Triethyleneglycoldimethylether supplier

Name
TRIETHYLENE GLYCOL DIMETHYL ETHER
EINECS 203-977-3
CAS No. 112-49-2
Article Data15
CAS DataBase
Density 0.958 g/cm³
Solubility soluble in water
Melting Point - 45 °C(lit.)
Formula C₈H₁₈O₄
Boiling Point 216 °C at 760 mmHg
Molecular Weight 178.229
Flash Point 110.6 °C
Transport Information
Appearance Clear colorless liquid with a mild ethereal odor
Safety 53-45
Risk Codes 61-19-62
Molecular Structure
Hazard Symbols T
Synonyms Hisolve MTM;Methyltriglyme;NSC 66400;Triethylene glycol dimethyl ether;2,5,8,11-Tetraoxadodecane;1,2-Bis(2-methoxyethoxy)ethane;Ethane, 1,2-bis(2-methoxyethoxy)-;DMTG;Glyme 4;1-Methoxy-2-[2-(2-methoxyethoxy)ethoxy]ethane;
PSA 36.92000
LogP 0.31240

Synthetic route

: (2,5-dioxahexylsulfonyl)benzene

: 112-49-2
Triethylene glycol dimethyl ether

Conditions

Conditions	Yield
With sodium amalgam In benzene Heating;	79%

: 111-77-3
2-(2-methoxyethoxy)ethyl alcohol

A: 110-71-4
1,2-dimethoxyethane

B: 112-49-2
Triethylene glycol dimethyl ether

C: 109-86-4
2-methoxy-ethanol

D: 111-96-6
diethylene glycol dimethyl ether

Conditions

Conditions	Yield
5%-palladium/activated carbon; nickel at 220℃; under 2250.23 Torr; for 10h;	A 75% B 2% C 10% D 11%

...Expand

: 77-78-1
dimethyl sulfate

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

A: 112-35-6
triethylene glucol monomethyl ether

B: 112-49-2
Triethylene glycol dimethyl ether

Conditions

Conditions	Yield
Stage #1: 2,2'-[1,2-ethanediylbis(oxy)]bisethanol With sodium hydroxide at 55 - 60℃; for 0.166667h; Stage #2: dimethyl sulfate at 55 - 60℃; for 6h;	A 33% B n/a

...Expand

: 86220-16-8
1,1,2,2-tetrakis-(2-methoxy-ethoxy)-ethane

: 112-49-2
Triethylene glycol dimethyl ether

Conditions

Conditions	Yield
With nickel at 215 - 270℃; Hydrogenation.unter Druck;

: 74-88-4
methyl iodide

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

: 112-49-2
Triethylene glycol dimethyl ether

Conditions

Conditions	Yield
(i) TlOEt, benzene, (ii) /BRN= 969135/, MeCN; Multistep reaction;
With thallium (I) ethoxide 1) MeCN, r.t., 2) MeCN, 20 deg C, 14 h; Yield given. Multistep reaction;

: C8H18O4*C3H9N*H(1+)

A: 112-49-2
Triethylene glycol dimethyl ether

B: 145384-53-8
trimethylammonium

Conditions

Conditions	Yield
Thermodynamic data; enthalpy and entropy changes for the complex dissociation reaction: ΔH0D, ΔS0D;

: C8H18O4*C6H13N*H(1+)

A: 29384-28-9
cyclohexyl-ammonium cation

B: 112-49-2
Triethylene glycol dimethyl ether

Conditions

Conditions	Yield
Thermodynamic data; enthalpy and entropy changes for the complex dissociation reaction: ΔH0D, ΔS0D;

: C8H18O4*C5H5N*H(1+)

A: 16969-45-2
pyridin-1-ium

B: 112-49-2
Triethylene glycol dimethyl ether

Conditions

Conditions	Yield
Thermodynamic data; enthalpy and entropy changes for the complex dissociation reaction: ΔH0D, ΔS0D;

