Triethylene glycol supplier

Name
2,2'-(Ethylenedioxy)diethanol
EINECS 203-953-2
CAS No. 112-27-6
Article Data33
CAS DataBase
Density 1.124 g/cm³
Solubility 50 mg/mL at 20 °C in water
Melting Point -7 °C
Formula C₆H₁₄O₄
Boiling Point 288 °C at 760 mmHg
Molecular Weight 150.175
Flash Point 165.6 °C
Transport Information
Appearance clear liquid
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms NSC 60758;TEG;TEG(glycol);Trigen;Triglycol;Trigol;Triethyleneglycol (8CI);1,2-Bis(2-hydroxyethoxy)ethane;1,2-Di(b-hydroxyethoxy)ethane;1,8-Dihydroxy-3,6-dioxaoctane;2,2'-Ethylenedioxydiethanol;2-[2-(2-Hydroxyethoxy)ethoxy]ethanol;3,6-Dioxaoctane-1,8-diol;Glycol bis(hydroxyethyl) ether;Triethylene glycol;
PSA 58.92000
LogP -0.99580

Synthetic route

: 1447497-19-9
methyl 2-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)-4-nitrobenzoate

A: 1447497-21-3
2-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)-4-nitrobenzoic acid

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

Conditions

Conditions	Yield
With methanol; water; sodium hydroxide for 2h; Reflux;	A 72% B n/a

: triethylene glycol bromide

: 1447497-17-7
2,5-dihydroxy-4-nitrobenzoic acid methyl ester

A: 1447497-20-2
2,5-bis(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)-4-nitrobenzoic acid

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

Conditions

Conditions	Yield
Stage #1: triethylene glycol bromide; methyl 2,5-dihydroxy-4-nitrobenzoate With potassium carbonate In acetone Inert atmosphere; Reflux; Stage #2: With methanol; water; sodium hydroxide for 2h; Reflux;	A 50% B n/a

...Expand

: 75-21-8
oxirane

: 107-21-1
ethylene glycol

A: 111-46-6
diethylene glycol

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

Conditions

Conditions	Yield
at 100℃;

...Expand

: 75-21-8
oxirane

: 107-21-1
ethylene glycol

A: 112-60-7
Tetraethylene glycol

B: 111-46-6
diethylene glycol

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

Conditions

Conditions	Yield
at 130 - 210℃; unter Druck, 1 Mol Aethylenoxyd;

...Expand

: 75-21-8
oxirane

: 107-21-1
ethylene glycol

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

Conditions

Conditions	Yield
at 100℃;
barium(II) oxide at 275℃; for 70h; Yield given;

: 75-21-8
oxirane

: 111-46-6
diethylene glycol

A: 112-60-7
Tetraethylene glycol

B: 4792-15-8
Pentaethylene glycol

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

...Expand

: 75-21-8
oxirane

A: 107-21-1
ethylene glycol

B: 111-46-6
diethylene glycol

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

Conditions

Conditions	Yield
at 180 - 200℃; Hydrolysis;
With water at 100℃; pH=6; Product distribution / selectivity; Multiclave;
With water; CR11:H+2 at 100℃; pH=5; Product distribution / selectivity; Multiclave;

...Expand

: 75-21-8
oxirane

A: 111-46-6
diethylene glycol

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

Conditions

Conditions	Yield
With water at 160 - 200℃; under 11032.6 - 14710.2 Torr;

: 107-21-1
ethylene glycol

: 106-93-4
ethylene dibromide

A: 112-60-7
Tetraethylene glycol

B: 4792-15-8
Pentaethylene glycol

C: 111-46-6
diethylene glycol

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

Conditions

Conditions	Yield
at 115 - 120℃; Produkt5: Hexaaethylenglykol;

...Expand

: 107-21-1
ethylene glycol

: 106-93-4
ethylene dibromide

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

Conditions

Conditions	Yield
at 115 - 120℃;

: 68375-96-2
2-methyl-11-crown-4

A: 75-07-0
acetaldehyde

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

Conditions

Conditions	Yield
With water; hydrogenchloride In 1,4-dioxane Rate constant; Equilibrium constant; Ambient temperature; effect of alkali and alkaline earth metal chlorides, concentrations of HCl and electrolyte;

