydrophthalic anhydride

C24H34O11
888485-48-1

C24H34O11

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 9h;99%
With base at 0 - 20℃; for 9h;
1,2,5,6-tetrahydrobenzoic acid
4771-80-6

1,2,5,6-tetrahydrobenzoic acid

Tetraethylene glycol
112-60-7

Tetraethylene glycol

C22H34O7

C22H34O7

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene Dean-Stark; Large scale;99%
Tetraethylene glycol
112-60-7

Tetraethylene glycol

benzoic acid anhydride
93-97-0

benzoic acid anhydride

1,2-ethanediol, dibenzoate
94-49-5

1,2-ethanediol, dibenzoate

Conditions
ConditionsYield
With proton-exchanged montmorillonite In neat (no solvent) at 100℃; for 5h; Reagent/catalyst; Time;99%
Tetraethylene glycol
112-60-7

Tetraethylene glycol

4-(bromomethyl)benzophenone
32752-54-8

4-(bromomethyl)benzophenone

(4-(13-hydroxy-2,5,8,11-tetraoxatridecyl)phenyl)(phenyl)methanone
244254-30-6

(4-(13-hydroxy-2,5,8,11-tetraoxatridecyl)phenyl)(phenyl)methanone

Conditions
ConditionsYield
Stage #1: Tetraethylene glycol With sodium hydride In tetrahydrofuran at 4 - 20℃; for 1h;
Stage #2: 4-(bromomethyl)benzophenone In tetrahydrofuran at 20℃; for 16h;
98.8%
Stage #1: Tetraethylene glycol With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere;
Stage #2: 4-(bromomethyl)benzophenone In tetrahydrofuran at 0 - 20℃;
65%
1,4-bis(bromomethyl)benzene
623-24-5

1,4-bis(bromomethyl)benzene

Tetraethylene glycol
112-60-7

Tetraethylene glycol

1,4-bis(13-hydroxy-2,5,8,11-tetraoxatridecyl)benzene
168211-62-9

1,4-bis(13-hydroxy-2,5,8,11-tetraoxatridecyl)benzene

Conditions
ConditionsYield
With sodium Williamson etherification;98%
With sodium hydride at 40℃; for 48h;71%
With potassium carbonate In acetone for 15h; Heating;53%
With sodium 1.) 50 deg C; 2.) 60 deg C, 18 h; Yield given. Multistep reaction;
Tetraethylene glycol
112-60-7

Tetraethylene glycol

propargyl bromide
106-96-7

propargyl bromide

1,11-bis(2-propyn-1-oxy)-3,6,9-trioxaundecane
159428-42-9

1,11-bis(2-propyn-1-oxy)-3,6,9-trioxaundecane

Conditions
ConditionsYield
With tetrabutylammomium bromide; water; sodium hydroxide In toluene at 45 - 60℃; for 7h; Inert atmosphere;98%
Stage #1: Tetraethylene glycol With sodium hydride In tetrahydrofuran; mineral oil for 1h; Inert atmosphere;
Stage #2: propargyl bromide In tetrahydrofuran; mineral oil at 23℃; for 48h; Inert atmosphere;
94%
Stage #1: Tetraethylene glycol With sodium hydride In tetrahydrofuran; hexane at -78℃; for 0.5h;
Stage #2: propargyl bromide In tetrahydrofuran; hexane at -78 - 20℃; for 6h;
79%
Tetraethylene glycol
112-60-7

Tetraethylene glycol

1,11-bis(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)-3,6,9-trioxaundecane-1,11-dione
577794-93-5

1,11-bis(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)-3,6,9-trioxaundecane-1,11-dione

1,4,7,10,1,18,21,24-octaoxacyclooctacosane-14,16,26,28-tetraone

1,4,7,10,1,18,21,24-octaoxacyclooctacosane-14,16,26,28-tetraone

Conditions
ConditionsYield
In chlorobenzene Heating;98%
1-Adamantyl bromide
768-90-1