: C8H18O4*C4H4N2*H(1+)

A: 112-49-2
Triethylene glycol dimethyl ether

B: 17009-97-1
1,2-diazineH+

Conditions

Conditions	Yield
Thermodynamic data; enthalpy and entropy changes for the complex dissociation reaction: ΔH0D, ΔS0D;

: C8H18O4*C4H12N(1+)

A: 112-49-2
Triethylene glycol dimethyl ether

B: 51-92-3
tetramethylammonium

Conditions

Conditions	Yield
Thermodynamic data; by a 1-ms pulse of 500-1000 eV;

: 77-78-1
dimethyl sulfate

disodium triethylene glycolate: disodium triethylene glycolate

: 112-49-2
Triethylene glycol dimethyl ether

: triethylene glycol dimethyl ether and lithium picrate complex

A: 112-49-2
Triethylene glycol dimethyl ether

B lithium picrate-RG7: lithium picrate-RG7

Conditions

Conditions	Yield
With RG7 In toluene at 25℃; Equilibrium constant;

: triethylene glycol dimethyl ether and sodium picrate complex

A: 112-49-2
Triethylene glycol dimethyl ether

B sodium picrate-RG7: sodium picrate-RG7

Conditions

Conditions	Yield
With RG7 In toluene at 25℃; Equilibrium constant; other resins;

: 33100-27-5
15-crown-5

: 74-88-4
methyl iodide

A: 112-49-2
Triethylene glycol dimethyl ether

B: tetraethylene glycol methyl vinyl ether

Conditions

Conditions	Yield
With tetrahydrofuran; potassium miror at 20℃; for 24h; Product distribution; Further Variations:; Solvents;

...Expand

: 2426-08-6
glycidyl n-butyl ether

: 33100-27-5
15-crown-5

: 74-88-4
methyl iodide

A: 112-49-2
Triethylene glycol dimethyl ether

B: 143-24-8
Tetraethylene glycol dimethyl ether

C: propylene glycol methyl n-butyl ether

D: tetraethylene glycol methyl vinyl ether

Conditions

Conditions	Yield
Stage #1: 15-crown-5 With potassium In tetrahydrofuran at 25℃; for 0.416667h; Stage #2: glycidyl n-butyl ether In tetrahydrofuran Stage #3: methyl iodide In tetrahydrofuran Title compound not separated from byproducts;

...Expand

: 75-21-8
oxirane

: 115-10-6
Dimethyl ether

A: 110-71-4
1,2-dimethoxyethane

B: 112-49-2
Triethylene glycol dimethyl ether

C: 111-96-6
diethylene glycol dimethyl ether

D: 143-24-8
Tetraethylene glycol dimethyl ether

E: 1191-87-3
pentaglyme

Conditions

Conditions	Yield
With boron trifluoride dimethyl etherate In polyethyleneglycol dimethyl ether at 50 - 80℃; under 6750.68 - 10501.1 Torr; for 0.0333333h; Product distribution / selectivity;	A 18.6 - 36.4 %Chromat. B 7.5 - 15.4 %Chromat. C 15.6 - 34.8 %Chromat. D 1.7 - 7.6 %Chromat. E 0 - 2.6 %Chromat.

...Expand

: 115-10-6
Dimethyl ether

A: 112-49-2
Triethylene glycol dimethyl ether

B: 111-96-6
diethylene glycol dimethyl ether

C: 143-24-8
Tetraethylene glycol dimethyl ether

Conditions

Conditions	Yield
sulfuric acid In water at 100℃; for 16h; Product distribution / selectivity;
Amberlite IR 120 at 100℃; for 24h; Product distribution / selectivity;

...Expand

: 112-49-2
Triethylene glycol dimethyl ether

: 90076-65-6
bis(trifluoromethane)sulfonimide lithium

: C2F6NO4S2(1-)*C8H18O4*Li(1+)

