TETRAETHYLENE GLYCOL

CAS Number: 112-60-7
Molecular Weight: 194.23
EC Number: 203-989-9

Tetraethylene glycol, also known as 2,2’-[oxybis(2,1-ethanediyloxy)]bisethanol or 3,6,9-trioxaundecan-1,11-diol, is classified as a member of the polyethylene glycols. 
Tetraethylene glycol is an industrial solvent/chemical with a higher boiling point and lower volatility than the lower ethylene glycols. 
Tetraethylene glycol is especially useful in polyester resins and as a plasticizer. 

Tetraethylene glycol is also used as a chemical intermediate and as a solvent in the production of inks and dyes. 
Tetraethylene glycol is often used as a process solvent in hydrocarbon purification processes and as a coupling agent in the production of textile lubricants and formulations. 
Tetraethylene glycol is a non-carcinogenic (not listed by IARC) potentially toxic compound.

General description of Tetraethylene glycol:
An oligomer of polyethylene glycol, tetra (ethylene glycol) (TEG) is a transparent, colorless, odorless, low volatility, hygroscopic liquid soluble in ethyl alcohol and very soluble in water.

Tetraethylene glycol is a polymer consisting of ethylene glycol monomer units and two terminal hydroxyl groups. 
The hydroxyl groups can react to further derivatize the compound. 
Ethylene glycol compounds have hydrophilic characteristics. 
The solubility of the polymer increases as the number of ethylene glycol groups increase.

Applications of Tetraethylene glycol:
Tetraethylene glycol is used for the synthesis of tetraethylene glycol metha acrylate monomer.

Description    Tetraethylene glycol is an industrial solvent/chemical with a higher boiling point and lower volatility than the lower ethylene glycols. 
Tetraethylene glycol is especially useful in polyester resins and as a plasticizer. 
Tetraethylene glycol is also used as a chemical intermediate and as a solvent in the production of inks and dyes. 
Tetraethylene glycol is often used as a process solvent in hydrocarbon purification processes and as a coupling agent in the production of textile lubricants and formulations.

Uses of Tetraethylene glycol:
-Antifreeze
-Coolants
-Chemical intermediates
-Gas dehydration and treating
-Heat transfer fluids
-Polyester resins
-Solvents

Benefits of Tetraethylene glycol:
-Versatile intermediates
-Low volatility
-Low boiling point

TETRA EG is completely miscible with water and a wide range of organic solvents.
Tetraethylene glycol (TTEG) is a transparent, colorless, practically odorless, low-volatility, moderate-viscosity, hygroscopic liquid. 
Tetraethylene glycol (TTEG) is completely miscible with water and many organic liquids. 
Tetraethylene glycol (TTEG) has properties similar to diethylene and triethylene glycols and may be used preferentially in applications requiring a higher boiling point, higher molecular weight, or lower hygroscopicity.

The hydroxyl groups on tetraethylene glycol (TTEG) undergo the usual alcohol chemistry, giving a wide variety of possible derivatives. 
Hydroxyls can be converted to aldehydes, alkyl halides, amines, azides, carboxylic acids, ethers, mercaptans, nitrate esters, nitriles, nitrite esters, organic esters, peroxides, phosphate esters, and sulfate esters.

Tetraethylene glycol (TTEG) may be used directly as a plasticizer or modified by esterification. 
The solubility properties of tetraethylene glycol (TTEG) are important for many applications. 
The end uses for tetraethylene glycol (TTEG) are numerous. 

Applications of Tetraethylene Glycol (TTEG):
-Hygroscopicity
-Dehydration of natural gas
-Moisturizing and plasticizing cork, adhesives
-Plasticizer
-Safety glass
-Separation membranes (silicone rubber, polyvinyl acetate, cellulose triacetate)
-Ceramic materials (resistant refractory plastics, molded ceramics)

BTX:
-Separation of aromatic hydrocarbons from non-aromatic hydrocarbons (BTX extraction with tetraethylene glycol)
 
Low Volatility:
-Gas Dehydration
 
Solvent:
-Resin impregnants and other additives
-Steam-set printing inks
-Aromatic and paraffinic hydrocarbons separations
-Cleaning compounds
-Polyethylene terephthalate production equipment cleaning
-Cyanoacrylate and polyacrylonitrile

Chemical Intermediate:
-Unsaturated Polyester resin
-Various resins of the alkyd type used as laminating agents in adhesives
-Esterificatiion products used in plasticizer intermediates for nitrocellulose lacquers and vinyl resins
-Polyester polyols for polyurethanes
-Thermoplastic polyurethanes
-Silicone compounds
-Emulsifiers
-Lubricants

Compound Type:
-Dye
-Ether
-Household Toxin
-Industrial/Workplace Toxin
-Organic Compound
-Plasticizer
-Solvent
-Synthetic Compound

