Tetraethylene glycol dimethyl ether supplier

Name
Tetraethylene glycol dimethyl ether
EINECS 205-594-7
CAS No. 143-24-8
Article Data11
CAS DataBase
Density 0.986 g/cm³
Solubility soluble in water
Melting Point -30 °C(lit.)
Formula C₁₀H₂₂O₅
Boiling Point 275.3 °C at 760 mmHg
Molecular Weight 222.282
Flash Point 140.6 °C
Transport Information
Appearance clear liquid
Safety 36-24
Risk Codes 19-43
Molecular Structure
Hazard Symbols Xi
Synonyms AnsulEther 181AT;Bis[2-(2-methoxyethoxy)ethyl] ether;Dimethoxytetraethyleneglycol;Dimethoxytetraglycol;Ether,bis[2-(2-methoxyethoxy)ethyl];Glyme 5;Hisolve MTEM;Methyltetraglyme;Nissan Uniox MM 200;TEGDME;2,5,8,11,14-Pentaoxapentadecane;Tetraglyme;
PSA 46.15000
LogP 0.32900

Synthetic route

: 17454-48-7, 62623-99-8
cyclohexano-15-crown-5 ether

: 74-88-4
methyl iodide

A: 143-24-8
Tetraethylene glycol dimethyl ether

B: 2-(9-methoxy-1,4,7-trioxanonyl)cyclohexyl methyl ether

C: 2-[[2-(methoxy)ethoxy]ethoxy]-1-[(2-methoxy)ethoxy]cyclohexane

Conditions

Conditions	Yield
Stage #1: cyclohexano-15-crown-5 ether With potassium mirror In tetrahydrofuran at 20℃; for 0.416667h; Stage #2: methyl iodide In tetrahydrofuran Further stages.;	A 15% B 38% C 29%

...Expand

: 638-56-2
1,11-dichloro-3,6,9-trioxaundecane

: 124-41-4
sodium methylate

: 143-24-8
Tetraethylene glycol dimethyl ether

Conditions

Conditions	Yield
With methanol

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

: 143-24-8
Tetraethylene glycol dimethyl ether

Conditions

Conditions	Yield
With sodium hydroxide; sulfuryl dichloride a) 10 deg C, 1 h, b) 100 deg C, 1 h;	0.70 mol

: 1-(2-Methoxy-ethoxy)-2-[2-(2-methoxy-ethoxy)-ethoxy]-ethane; compound with GENERIC INORGANIC NEUTRAL COMPONENT

: 143-24-8
Tetraethylene glycol dimethyl ether

Conditions

Conditions	Yield
With Iodine monochloride In benzene at 24.9℃; Equilibrium constant;

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

sodium salts of ethylene glycol-monomethyl ether: sodium salts of ethylene glycol-monomethyl ether

: 143-24-8
Tetraethylene glycol dimethyl ether

Conditions

Conditions	Yield
zuletzt bei 110-115grad;

: tetraethylene glycol dimethyl ether and lithium picrate complex

A: 143-24-8
Tetraethylene glycol dimethyl ether

B lithium picrate-RG7: lithium picrate-RG7

Conditions

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

: tetraethylene glycol dimethyl ether and sodium picrate complex

A: 143-24-8
Tetraethylene glycol dimethyl ether

B sodium picrate-RG7: sodium picrate-RG7

Conditions

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

: 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

: 106-92-3
Allyl glycidyl ether

: 33100-27-5
15-crown-5

: 74-88-4
methyl iodide

A: 930-37-0
glycidyl methyl ether

B: 143-24-8
Tetraethylene glycol dimethyl ether

C: tetraethylene glycol methyl vinyl ether

D: 6-allyloxy-5-methoxy-hex-1-ene

Conditions

Conditions	Yield
Stage #1: 15-crown-5 With potassium In tetrahydrofuran at 25℃; for 0.416667h; Stage #2: Allyl glycidyl ether In tetrahydrofuran Stage #3: methyl iodide In tetrahydrofuran Further byproducts given. 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