Conditions

Conditions	Yield
at 79.84℃; for 0.5h;	100%
for 24h;

: 112-49-2
Triethylene glycol dimethyl ether

: 133395-16-1
magnesium bis(trifluoromethane solfonyl)imide

: Mg(2+)*2C2F6NO4S2(1-)*2C8H18O4

Conditions

Conditions	Yield
at 100℃; Sealed tube;	100%

: 112-49-2
Triethylene glycol dimethyl ether

: manganese(II) bistriflimide hexahydrate

: [manganese(II)(triglyme)] bistriflimide hexahydrate

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 1h;	99%

: 112-49-2
Triethylene glycol dimethyl ether

: Y(3+)*3CF3COCHCOCF3(1-)*H2O={Y(CF3COCHCOCF3)3(H2O)}

: {((CF3COCHCOCF3)3Y)2(CH3OC2H4OC2H4OC2H4OCH3)}

Conditions

Conditions	Yield
In hexane under N2: addn. of 1.50 mmol (Y(CF3COCHCOCF3)3(H2O))n to n-hexane; addn. of 1.50 mmol triglyme; stirring for 1 h; removing of solvent and H2O under vac.;; storing for several days; crystallization; elem. anal.;;	98%

: 112-49-2
Triethylene glycol dimethyl ether

: {Eu((CH3)3CCOCHCOC(CH3)3)3(H2O)}

: {(Eu((CH3)3CCOCHCOC(CH3)3)3)2C8H18O4}

Conditions

Conditions	Yield
In hexane under N2: dissolving 2 mmol (Eu(C(CH3)3COCHCOC(CH3)3)3(H2O)) in hexane; addn. of 2 mmol triglyme; stirring for 1 h;; removing of solvent in vac.; storing under vac. at 65°C for 1 h; cooling to room temperature; crystallization within 3 d; elem. anal.;;	97%

: 112-49-2
Triethylene glycol dimethyl ether

: 90076-65-6
bis(trifluoromethane)sulfonimide lithium

: 1397679-83-2, 1446426-43-2
lithium triethylene glycol dimethyl ether bis(trifluoromethanesulfonyl)imide

Conditions

Conditions	Yield
In dichloromethane for 72h; Inert atmosphere;	95%
In diethyl ether at 60℃; Inert atmosphere;
at 60℃; for 3h;

: 109-99-9
tetrahydrofuran

: 112-49-2
Triethylene glycol dimethyl ether

: yttrium(III) trifluoroacetate trihydrate

: 7646-69-7
sodium hydride

: 76-05-1
trifluoroacetic acid

: [Na(η4-triglyme)2][Y2(μ-η1:η1-trifluoroacetate)7(tetrahydrofuran)2]

Conditions

Conditions	Yield
In tetrahydrofuran under Ar; soln. of NaH (0.62 mmol) and CF3COOH (0.65 mmol) in THF added dropwise to soln. of Y compd. (1.20 mmol) in THF, triglyme (1.21 mmol) added after 10 min, mixt. stirred at room temp. for 4 h; solvent removed, residue washed twice with n-hexane, dissolved in THF, soln. carefully layered with Et2O, system stored overnight, crystals isolated; elem. anal.;	93%
In tetrahydrofuran under Ar; soln. of NaH (1.46 mmol) and CF3COOH (1.40 mmol) in THF added dropwise to soln. of Y compd. (1.39 mmol) in THF, triglyme added after 10 min, mixt. stirred at room temp. for 4 h; solvent removed, residue washed twice with n-hexane, dissolved in THF, soln. carefully layered with Et2O, system stored overnight, crystals isolated; elem. anal.;	87%

...Expand

: ammonium iodide

: 7681-65-4
copper(l) iodide

: barium iodide dihydrate

: 112-49-2
Triethylene glycol dimethyl ether

: 67-64-1
acetone

: [Ba(triglyme)2(acetone)2][Cu4I6]