Formula: C9H20O5/HO(CH2CH2O)4CH3
Molecular mass: 208.3
Boiling point: 280-350°C
Melting point: -39°C
Density: 1.06 g/cm³
Solubility in water: miscible
Vapour pressure, Pa at 20°C: <10
Relative vapour density (air = 1): 7.2 (calculated)
Relative density of the vapour/air-mixture at 20°C (air = 1): 1.00
Flash point: 161°C c.c.
Auto-ignition temperature: 325°C
Octanol/water partition coefficient as log Pow: -0.6
Viscosity: 11.5-12.5 mm²/s at 20°C 

Tetraethylene glycol is used as a solvent to dissolve water-insoluble compounds. 
Tetraethylene glycol is employed as a nitrocellulose solvent, a plasticizer, a natural gas desiccant, a hydraulic fluid and in lacquers and coatings. 
Furthermore, Tetraethylene glycol is used in the synthesis of tetraethylene glycol methacrylate monomer. 
Tetraethylene glycol acts as a chemical intermediate and acts as a solvent for the manufacturing of inks and dyes. 
In addition, Tetraethylene glycol serves as a coupling agent in the production of textile lubricants and formulations.

Applications of Tetraethylene glycol:
Tetraethylene glycol is used as a solvent to dissolve water-insoluble compounds. 
Tetraethylene glycol is employed as a nitrocellulose solvent, a plasticizer, a natural gas desiccant, a hydraulic fluid and in lacquers and coatings. 
Furthermore, Tetraethylene glycol is used in the synthesis of tetraethylene glycol methacrylate monomer. 

Tetraethylene glycol acts as a chemical intermediate and acts as a solvent for the manufacturing of inks and dyes. 
In addition, Tetraethylene glycol serves as a coupling agent in the production of textile lubricants and formulations.

Solubility of Tetraethylene glycol:
Tetraethylene glycol is miscible with water, ethanol, acetone, acetic acid, glycerin, pyridine, aldehydes, carbon tetrachloride and diethyl ether. 
Tetraethylene glycol is immiscible with oil, benzene, toluene, fat and aliphatic hydrocarbons.

Tetraethylene glycol is a transparent, colorless, practically odorless, low-volatility, moderate-viscosity, hygroscopic liquid. 
Tetraethylene glycol is completely miscible with water and many organic liquids.

Synonym(s): Bis[2-(2-hydroxyethoxy)ethyl] ether, Tetraglycol, Tetra(ethylene glycol)
Linear Formula: HO(CH2CH2O)3CH2CH2OH
CAS Number: 112-60-7
Molecular Weight: 194.23
Beilstein: 1634320
EC Number: 203-989-9
MDL number: MFCD00002879
eCl@ss: 39020714
PubChem Substance ID: 24846965
NACRES: NA.23

A thorough investigation of triethylene glycol (TEG) containing systems has been performed. 
The introduction of a new six-site association scheme for the TEG molecule has shown to be advantageous. 
Glycols are often modeled using a four-site scheme (abbreviated as 4C) hence ignoring the internal lone pairs of oxygen. 
The new association scheme also takes these sites into account. 
The new parameters of TEG are based on the vapor pressure data, liquid density data, and liquid−liquid equilibria (LLE) data (n-heptane), and they are tested for binary systems (methane, n-octane, n-nonane, n-decane, benzene, toluene, ethylbenzene, and water) and different types of phase equilibria (vapor−liquid equilibria (VLE) and LLE) and thermodynamic properties (heat of mixing, activity coefficients). 

A less extensive investigation has also been performed on tetraethylene glycol (TeEG) containing systems. 
Similarly, a new seven-site association scheme for the TeEG molecule has been investigated. 
The new parameters of TeEG are based on vapor pressure data, liquid density data, and LLE data (n-heptane). 
The performance is similar to that the 4C scheme.

Product Function:
-Solvent

Applications of Tetraethylene glycol:
-Crop protection
-Butadiene/Styrene latex
-Acrylate dispersions
-E-PVC
-Decorative paints
-Pigment preparation
-Healthcare

The binary solubilities of tetraethylene glycol (TTEG) with benzene, toluene or p-xylene, were measured by the turbidity point method. 
In TTEG the content of water ranged from 0 to 5% and the test temperature ranged from 20°C to 120°C. 
Increasing the temperature resulted in greater solubility of the aromatics in TTEG, while increasing the content of water caused the aromatic solubility to decrease. 
The benzene solubillity in TTEG was the greatest followed by toluene and xylene at the same water content and temperature. 

The mutual solubility was predicted by correlating the paramaters of a new group for the UNIFAC model for the arorratics extraction system.
The modified UNIFAC group contributi on model was used to predict the binary solubility of TTEG and arorratics.
The average deviation between the experimental result and prediction is 4.06%.
Therefore, the UNIFAC model can be used to describe the solubility phenomena for TTEG aromatics systerrs.