: 77130-22-4
2,2-diphenyl-1,3,6,9-tetraoxacycloundecane

A: 119-61-9
benzophenone

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

Conditions

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

: 107-21-1
ethylene glycol

A: 123-91-1
1,4-dioxane

B: 111-46-6
diethylene glycol

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

Conditions

Conditions	Yield
With carbon monoxide; Λ(+)-tris(pentane-2,5-dionato)ruthenium at 200℃; under 112509 Torr;
With carbon monoxide; Λ(+)-tris(pentane-2,5-dionato)ruthenium at 200℃; under 112509 Torr; Product distribution;

...Expand

: C6H14O4*Li(1+)

A: lithium cation

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

Conditions

Conditions	Yield
In acetonitrile at 25℃; Rate constant; Equilibrium constant; different concentrations;

: 131543-46-9
Glyoxal

: 107-21-1
ethylene glycol

A: 123-91-1
1,4-dioxane

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

Conditions

Conditions	Yield
Multistep reaction;

...Expand

: 107-07-3
2-chloro-ethanol

aqueous NaOH-solution: aqueous NaOH-solution

A: 107-21-1
ethylene glycol

B: 111-46-6
diethylene glycol

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

...Expand

: 7553-56-2
iodine

: 111-46-6
diethylene glycol

A: 112-60-7
Tetraethylene glycol

B: 4792-15-8
Pentaethylene glycol

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

Conditions

Conditions	Yield
at 190℃;

...Expand

: 107-21-1
ethylene glycol

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

B diethylene glycol, tetraethylene glycol: diethylene glycol, tetraethylene glycol

Conditions

Conditions	Yield
With sulfuric acid

: 75-21-8
oxirane

: 107-21-1
ethylene glycol

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

B diethylene glycol, tetraethylene glycol: diethylene glycol, tetraethylene glycol

Conditions

Conditions	Yield
With sulfuric acid at 90℃;
at 210℃; unter Druck;

...Expand

: 111-46-6
diethylene glycol

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

B tetraethylene glycol, pentaethylene glycol: tetraethylene glycol, pentaethylene glycol

Conditions

Conditions	Yield
With iodine at 190℃;

: 75-21-8
oxirane

: 111-46-6
diethylene glycol

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

B tetraethylene glycol, pentaethylene glycol: tetraethylene glycol, pentaethylene glycol

Conditions

Conditions	Yield
at 193℃;

...Expand

: 146669-11-6
2-(2-{[(dimethoxytrityl)oxy]ethoxy}ethoxy)ethanol

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

Conditions

Conditions	Yield
With sodium periodate In acetone at 20℃; for 16h;

: 862072-76-2
bicyclo[2.2.1]hept-5-ene-2-carboxylic acid 2-[2-(2-{2-[2-(2-methoxyethoxy)ethoxy]acetoxy}ethoxy)ethoxy]ethyl ester

A: 16024-58-1
2-[2-(2-methoxyethoxy)etoxy]acetic acid

B: 27063-48-5, 34733-86-3, 37750-50-8, 117835-14-0, 143916-13-6
bicyclo[2.2.1]hept-2-ene-5-carbonyl chloride

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

Conditions

Conditions	Yield
With phosphate-buffered saline at 80℃; pH=7.4; Kinetics; Further Variations:; pH-values; Temperatures;

...Expand

: 75-21-8
oxirane

: 75-56-9, 16033-71-9
methyloxirane

A Reaxys ID: 15741318: Reaxys ID: 15741318

B: 107-21-1
ethylene glycol

C: 111-46-6
diethylene glycol

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

Conditions

Conditions	Yield
Stage #1: Pentaerythritol; methyloxirane With potassium hydroxide In water at 150℃; under 2250.23 - 3000.3 Torr; for 1.5h; Stage #2: oxirane at 150℃; under 2250.23 - 3000.3 Torr; for 2.5h; Stage #3: With acetic acid pH=~ 6; Product distribution / selectivity;