Conditions

Conditions	Yield
for 4h; Schlenk technique; Inert atmosphere;	91%

...Expand

: 112-49-2
Triethylene glycol dimethyl ether

: {Tb((CH3)3CCOCHCOC(CH3)3)3(H2O)}

: {(Tb((CH3)3CCOCHCOC(CH3)3)3)2C8H18O4}

Conditions

Conditions	Yield
In hexane under N2: dissolving of 0.635 mmol (Tb(C(CH3)3COCHCOC(CH3)3)3(H2O)) in hexane; addn. of 0.635 mmol triglyme; stirring for 1 h;; removing of solvent in vac.; storing under vac. at 65°C for 1 h; cooling to room temperature; crystallization within 24 h; elem. anal.;;	90%

: lanthanum(III) oxide

: 112-49-2
Triethylene glycol dimethyl ether

: 1522-22-1
1,1,1,5,5,5-hexafluoroacetylacetone

: La(hexafluoroacetylacetonate)3 * 2,5,8,11-tetraoxadodecane

Conditions

Conditions	Yield
In benzene solvent removal; elem. anal.;	90%

...Expand

: 112-49-2
Triethylene glycol dimethyl ether

: 1522-22-1
1,1,1,5,5,5-hexafluoroacetylacetone

: barium carbonate

A: C44H82Ba2O20

B: C18H34BaO9

Conditions

Conditions	Yield
In hexane at 20℃; for 10h;	A 10% B 90%

...Expand

: 112-49-2
Triethylene glycol dimethyl ether

: 1522-22-1
1,1,1,5,5,5-hexafluoroacetylacetone

: 7732-18-5
water

: barium carbonate

: C18H22BaF12O9

Conditions

Conditions	Yield
In ethanol at 20℃; for 3h;	90%

...Expand

: 112-49-2
Triethylene glycol dimethyl ether

: bis(difluorophosphoryl)(2,5,8,11-tetraoxadodecane)dilithium

Conditions

Conditions	Yield
With difluorophosphinic acid lithium salt at 20℃; for 3h;	88.4%

: 112-49-2
Triethylene glycol dimethyl ether

: yttrium(III) hydroxide hydrate

: 1522-22-1
1,1,1,5,5,5-hexafluoroacetylacetone

: [(2,5,8,11-tetraoxadodecane)tris(1,1,1,5,5,5-hexafluoroacetylacetonato)yttrium(III)] dihydrate

Conditions

Conditions	Yield
In hexane to a suspn. of Y compd. (excess) added triglyme, after 10 min Hhfa addedwith vidorous stirring, refluxed for 1 h; hot filtered, concd., ppt. filtered, dried (vac.); elem. anal., TGA;	88%

...Expand

: 7631-95-0
sodium molybdate dihydrate

: 112-49-2
Triethylene glycol dimethyl ether

: 10035-10-6, 12258-64-9
hydrogen bromide

: MoO2Br2(H2O)2*(C8H18O4)

Conditions

Conditions	Yield
In diethyl ether; hydrogen bromide aq. HBr; soln. of Na2MoO4 in 47% HBr extd. in diethyl ether (3x50 ml), soln. treated with polyether; soln. stored overnight at -40°C, crystd., washed (Et2O), dried inair at room temp., elem. anal.;	85%

...Expand

: 112-49-2
Triethylene glycol dimethyl ether

: 1522-22-1
1,1,1,5,5,5-hexafluoroacetylacetone

: 20667-12-3
silver(l) oxide

: C10H2AgF12O4(1-)*C16H36AgO8(1+)

Conditions

Conditions	Yield
In dichloromethane for 1h; Reflux;	82%

...Expand

: 109-99-9
tetrahydrofuran

: 7440-19-9
samarium

: 112-49-2
Triethylene glycol dimethyl ether

: 624-73-7
1,2-Diiodoethane

: 710945-89-4
cis-[SmI2(triglyme)(tetrahydrofuran)]