: 143-24-8
Tetraethylene glycol dimethyl ether

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

: C2F6NO4S2(1-)*Li(1+)*C10H22LiO5(1+)

Conditions

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

: 143-24-8
Tetraethylene glycol dimethyl ether

: lithium perchlorate

: Li(1+)*C10H22LiO5(1+)*ClO4(1-)

Conditions

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

: 143-24-8
Tetraethylene glycol dimethyl ether

: 33454-82-9
lithium trifluoromethanesulfonate

: Li(1+)*C10H22LiO5(1+)*CF3O3S(1-)

Conditions

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

: lithium tetrafluoroborate

: 143-24-8
Tetraethylene glycol dimethyl ether

: Li(1+)*C10H22LiO5(1+)*BF4(1-)

Conditions

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

: ammonium iodide

: 7681-65-4
copper(l) iodide

: barium iodide dihydrate

: 143-24-8
Tetraethylene glycol dimethyl ether

: [Ba(tetraglyme)2][Cu2I4]

Conditions

Conditions	Yield
In acetone for 4h; Schlenk technique; Inert atmosphere;	99%

...Expand

: 143-24-8
Tetraethylene glycol dimethyl ether

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

: lithium tetraethylene glycol dimethyl ether bis(trifluoromethanesulfonyl)imide

Conditions

Conditions	Yield
In dichloromethane for 48h; Inert atmosphere;	99%
In diethyl ether at 60℃; Inert atmosphere;
at 60℃; for 3h;

: 143-24-8
Tetraethylene glycol dimethyl ether

: Er(3+)*3C4H9COCHCOC4H9(1-)*H2O=[Er(C4H9COCHCOC4H9)3(H2O)]

: [(Er(C4H9COCHCOC4H9)3)2(CH3O(CH2CH2O)4CH3)]

Conditions

Conditions	Yield
In hexane stirring (10 min); crystn. (room temp.); elem. anal.;	97%

: 143-24-8
Tetraethylene glycol dimethyl ether

: manganese(II) bistriflimide hexahydrate

: [manganese(II)(tetraglyme)] bistriflimide

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 1h;	97%

: 60-29-7
diethyl ether

: 143-24-8
Tetraethylene glycol dimethyl ether

: yttrium(III) trifluoroacetate trihydrate

: 7646-69-7
sodium hydride

: 76-05-1
trifluoroacetic acid

: [YNa2(trifluoroacetate)5(tetraglyme)]*0.5(diethyl ether)

Conditions

Conditions	Yield
In tetrahydrofuran under Ar; soln. of NaH (3.91 mmol) and CF3COOH (1.66 mmol) in THF added dropwise to soln. of Y compd. (1.66 mmol) in THF, tetraglyme (1.72 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.;	96%
In tetrahydrofuran under Ar; soln. of NaH (1.64 mmol) and CF3COOH (1.65 mmol) in THF added dropwise to soln. of Y compd. (1.63 mmol) in THF, tetraglyme (3.26 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.;	94%

...Expand

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

: 143-24-8
Tetraethylene glycol dimethyl ether

: {La((CH3)3CCOCHCOC(CH3)3)3C10H22O5}

Conditions

Conditions	Yield
In hexane under N2: dissolving of 0.74 mmol (La(C(CH3)3COCHCOC(CH3)3)3(H2O)) in hexane; addn. of 0.74 mmol tetraglyme; stirring for 1 h;; removing of solvent in vac.; storing under vac. at 65°C for 1 h; cooling to room temperature; crystallization within 2 d; elem. anal.;;	95%

: 60-29-7
diethyl ether

: ytterbium(III) trifluoroacetate trihydrate

: 143-24-8
Tetraethylene glycol dimethyl ether

: 7646-69-7
sodium hydride

: 76-05-1
trifluoroacetic acid

: [Na2Yb(trifluoroacetate)5(tetraglyme)]*0.5(diethyl ether)