...Expand

: 75-21-8
oxirane

: 124-38-9
carbon dioxide

A: 96-49-1
[1,3]-dioxolan-2-one

B: 107-21-1
ethylene glycol

C: 111-46-6
diethylene glycol

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

Conditions

Conditions	Yield
With Polyglykol DME 500; water; potassium iodide at 200℃; for 2h; Product distribution / selectivity;

...Expand

: 2615-15-8
pentaethylene glycol

A: 64-18-6
formic acid

B: 112-60-7
Tetraethylene glycol

C: 4792-15-8
Pentaethylene glycol

D: 107-21-1
ethylene glycol

E: 64-19-7
acetic acid

F: 111-46-6
diethylene glycol

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

Conditions

Conditions	Yield
With titanium(IV) oxide In water for 24h; Concentration; UV-irradiation;

...Expand

: 76-83-5
trityl chloride

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

: 133699-09-9
10,10,10-triphenyl-3,6,9-trioxadecan-1-ol

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 24h; Inert atmosphere;	100%
With pyridine at 45℃; for 16h; Etherification;	99%
With pyridine at 45℃;	95%

: 98-59-9
p-toluenesulfonyl chloride

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

: 19249-03-7
triethylene glycol di-(p-toluenesulfonate)

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran for 24h;	100%
With potassium hydroxide In dichloromethane at 0℃; for 3h;	100%
Stage #1: 2,2'-[1,2-ethanediylbis(oxy)]bisethanol With sodium hydroxide In tetrahydrofuran; water at 0℃; for 1h; Stage #2: p-toluenesulfonyl chloride In tetrahydrofuran; water at 20℃;	100%

: 18162-48-6
tert-butyldimethylsilyl chloride

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

: 201037-95-8
2-(2-(2-(tert-butyl-dimethyl-silanyloxy)-ethoxy)-ethoxy)-ethanol

Conditions

Conditions	Yield
Stage #1: 2,2'-[1,2-ethanediylbis(oxy)]bisethanol With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 0.666667h; Stage #2: tert-butyldimethylsilyl chloride In tetrahydrofuran; mineral oil at 20℃; for 23h;	100%
With pyridine; dmap at 20℃;	84%
With dmap In dichloromethane at 0 - 20℃; for 4h;	80.2%

: 38869-93-1
D,L-4,5-Dihydro-3-isocyanato-(3H)-thiophen-2-on

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

: C11H19NO6S

Conditions

Conditions	Yield
With dibutyltin(II) dilaurate In ethyl acetate at 65℃; for 4h; Schlenk technique; Inert atmosphere;	100%

: ethyl 2-bromo-4-(4-(trifluoromethyl)phenyl)thiazole-5-carboxylate

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

: 2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)-4-(4-(trifluoromethyl)phenyl)thiazole-5-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 2,2'-[1,2-ethanediylbis(oxy)]bisethanol With sodium hydride In mineral oil at 0 - 20℃; for 0.166667h; Inert atmosphere; Stage #2: ethyl 2-bromo-4-(4-(trifluoromethyl)phenyl)thiazole-5-carboxylate In mineral oil at 60℃; for 5h; Inert atmosphere;	100%

: 886577-76-0
2-isocyanato-2-methylpropane-1,3-diyl diacrylate

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

: 2-(((2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)carbonyl)amino)-2-methylpropane-1,3-diyl diacrylate

Conditions

Conditions	Yield
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;

: 30674-80-7
2-Isocyanatoethyl methacrylate

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

: 13-hydroxy-4-oxo-5,8,11-trioxa-3-azatridecyl methacrylate

Conditions

Conditions	Yield
With dibutyltin dilaurate; 4-methoxy-phenol In diethyl ether at 40℃; for 12h; Flow reactor;	99.5%
With dibutyltin dilaurate; 4-methoxy-phenol In tetrahydrofuran at 75℃; for 5h;

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

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

: 16-hydroxy-7-oxo-3,8,11,14-tetraoxa-6-azahexadecyl methacrylate

Conditions

Conditions	Yield
With dibutyltin dilaurate; 4-methoxy-phenol In diethyl ether at 40℃; for 12h; Flow reactor;	99.3%
With dibutyltin dilaurate; 4-methoxy-phenol In tetrahydrofuran at 75℃; for 5h;