Quality Level: 200
vapor density: 6.7 (vs air)
vapor pressure: <0.01 mmHg
assay: 99%
mol wt: average Mn 200
refractive index: n20/D 1.459 (lit.)
bp: 314 °C (lit.)
mp: −5.6 °C (lit.)
density: 1.125 g/mL at 25 °C (lit.)
Ω-end: hydroxyl
α-end: hydroxyl
SMILES string: OCCOCCOCCOCCO
InChI: 1S/C8H18O5/c9-1-3-11-5-7-13-8-6-12-4-2-10/h9-10H,1-8H2
InChI key: UWHCKJMYHZGTIT-UHFFFAOYSA-N

The structure of a VIII−tetraethylene glycol complex was reported, and its VV/VIII redox couple in acidic organic solutions was described.
Metalation of monomethoxycalix[4]arene with [V(mes)3thf] led to various derivatives which were characterized by X-ray crystallography.
The vanadium cap could be topped off with an oxo group, a diphenylhydrazine ligand, or by dimerization. 
These complexes were utilized to model the interaction of vanadium compounds with oxo surfaces.

Molecular Weight: 194.23     
XLogP3-AA: -1.6 
Hydrogen Bond Donor Count: 2     
Hydrogen Bond Acceptor Count: 5     
Rotatable Bond Count: 10     
Exact Mass: 194.11542367     
Monoisotopic Mass: 194.11542367     
Topological Polar Surface Area: 68.2 Ų     
Heavy Atom Count: 13     
Formal Charge: 0     
Complexity: 78.6     
Isotope Atom Count: 0     
Defined Atom Stereocenter Count: 0     
Undefined Atom Stereocenter Count: 0     
Defined Bond Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0     
Covalently-Bonded Unit Count: 1 
Compound Is Canonicalized: Yes     

Tetraethylene glycol dimethyl ether (TEGDME or tetraglyme) is a polar aprotic solvent with excellent chemical and thermal stability. 
Tetraethylene glycols high boiling point and stability makes it an ideal candidate for separation processes and high temperature reactions. 
TEGDME is also used in lithium-ion battery technology and combined with trifluoroethanol as a working pair for organic absorption heat pumps.

Chemical Formula: C8H18O5
Average Molecular Weight: 194.2255
Monoisotopic Molecular Weight: 194.115423686
IUPAC Name: 2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethan-1-ol
Traditional Name: tetraethylene glycol
CAS Registry Number: Not Available
SMILES: OCCOCCOCCOCCO
InChI Identifier: InChI=1S/C8H18O5/c9-1-3-11-5-7-13-8-6-12-4-2-10/h9-10H,1-8H2
InChI Key: UWHCKJMYHZGTIT-UHFFFAOYSA-N

Tetraethylene glycol is a chemical compound which is colorless and odorless and from the group of glycol ethers. 
Tetraethylene glycol is obtained as a by-product in the synthesis of di- and triethylene glycol from ethylene oxide and ethylene glycol in the presence of acids or in the production of ethylene glycol by hydrolysis of ethylene oxide.