1-Adamantyl bromide

Tetraethylene glycol
112-60-7

Tetraethylene glycol

2-(2-(2-(2-(((3s,5s,7s)-adamantan-1-yl)oxy)ethoxy)ethoxy)ethoxy)ethan-1-ol

2-(2-(2-(2-(((3s,5s,7s)-adamantan-1-yl)oxy)ethoxy)ethoxy)ethoxy)ethan-1-ol

Conditions
ConditionsYield
With triethylamine at 180℃; for 23h;98%
With triethylamine93%
With triethylamine In dichloromethane at 180℃;91%
Tetraethylene glycol
112-60-7

Tetraethylene glycol

1,2-Cyclohexanedicarboxylic acid-anhydride
85-42-7

1,2-Cyclohexanedicarboxylic acid-anhydride

C24H38O11

C24H38O11

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 9h;98%
Tetraethylene glycol
112-60-7

Tetraethylene glycol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

((oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl)bis(4-methylbenzenesulfonate)

((oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl)bis(4-methylbenzenesulfonate)

Conditions
ConditionsYield
With potassium hydroxide In dichloromethane at 0 - 20℃; for 3h;98%
Tetraethylene glycol
112-60-7

Tetraethylene glycol

C7H4FNO4S

C7H4FNO4S

13-(N-4-fluorophenoxysulfonylamino)-13-oxo-3,6,9,12-tetraoxatridec-1-yl-N-(4-fluorophenoxysulfonyl)carbamate

13-(N-4-fluorophenoxysulfonylamino)-13-oxo-3,6,9,12-tetraoxatridec-1-yl-N-(4-fluorophenoxysulfonyl)carbamate

Conditions
ConditionsYield
at 20℃; for 0.5h;97%
Tetraethylene glycol
112-60-7

Tetraethylene glycol

2-[2-[2-[2-aminoethoxy]ethoxy]ethoxy]ethylamine
929-75-9

2-[2-[2-[2-aminoethoxy]ethoxy]ethoxy]ethylamine

Conditions
ConditionsYield
With (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); ammonia; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In tert-Amyl alcohol at 140℃; for 20h; Inert atmosphere; Cooling;97%
Multi-step reaction with 3 steps
1: 44 percent / PBr3, pyridine
2: 66 percent / dimethylformamide
3: 48 percent / 1) hydrazine hydrate, 2) 6N aq. HCl / Heating
View Scheme
Multi-step reaction with 3 steps
1: 85 percent / Ph3P, CBr4 / acetonitrile / 18 h / 40 °C
2: 93 percent / NaN3 / dimethylformamide / 100 h / 100 °C
3: 93 percent / H2 / Pd/BaSO4 / ethanol; H2O / 30 h / 760 Torr
View Scheme
Tetraethylene glycol
112-60-7

Tetraethylene glycol

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

p-toluenesulfonic acid 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl ester
77544-60-6

p-toluenesulfonic acid 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl ester

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; water at 0 - 20℃; for 4h;97%
With pyridine In dichloromethane at 25℃; for 20h;81%
With pyridine at 20℃; for 6h;30%
1-Adamantyl bromide
768-90-1

1-Adamantyl bromide

Tetraethylene glycol
112-60-7

Tetraethylene glycol

C18H32O5

C18H32O5

Conditions
ConditionsYield
With triethylamine at 180℃; for 18h;97%
Tetraethylene glycol
112-60-7

Tetraethylene glycol

ethyl acetate
141-78-6

ethyl acetate

bis-[2-(2-acetoxy-ethoxy)-ethyl]-ether
22790-12-1

bis-[2-(2-acetoxy-ethoxy)-ethyl]-ether

Conditions
ConditionsYield
With C16H25N3O2S for 36h; Molecular sieve; Reflux;97%
With C16H25N3O2S for 36h; Reflux; Molecular sieve;97%
3-Bromomethylthiophene
34846-44-1

3-Bromomethylthiophene

Tetraethylene glycol
112-60-7

Tetraethylene glycol

1,15-di(thiophen-3-Yl)-2,5,8,11,14-pentaoxapentadecane

1,15-di(thiophen-3-Yl)-2,5,8,11,14-pentaoxapentadecane

Conditions
ConditionsYield
With sodium hydride; potassium iodide In tetrahydrofuran at 50℃; for 11h; Williamson Ether Synthesis; Cooling with ice; Inert atmosphere;96%
With sodium hydride In tetrahydrofuran Heating;57%
With sodium hydride; potassium iodide In tetrahydrofuran Reflux;
Tetraethylene glycol
112-60-7