: 100-44-7
benzyl chloride

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

: 55489-58-2
triethylene glycol monobenzyl ether

Conditions

Conditions	Yield
Stage #1: 2,2'-[1,2-ethanediylbis(oxy)]bisethanol With tetrabutylammomium bromide; sodium hydride In tetrahydrofuran; mineral oil for 0.333333h; Stage #2: benzyl chloride In tetrahydrofuran; mineral oil for 24h; Reflux; Inert atmosphere;	99%
Stage #1: 2,2'-[1,2-ethanediylbis(oxy)]bisethanol With sodium hydroxide In water at 20℃; for 0.5h; Stage #2: benzyl chloride In water at 100℃; for 24h;	80.7%
With sodium hydroxide at 100℃; for 24h;	73%

: 98-59-9
p-toluenesulfonyl chloride

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

: 77544-68-4
8-tosyloxy-3,6-dioxaoctanol

Conditions

Conditions	Yield
at 0 - 20℃; Alkaline conditions;	99%
With sodium hydroxide	96%
With triethylamine In dichloromethane at 0 - 20℃; for 18h; Inert atmosphere;	96%

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

: 123-91-1
1,4-dioxane

Conditions

Conditions	Yield
With copper(ll) bromide at 175℃; for 6h; Inert atmosphere; Sealed tube;	99%
With Sulfate; zirconium(IV) oxide at 180℃; for 1.41667h; cyclodehydration;

: 814-68-6
acryloyl chloride

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

: 1680-21-3
2-propenoic acid 1,2 ethanediylbis(oxy-2,1-ethanediyl) ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 1h;	99%
Stage #1: 2,2'-[1,2-ethanediylbis(oxy)]bisethanol With triethylamine In dichloromethane at 0℃; Inert atmosphere; Stage #2: acryloyl chloride In dichloromethane at 0 - 20℃; for 1h; Inert atmosphere;	57%

: 56706-10-6
4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane

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

: 1036978-39-8
bis[tri(hydroxytriethyleneoxy)silylpropyl] disulfide

Conditions

Conditions	Yield
With sodium ethanolate In ethanol at 150℃; under 20 Torr; for 2h; Under reduced presure;	99%

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

: 618-51-9
3-Iodobenzoic acid

: C20H20I2O6

Conditions

Conditions	Yield
With dmap; diisopropyl-carbodiimide In dichloromethane	99%

: 150-76-5
4-methoxy-phenol

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

: 141788-62-7
1,10-bis(4-methoxyphenyl)-1,4,7,10-tetraoxaundecane

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In acetonitrile at 85℃; for 30h; Temperature; Time;	98.46%

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

: 352546-86-2
triethylene glycol bis(dichlorophosphate)

Conditions

Conditions	Yield
With trichlorophosphate In dichloromethane at 20℃;	98%
With trichlorophosphate

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

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

: 1,4,7,10,15,18,21-heptaoxacyclopentacosane-11,13,23,25-tetraone

Conditions

Conditions	Yield
In chlorobenzene Heating;	98%

: 623-42-7
butanoic acid methyl ester

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

: 26962-26-5
triethylene glycol di-n-butyrate

Conditions

Conditions	Yield
With potassium carbonate at 100 - 110℃;	98%

: 554-12-1
propanoic acid methyl ester

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

: 141-34-4
triethylene glycol dipropionate

Conditions

Conditions	Yield
With potassium carbonate at 90 - 95℃;	98%

: 105-54-4
butanoic acid ethyl ester

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

: 26962-26-5
triethylene glycol di-n-butyrate

Conditions

Conditions	Yield
With potassium carbonate at 115 - 140℃;	98%

: 624-24-8
methyl valerate

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

: 97766-66-0
triethylene glycol di-n-pentanoate

Conditions

Conditions	Yield
With potassium carbonate at 126 - 165℃; under 750.075 Torr;	98%

: 65-85-0
benzoic acid

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

: 120-56-9
triethylene glycol dibenzoate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid at 180 - 210℃;	97%
With H2SO4/TiO2-La2O3-solid acid catalyst In 5,5-dimethyl-1,3-cyclohexadiene at 185 - 190℃; for 11h;	92.6%
With toluene-4-sulfonic acid; xylene
With tin(IV) oxide In 5,5-dimethyl-1,3-cyclohexadiene at 180℃;