Conditions

Conditions	Yield
In tetrahydrofuran under Ar; soln. of NaH (0.82 mmol) and CF3COOH (0.82 mmol) in THF added dropwise to soln. of Yb compd. (0.40 mmol) in THF, tetraglyme (0.45 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.;	95%

...Expand

: ammonium iodide

: barium iodide dihydrate

: 143-24-8
Tetraethylene glycol dimethyl ether

: silver(I) iodide

: [Ba(tetraglyme)2]2[Ag4I8]

Conditions

Conditions	Yield
In acetone for 4h; Schlenk technique; Inert atmosphere;	93%

...Expand

: 143-24-8
Tetraethylene glycol dimethyl ether

: tin(II) bromide

: C10H22O5*2Sn(2+)*4Br(1-)

Conditions

Conditions	Yield
In tetrahydrofuran Inert atmosphere;	92%

: 143-24-8
Tetraethylene glycol dimethyl ether

: 1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-3,3-dimethylbutan-1-one

: 2C16H19N2O2(1-)*C10H22O5*Sr(2+)

Conditions

Conditions	Yield
With strontium In ethanol for 1h;	91%

: 60-29-7
diethyl ether

: erbium(III) trifluoroacetate trihydrate

: 143-24-8
Tetraethylene glycol dimethyl ether

: 7646-69-7
sodium hydride

: 76-05-1
trifluoroacetic acid

: [Na2Er(trifluoroacetate)5(tetraglyme)]*0.5(diethyl ether)

Conditions

Conditions	Yield
In tetrahydrofuran under Ar; soln. of NaH (1.62 mmol) and CF3COOH (1.68 mmol) in THF added dropwise to soln. of Er compd. (0.80 mmol) in THF, tetraglyme (0.82 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.;	91%

...Expand

: 7631-95-0
sodium molybdate dihydrate

: 143-24-8
Tetraethylene glycol dimethyl ether

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

: MoO2Br2(H2O)2*(C10H22O5)

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.;	90%

...Expand

: tin(II) trifluoromethanesulfonate

: 143-24-8
Tetraethylene glycol dimethyl ether

: 1361343-34-1
Sn(OTf)2*tetraglyme

Conditions

Conditions	Yield
In acetonitrile (inert atmosphere); a soln. of ligand added dropwise to a soln. of Sn salt, stirred overnight; concd. (vac.), rinsed and sonicated with ether/pentane; elem. anal.;	90%

: 10043-11-5
ammonia borane complex

: 143-24-8
Tetraethylene glycol dimethyl ether

: C10H22O5*2BH6N

Conditions

Conditions	Yield
at 20 - 45℃; Schlenk technique;	89%

: lanthanum(III) oxide

: 143-24-8
Tetraethylene glycol dimethyl ether

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

: 207130-26-5
[La(CF3COCHCOCF3)3(C10H22O5)]

Conditions

Conditions	Yield
In hexane addn. of tetraglyme to La2O3 in hexane, addn. of CF3COCH2COCF3; filtration, slight redn. of volume, , filtration, drying (vac.), recrystn. (hexane); elem. anal.;	88%

...Expand

: thallium(I) carbonate

: 143-24-8
Tetraethylene glycol dimethyl ether

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

: [Tl(1,1,1,5,5,5-hexafluoro-2,4-pentanedionate)(tetraglyme)]

Conditions

Conditions	Yield
In dichloromethane glyme was added to suspn. of Tl2CO3 in CH2Cl2; hexafluoroacetylacetone was added; filtered; evapd.; septd.; hexane added; filtered; dried (vac.); elem. anal.;	88%

...Expand

: 143-24-8
Tetraethylene glycol dimethyl ether

: 108-24-7
acetic anhydride

: 111-55-7
ethylene glycol diacetate

Conditions

Conditions	Yield
With zinc(II) triflate at 130℃; for 24h; Reagent/catalyst;	88%

: 143-24-8
Tetraethylene glycol dimethyl ether

: ({Sr[O(SiPh2O)2](H2O)(NH3)}n)