Conditions

Conditions	Yield
In tetrahydrofuran Sonication; under Ar; C2H4I2 and THF added at ambient temp. to centrifuge tube contg. Sm chips (molar ratio 1:1.2); sonicated at 50°C for 3 h; centrifuged; triglyme (1 equiv.) added slowly to soln.; crystd. for 24 h; soln. removed; crystals washed with cold hexane; dried under vac.;	81%

...Expand

: 112-49-2
Triethylene glycol dimethyl ether

: 103057-51-8
hypochlorous acid 4-methylbenzene sulfonic anhydride

: [2-[2-(2-methoxyethoxy)ethoxy]ethoxy] p-toluenesulfonate

Conditions

Conditions	Yield
Stage #1: Triethylene glycol dimethyl ether With sodium hydroxide In tetrahydrofuran; water for 2h; Cooling with ice; Stage #2: hypochlorous acid 4-methylbenzene sulfonic anhydride In tetrahydrofuran; water at 20℃;	81%

: 112-49-2
Triethylene glycol dimethyl ether

: 1522-22-1
1,1,1,5,5,5-hexafluoroacetylacetone

: 7732-18-5
water

: cobalt(II) hydroxide

: [Co(1,1,1,5,5,5-hexafluoro-2,4-pentadionate(-H))2(H2O)2]*(2,5,8,11-tetraoxadodecane)

Conditions

Conditions	Yield
In dichloromethane stoich. mixt. refluxed at 40°C for 2 h; filtered, evapd., treated with hexane, elem. anal.;	80%

...Expand

: 112-49-2
Triethylene glycol dimethyl ether

: C52H62CaO4Si2

: 1562239-40-0
C48H56CaO5Si2

Conditions

Conditions	Yield
In tetrahydrofuran; pentane at -30℃; for 1h; Inert atmosphere;	80%

: 4480-83-5
1,4-dioxane-2,6-dione

: 112-49-2
Triethylene glycol dimethyl ether

: {2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxycarbonylmethoxy}-acetic acid

Conditions

Conditions	Yield
With stannous octoate In toluene Reflux; Inert atmosphere;	79.5%

: 112-49-2
Triethylene glycol dimethyl ether

: [Y(iPrOH)4]I3

: 7732-18-5
water

: [Y2(μ-OH)2(H2O)2(iPrOH)2(η4-triglyme)2]I4

Conditions

Conditions	Yield
In toluene Ar, toluene soln. of ligand and H2O soln. added to suspn. of Y compd., pptd. stirred at room temp. for 6 h; ppt. filtered off, washed (hexane), recrystd. (hot 2-propanol), elem. anal.;	77%

...Expand

: 112-49-2
Triethylene glycol dimethyl ether

: 35815-10-2
bis(allyl)calcium

: 1187448-60-7
Ca(η3-C3H5)2(triglyme-κ4)

Conditions

Conditions	Yield
In tetrahydrofuran	77%

: 112-49-2
Triethylene glycol dimethyl ether

: 6588-07-4
bis(diphenylthiophosphinoyl)amine

: C24H20NP2S2(1-)*C8H18O4*Na(1+)

Conditions

Conditions	Yield
With sodium hydroxide In methanol; water for 0.5h; Addition;	75%

: 112-49-2
Triethylene glycol dimethyl ether

: 1522-22-1
1,1,1,5,5,5-hexafluoroacetylacetone

: barium carbonate

: C44H58Ba2F24O20

Conditions

Conditions	Yield
In hexane at 50℃; for 3h;	75%

...Expand

: 112-49-2
Triethylene glycol dimethyl ether

: 60173-07-1
bis(thf) calcocene

: 1272031-20-5
(η3-triglyme)CaCp2

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; Inert atmosphere;	74.4%

: 112-49-2
Triethylene glycol dimethyl ether

: tin(II) bromide

: C8H18O4*2Sn(2+)*4Br(1-)