: 1115-15-7
divinyl sulfoxide

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

: C34H66O16S4

Conditions

Conditions	Yield
With sodium hydroxide at 65℃; for 5h;	97%

: 124-63-0
methanesulfonyl chloride

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

: 80322-82-3
triethyleneglycol dimesylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane	97%
Stage #1: 2,2'-[1,2-ethanediylbis(oxy)]bisethanol With triethylamine In dichloromethane at 0℃; for 0.166667h; Stage #2: methanesulfonyl chloride In dichloromethane at 20℃; for 12h;	92.9%
With triethylamine In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere;	86%

: 39148-58-8
4-benzoylbenzoyl chloride

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

: 1,8-Bis(4-benzoylbenzoyloxy)-3,6-dioxaoctane

Conditions

Conditions	Yield
With pyridine In dichloromethane Ambient temperature;	97%

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

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

: 888485-47-0
C22H30O10

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 9h;	97%

: 149-57-5
2-Ethylhexanoic acid

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

: 94-28-0
triethylene glycol bis(2-ethylhexanoate)

Conditions

Conditions	Yield
With titanium(IV) isopropylate at 220℃; under 225.023 - 450.045 Torr; for 3h; Reagent/catalyst; Pressure; Time; Concentration; pH-value;	97%
With pyrographite at 225℃; under 300.03 - 675.068 Torr; for 14.5h; Product distribution / selectivity;
With pyrographite at 225℃; under 300.03 - 675.068 Torr; for 14.5h; Product distribution / selectivity;

: 696-62-8
para-iodoanisole

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

: 167567-16-0
2-[2-[2-(4-methoxyphenoxy)ethoxy]ethoxy]ethanol

Conditions

Conditions	Yield
With potassium carbonate; copper(l) chloride at 130℃; for 24h; Inert atmosphere;	97%

: 142-61-0
Hexanoyl chloride

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

: 25176-75-4
triethylene glycol di-n-hexanoate

Conditions

Conditions	Yield
With pyridine; dmap In dichloromethane for 3h;	96%

: 1663-39-4
tert-Butyl acrylate

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

: 186020-66-6
3-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-propionic acid tert-butyl ester

Conditions

Conditions	Yield
Stage #1: 2,2'-[1,2-ethanediylbis(oxy)]bisethanol With sodium In tetrahydrofuran at 20℃; Stage #2: tert-Butyl acrylate In tetrahydrofuran at 20℃; for 20h; Stage #3: With hydrogenchloride; water In tetrahydrofuran	96%
With sodium In tetrahydrofuran at 20℃; for 24h;	95.5%
With sodium In tetrahydrofuran for 20h;	86%

Triethylene glycol Specification

The IUPAC name of Triethylene glycol is 2-[2-(2-hydroxyethoxy)ethoxy]ethanol. With the CAS registry number 112-27-6, it is also named as 2,2'-(1,2-Ethanediylbis(oxy))bisethanol. The product's categories are ethylene glycol; ethylene glycols; ethylene glycols & monofunctional ethylene glycols. It is colorless, odorless, viscous and hygroscopic liquid which is miscible with water and ethanol, slightly soluble in ether, almost insoluble in petroleum ether. It is slightly toxic and combustible. Additionally, Triethylene glycol is non-corrosive to metal and do not react with the majority plastic and rubber. When not use, it should sealed in the container which must placed in the cool and dry aera.

The other characteristics of Triethylene glycol can be summarized as:
(1)ACD/BCF (pH 5.5): 1; (2)ACD/BCF (pH 7.4): 1; (3)ACD/KOC (pH 5.5): 2.29; (4)ACD/KOC (pH 7.4): 2.29; (5)#H bond acceptors: 4; (6)#H bond donors: 2; (7)#Freely Rotating Bonds: 9; (8)Index of Refraction: 1.45; (9)Molar Refractivity: 36.4 cm³; (10)Molar Volume: 135.3 cm³; (11)Polarizability: 14.43×10^-24 cm³; (12)Surface Tension: 41.6 dyne/cm; (13)Enthalpy of Vaporization: 61.18 kJ/mol; (14)Vapour Pressure: 0.000268 mmHg at 25 °C; (15)Rotatable Bond Count: 7; (16)Exact Mass: 150.089209; (17)MonoIsotopic Mass: 150.089209; (18)Topological Polar Surface Area: 58.9; (19)Heavy Atom Count: 10.