Grade:
-Industrial

Other Names:
-Tetraglycol
-3,6,9-Trioxaundecan-1,11-diol
-PEG-4

Form:
-Liquid

Abbreviations:
-TTEG

TETRAETHYLENE GLYCOL
112-60-7
Tetraglycol
2,2'-((Oxybis(ethane-2,1-diyl))bis(oxy))diethanol
3,6,9-Trioxaundecane-1,11-diol
HI-Dry
Carbitol, diethyl
PEG-4
Ethanol, 2,2'-[oxybis(2,1-ethanediyloxy)]bis-
Bis[2-(2-hydroxyethoxy)ethyl] ether
Tetra(ethylene glycol)
2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethanol
3,6,9-Trioxaundecan-1,11-diol
NSC 1262
2,2'-[oxybis(ethane-2,1-diyloxy)]diethanol
MFCD00002879
Ethanol, 2,2'-(oxybis(ethyleneoxy))di-
PROTAC Linker 18
2,2'-[oxybis(2,1-ethanediyloxy)]diethanol
Tetraethylene glycol, 99%
2,2'-((oxybis(ethane-2,1-diyl))bis(oxy))bis(ethan-1-ol)
CHEBI:44920
2-(2-[2-(2-Hydroxyethoxy)ethoxy]ethoxy)ethanol
Ethanol, 2,2'-(oxybis(2,1-ethanediyloxy))bis-
127821-00-5
DSSTox_CID_6922
2,2'-[oxybis(2,1-ethanediyloxy)]bisethanol
DSSTox_RID_78255
DSSTox_GSID_26922
125481-05-2
157299-02-0
1,3-Bis(1-isocyanato-1-methylethyl)benzene homopolymer
Tetraethyleneglycol
1,2,3-Propanetriol, polymer with 2,4-diisocyanato-1-methylbenzene, 2-ethyl-2-(hydroxymethyl)-1,3-pro
CAS-112-60-7
PG4
HSDB 843
C8H18O5
EINECS 203-989-9
BRN 1634320
AI3-01838
tetraethylenglycol
tetra-ethylene glycol
HO-PEG4-OH
OH-PEG4-OH
EC 203-989-9
SCHEMBL15101
WLN: Q2O2O2O2Q
UNII-R95B8J264J
2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethan-1-ol
CHEMBL1235254
DTXSID9026922
3,9-Trioxaundecane-1,11-diol
NSC1262
R95B8J264J
Tetraethylene Glycol Reagent Grade
NSC-1262
PREDNISOLONETEBUTATE(200MG)
ZINC1591820
Tox21_201629
Tox21_303245
STL268854
2,2'-(Oxybis(ethyleneoxy))diethanol
Ethanol,2'-[oxybis(ethyleneoxy)]di-
AKOS000119933
CS-W019531
HY-W018745
MCULE-9730823286
1,11-Dihydroxy-3,6,9-trioxaundecane
NCGC00164038-01
NCGC00164038-02
NCGC00257035-01
NCGC00259178-01
BP-20324
DS-17878
SY010865
FT-0645137
FT-0689175
FT-0763791
T0099
X4372
Ethanol,2'-[oxybis(2,1-ethanediyloxy)]bis-
W18472
2-{2-[2-(2-Hydroxy-ethoxy)-ethoxy]-ethoxy}-
2-(2-(2-(2-hydroxy-ethoxy)ethoxy)ethoxy)ethanol
J-519899
2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethanol
Q12430182
F8889-3081
2,2'-(2,2'-oxybis(ethane-2,1-diyl)bis(oxy))diethanol
1,2,3-Propanetriol, polymer with 2,4-diisocyanato-1-methylbenzene, 2-ethyl-2-(hydroxymethyl)-1,3-propanediol, methyloxirane and oxirane
9004-76-6
143-24-8 [RN]
1760005 [Beilstein]
2,5,8,11,14-Pentaoxapentadecan [German] [ACD/IUPAC Name]
2,5,8,11,14-Pentaoxapentadecane [ACD/Index Name] [ACD/IUPAC Name]
2,5,8,11,14-Pentaoxapentadécane [French] [ACD/IUPAC Name]
205-594-7 [EINECS]
78L136FLZ9
bis[2-(2-methoxyethoxy)ethyl] ether
dimethoxytetraethylene glycol
Dimethyltetraglycol
MFCD00008505 [MDL number]
SB0400000
Tetraethylene glycol dimethyl ether [Wiki]
tetraglyme
1-(2-methoxyethoxy)-2-[2-(2-methoxyethoxy)ethoxy]ethane
1-(2-METHOXY-ETHOXY)-2-{2-[2-(2-METHOXY-ETHOXY]-ETHOXY}-ETHANE
1216628-15-7 [RN]
1-methoxy-2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethane
2-(2-methoxyethoxy)-1-[2-(2-methoxyethoxy)ethoxy]ethane
3,6,9,12,15-Pentaoxaheptadecane [ACD/Index Name] [ACD/IUPAC Name]
4-01-00-02404 (Beilstein Handbook Reference) [Beilstein]
bis(2-(2-methoxyethoxy)ethyl) ether
Bis[2-(2-methoxyethoxy) ethyl] ether
bis[2-(2-methoxyethoxy)ethyl]ether
Dimethoxytetraglycol
Dimethyl tetraglycol, Bis[2-(2-methoxyethoxy)ethyl]ether
E 181 (ether)
EINECS 205-594-7
Ether, bis(2-(2-methoxyethoxy)ethyl)
ether, bis[2-(2-methoxyethoxy)ethyl]
ether, bis-[2-(2-methoxyethoxy)ethyl]
Glyme 5
Glyme-5
methyl-peg4-methyl
Methyltetraglyme200
P3G
P6G
PG6
TEGDME
tetra-ethylene glycol dimethyl ether
Tetraethyleneglycol dimethyl ether
Tetraethyleneglycoldimethylether
Tetraglyme-d6
UNII:78L136FLZ9
UNII-78L136FLZ9
WLN: 1O2O2O2O2O1
ethanol, 2,2'-(oxybis(2,1-ethanediyloxy))bis-
2,2'-(oxybis(ethylene oxy)) diethanol
2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethanol
tetraethyleneglycol
3,6,9-    trioxaundecane-1,11-diol

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