Tetraethylene glycol

7-chloromethylhinokitiol
173280-04-1, 738599-63-8

7-chloromethylhinokitiol

2-Hydroxy-7-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxymethyl)-4-isopropyl-cyclohepta-2,4,6-trienone

2-Hydroxy-7-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxymethyl)-4-isopropyl-cyclohepta-2,4,6-trienone

Conditions
ConditionsYield
With sodium hydrogencarbonate In dichloromethane Ambient temperature;96%
Tetraethylene glycol
112-60-7

Tetraethylene glycol

(E)-3-hexene-1,6-dioic acid
29311-53-3

(E)-3-hexene-1,6-dioic acid

poly(tetraethylene glycol hydromuconoate), polycondensation, Mn = 5600 g/mol (GPC), PDI = 1.8 (GPC); monomer(s): trans-β-hydromuconic acid; tetraethylene glycol

poly(tetraethylene glycol hydromuconoate), polycondensation, Mn = 5600 g/mol (GPC), PDI = 1.8 (GPC); monomer(s): trans-β-hydromuconic acid; tetraethylene glycol

Conditions
ConditionsYield
stannous octoate under 20 Torr; for 24h;96%
Tetraethylene glycol
112-60-7

Tetraethylene glycol

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

1-phenyl-2,5,8,11-tetraoxatridecan-13-yl methanesulfonate
477781-69-4

1-phenyl-2,5,8,11-tetraoxatridecan-13-yl methanesulfonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at -30 - 0℃; for 3h;96%

112-60-7Relevant articles and documents

Photocatalytic Degradation of Hexaethylene Glycol

Simangoye Ngobissi, Drocilia Ednah,Soufi, Jihène,Vanoye, Laurent,Richard, Dominique

, p. 1608 - 1614 (2017/08/29)

Abstract: Polyethylene glycol (PEG) photodegradation was studied in water under UV irradiation in the presence of catalytic amount of TiO2 using hexaethylene glycol as a model compound. Full conversion was achieved in 7 h with an average quantum yield around 1%. Formic acid was found to be the main intermediate and was slower to oxidize into CO2 (traces remains after 24 h). The other intermediates [lower PEG, oxidized PEG (formates, aldehydes and acids, acetic acid)] of the photodegradation have also been identified and quantified. A mechanism based on previous literature but also taking into account these new observations is proposed. Graphical Abstract: [Figure not available: see fulltext.].

Lipid carrier

-

, (2008/06/13)

The invention refers to a lipid carrier composition for controlled release of a bioactive substance, which comprises at least one triglyceride oil, and at least one polar lipid selected from the group consisting of phosphatidylethanolamine and monohexosylceramide, and ethanol, which is characterised in that the carrier composition has the ability to form a cohesive structure, which structure is retained in an aqueous environment. The invention also refers to a pharmaceutical composition consisting of said lipid carrier and a bioactive substance dissolved or dispersed in the carrier, preferably an injectable composition.

Valency platform molecules comprising carbamate linkages

-

, (2008/06/13)

This invention pertains generally to valency molecules, such as valency platform molecules which act as scaffolds to which one or more molecules may be covalently tethered to form a conjugate. More particularly, the present invention pertains to valency platform molecules which comprise a carbamate linkage (i.e., —O—C(=O)—N). In one aspect, the present invention pertains to valency platforms comprising carbamate linkages, which molecules have the structure of any one of Formulae I, II, or III, shown in FIG. 1. In one aspect, the present invention pertains to valency platforms comprising carbamate linkages, which molecules have the structure of any one of Formulae IV, V, or VI, shown in FIG. 8. The present invention also pertains to methods of preparing such valency platform molecules, conjugates comprising such valency platform molecules, and methods of preparing such conjugates.