Conditions

Conditions	Yield
In tetrahydrofuran Inert atmosphere;	74%

: 112-49-2
Triethylene glycol dimethyl ether

: 1522-22-1
1,1,1,5,5,5-hexafluoroacetylacetone

: 20667-12-3
silver(l) oxide

: 215360-08-0
[Ag(1,1,1,5,5,5-hexafluoropentane-2,4-dionate)(triglyme)]

Conditions

Conditions	Yield
In tetrahydrofuran byproducts: water; absence of air and moisture; stirring Ag2O with 2 equiv. diketone and 2 equiv. glyme for 30 min; filtration (Celite), solvent removal (vac.), dissoln. in PhMe, layering with hexane, crystn. (room temp., overnight; then -20°C, 3 h), collection (filtration); elem. anal.;	73%

...Expand

Triethyleneglycoldimethylether Specification

The Triethyleneglycoldimethylether with CAS registry number of 112-49-2 is also known as 2,5,8,11-Tetraoxadodecane. The IUPAC name is 1-Methoxy-2-[2-(2-methoxyethoxy)ethoxy]ethane. It belongs to product categories of Functional Materials; Plasticizer; Polyalcohol Ethers, Esters (Plasticizer). Its EINECS registry number is 203-977-3. In addition, the formula is C₈H₁₈O₄ and the molecular weight is 178.23. This chemical is a clear colorless liquid with a mild ethereal odor that at low levels causes damage to health. It is miscible with water and hydrocarbon solvents that should be sealed in cool, dry place with good ventilation system away from fire, oxidants. What's more, this chemical is used as solvent, specialty plasticizer.

Physical properties about Triethyleneglycoldimethylether are: (1)ACD/BCF (pH 5.5): 1; (2)ACD/BCF (pH 7.4): 1; (3)ACD/KOC (pH 5.5): 5.6; (4)ACD/KOC (pH 7.4): 5.6; (5)#H bond acceptors: 4; (6)#H bond donors: 0; (7)#Freely Rotating Bonds: 9; (8)Index of Refraction: 1.409; (9)Molar Refractivity: 46.09 cm³; (10)Molar Volume: 186 cm³; (11)Surface Tension: 28.3 dyne/cm; (12)Density: 0.958 g/cm³; (13)Flash Point: 110.6 °C; (14)Enthalpy of Vaporization: 43.39 kJ/mol; (15)Boiling Point: 216 °C at 760 mmHg; (16)Vapour Pressure: 0.21 mmHg at 25 °C.

Preparation of Triethyleneglycoldimethylether: it is prepared by reaction of (2,5-dioxahexylsulfonyl)benzene. The reaction needs reagent powdered sodium amalgam and solvent benzene with other condition of heating. The yield is about 79 %.

Triethyleneglycoldimethylether is prepared by reaction of (2,5-dioxahexylsulfonyl)benzene.

Uses of Triethyleneglycoldimethylether: it is used to produce perfluoro-Triethyleneglycoldimethylether. The reaction occurs with reagent F2 at the temperature of -20 - 0 °C. The yield is about 30 %.

Triethyleneglycoldimethylether is used to produce perfluoro-Triethyleneglycoldimethylether.

When you are using this chemical, please be cautious about it. As a chemical, it may cause harm to the unborn child and may form explosive peroxides. Besides, there is possible risk of impaired fertility. Obtain special instructions before use. In case of accident or if you feel unwell seek medical advice immediately.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: COCCOCCOCCOC
2. InChI: InChI=1S/C8H18O4/c1-9-3-5-11-7-8-12-6-4-10-2/h3-8H2,1-2H3
3. InChIKey: YFNKIDBQEZZDLK-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	TDLo	intraperitoneal	4456mg/kg/10D (4456mg/kg)		National Technical Information Service. Vol. OTS0543414,

Product Name

TRIETHYLENE GLYCOL DIMETHYL ETHER

Synthetic route

Triethyleneglycoldimethylether Specification

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