Preparation of Triethylene glycol:
It is obtained, with diethylene glycol, as a by-product in the manufacture of ethylene glycol from hydrolysis of ethylene oxide.
6CH₂CH₂O + 3H₂O → HOCH₂CH₂OH + HOCH₂CH₂OCH₂CH₂OH + HOCH₂CH₂OCH₂CH₂OCH₂CH₂OH
It is separated from the ethylene glycol and diethylene glycol by vacuum distillation.

Uses of Triethylene glycol:
It is not only used as a plasticizer for vinyl, but also used in Air-Sanitizer products. When aerosolized, it acts as a disinfectant. Additionally, Triethylene glycol is also used as liquid desiccants for natural gas and in air conditioning systems. Furthermore, it is an additive for hydraulic fluids and brake fluids and used as a base for "smoke machine" fluid in the entertainment industry.

Safety information of Triethylene glycol:
When you are using Triethylene glycol, please be cautious about it as the following:It is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.

People can use the following data to convert to the molecule structure.
(1)Canonical SMILES: C(COCCOCCO)O
(2)InChI: InChI=1S/C6H14O4/c7-1-3-9-5-6-10-4-2-8/h7-8H,1-6H2
(3)InChIKey: ZIBGPFATKBEMQZ-UHFFFAOYSA-N

The following are the toxicity data of Triethylene glycol:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
dog	LD50	intravenous	> 4500mg/kg (4500mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 18, Pg. 1536, 1968.
guinea pig	LD50	intravenous	10600mg/kg (10600mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 18, Pg. 1536, 1968.
guinea pig	LD50	oral	7900mg/kg (7900mg/kg)		Journal of Industrial Hygiene and Toxicology. Vol. 28, Pg. 40, 1946.
human	LDLo	oral	5gm/kg (5000mg/kg)		Food and Cosmetics Toxicology. Vol. 17, Pg. 913, 1979.
mammal (species unspecified)	LD50	oral	8150mg/kg (8150mg/kg)		Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 39(4), Pg. 86, 1974.
mouse	LD50	intraperitoneal	8141mg/kg (8141mg/kg)	LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA BLOOD: CHANGES IN SPLEEN KIDNEY, URETER, AND BLADDER: CHANGES IN BOTH TUBULES AND GLOMERULI	Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 6, Pg. 342, 1947.
mouse	LD50	intravenous	6500mg/kg (6500mg/kg)		Journal of Pharmacology and Experimental Therapeutics. Vol. 65, Pg. 89, 1939.
mouse	LD50	subcutaneous	8750mg/kg (8750mg/kg)		Journal of Pharmacology and Experimental Therapeutics. Vol. 65, Pg. 89, 1939.
mouse	LDLo	oral	18500mg/kg (18500mg/kg)		Pesticide Chemicals Official Compendium, Association of the American Pesticide Control Officials, Inc., 1966. Vol. -, Pg. 1186, 1966.
rabbit	LD50	intravenous	1900mg/kg (1900mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 18, Pg. 1536, 1968.
rabbit	LD50	oral	8400mg/kg (8400mg/kg)		Journal of Industrial Hygiene and Toxicology. Vol. 28, Pg. 40, 1946.
rabbit	LD50	skin	> 20mL/kg (20mL/kg)		"Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 731, 1969.
rat	LD50	intravenous	11700mg/kg (11700mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 18, Pg. 1536, 1968.
rat	LD50	oral	17gm/kg (17000mg/kg)		Journal of Industrial Hygiene and Toxicology. Vol. 28, Pg. 40, 1946.
rat	LDLo	intramuscular	8400mg/kg (8400mg/kg)		Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 29, Pg. 5, 1940.

Product Name

2,2'-(Ethylenedioxy)diethanol

Synthetic route

Triethylene glycol Specification

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