Permeable, non-irritating prodrugs of nonsteroidal and steroidal agents

-

, (2008/06/13)

Prodrugs containing an active drug molecule linked to a polyethylene glycol group, and a method of use thereof are described. Exemplary soluble ester prodrugs contain naproxen, triamcinolone acetonide, gancyclovir, taxol, cyclosporin, dideoxyinosine, trihydroxy steroids, and flurbiprofen molecules linked to polyethylene glycol (PEG) groups. Pharmaceutical compositions containing these prodrugs, and a method of using these esters for treating disease states or symptoms are also described.

Method for blood coagulation on hard tissues

-

, (2008/06/13)

A method of using resorbable waxes for coagulation of blood on endogenous hard tissue, especially bone, which waxes consist of waxy polyester-oligomers of hydroxybarboxylic acids which are viscous to solid at body temperature. On the basis of their structure, these waxes are degradable by endogenous metabolic mechanism, wherein the rate of degradation can be adjusted.

Relaxation Kinetics and Infrared Spectra of the Complexation of Lithium Ion by Triethylene Glycol and by Tetraethylene Glycol in Acetonitrile

Cobranchi, Daryl P.,Garland, Ben A.,Masiker, Marilyn C.,Eyring, Edward M.,Firman, Paul,Petrucci, Sergio

, p. 5856 - 5865 (2007/10/02)

Ultrasonic absorption relaxation spectra are reported covering the frequency range ca. 1-500 MHz for the complexation of LiClO4 by the open-chain polyethers triethylene glycol (EG3) and tetraethylene glycol (EG4) in acetonitrile at 25 deg C and at a molar ratio R = / or R = / = 1.The ultrasonic spectra can be described by the sum of two Debye relaxation processes which were interpreted according to the Eigen-Winkler mechanism Li+ + EG Li+...EG Li+EG (Li+EG) (where EG denotes either EG3 or EG4), giving the rateconstants k1, k-1, k2, and k-2.The first step is taken to be a preequilibrium step for which K0 is calculated from classical statistical theory.The rate constants are compared with those of the corresponding process involving triglyme and poly(ethylene oxide) (PEO) previously reported.Infrared data for the 3800-3200-cm-1 region show a shift of 70 cm-1 to lower energy, indicating a strong interaction between the ethanolic oxygen of EG3 and the Li+ ion.

Production of polyalkylene glycol ethers

-

, (2008/06/13)

Mono-alkyl or alkylene ethers of polyalkylene glycols are produced by reacting them with an aldehyde to form an adduct and hydrogenating the adduct.

The Influence of Cation Binding on the Kinetics of the Hydrolysis of Crown Ether Acetals

Baker, David S.,Gold, Victor,Sghibartz, Cristian M.

, p. 1121 - 1128 (2007/10/02)

The rate of hydrogen ion-catalysed hydrolysis of crown ether acetals in 60:40 (v/v) dioxan-water is found to be strongly decreased by the addition of alkali and alkaline earth metal chlorides having cations of appropriate size to be complexed by the substrate ring.The compounds studied are the monoacetals CH3CH(OCH2CH2)xO with x=1-8.The dependence of the initial rate of formation of acetaldehyde on metal-ion concentration is expressed in terms of (i) the equilibrium constant for complex formation, (ii) the influence of the bound cation on the rate constant, and (iii) an electrolyte effect.A curve-fitting procedure is used to derive the parameters governing the first two of these effects.The equilibrium constants are large and cannot be evaluated with any precision, but a fair estimate of the influence of the guest cation on the rate can be obtained.This effect is explicable by the electrostatic repulsion between the cationic charges of the metal ion and the proton added to the acetal in the first step of the hydrolysis.The size of the effect requires the values of the effective relative permittivity of the space between the charges to be close to that of the bulk solvent.

The Synthesis of Adrenaline Crown Ethers

Fenton, David E.,Parkin, Donald,Newton, Roger F.

, p. 449 - 454 (2007/10/02)

The syntheses of adrenaline-15-crown-5 and adrenaline-18-crown-6 starting from acetovanillone are reported, together with the properties of these compounds.Alkali and alkaline-earth metal complexes of these ligands have been prepared.A method of separating crown ethers based on their preferential complexation of barium is discussed.

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