: {Sr3[O(SiPh2O)2]3(tetraglyme)2}

Conditions

Conditions	Yield
In toluene at 110℃; for 3h;	87%

: 143-24-8
Tetraethylene glycol dimethyl ether

: 33064-14-1
4-benzoyl-3-methyl-1-phenylpyrazol-5-one

: 2C17H13N2O2(1-)*C10H22O5*Sr(2+)

Conditions

Conditions	Yield
With strontium In ethanol	87%

: 75-21-8
oxirane

: 67-56-1
methanol

: 143-24-8
Tetraethylene glycol dimethyl ether

: 201230-82-2
carbon monoxide

: 6149-41-3
methyl ester (3-hydroxy) propionic acid

Conditions

Conditions	Yield
1H-imidazole; dicobalt octacarbonyl at 80℃; under 60006 Torr; for 2h; Heating / reflux;	82.44%

...Expand

: 143-24-8
Tetraethylene glycol dimethyl ether

: 6588-07-4
bis(diphenylthiophosphinoyl)amine

: C24H20NP2S2(1-)*C10H22O5*Na(1+)

Conditions

Conditions	Yield
With sodium hydroxide In methanol; water for 0.5h; Addition;	82%

: sodium metavanadate

: 143-24-8
Tetraethylene glycol dimethyl ether

: 123027-46-3
{V(tetraethylene glycol)(Br)2}Br

Conditions

Conditions	Yield
With hydrogen bromide In 1,2-dichloro-ethane gaseous HBr bubbled through the soln. for 15 min, stored in a sealed vial at room temp. for 2-5 days (exclusion of air); elem. anal.;	82%

: cerium(III) chloride heptahydrate

: 143-24-8
Tetraethylene glycol dimethyl ether

: 17587-22-3
6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5,octanedione

: 2Ce(3+)*6CF3CF2CF2C(O)CHC(O)C(CH3)3(1-)*CH3O(CH2CH2O)4CH3=Ce2(C3F7C(O)CHC(O)C(CH3)3)6(CH3O(CH2CH2O)4CH3)

Conditions

Conditions	Yield
With NaOH In ethanol; water filtering, concg., CH2Cl2 addn., decanting, pptn. on concg., filtering, evapn.; elem. anal.;	82%

...Expand

: 75-21-8
oxirane

: 143-24-8
Tetraethylene glycol dimethyl ether

: 201230-82-2
carbon monoxide

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

B: 6149-41-3
methyl ester (3-hydroxy) propionic acid

C: 27313-49-1
methyl β-(β-hydroxypropionyloxy)propionate

D: 75-07-0
acetaldehyde

Conditions

Conditions	Yield
3-HYDROXYPYRIDINE; dicobalt octacarbonyl at 75℃; under 45004.5 Torr; for 4h; Heating / reflux;	A n/a B 81.08% C n/a D n/a

...Expand

: cerium(III) chloride heptahydrate

: 143-24-8
Tetraethylene glycol dimethyl ether

: 372-31-6
ethyl 4,4,4-trifluoroacetoacetate

: Ce2(CF3C(O)CHC(O)OC2H5)6(CH3O(CH2CH2O)4CH3)

Conditions

Conditions	Yield
With NaOH In ethanol; water filtering, concg., CH2Cl2 addn., decanting, pptn. on concg., filtering, evapn.; elem. anal.;	81%

...Expand

: 143-24-8
Tetraethylene glycol dimethyl ether

: 98-88-4
benzoyl chloride

: 939-55-9
2-chloroethyl benzoate

Conditions

Conditions	Yield
With zinc(II) chloride at 130℃; for 24h; Neat (no solvent);	81%

Tetraethylene glycol dimethyl ether Chemical Properties

Molecular Structure of 2,5,8,11,14-Pentaoxapentadecane (CAS NO.143-24-8):

IUPAC Name: 1-(2-Methoxyethoxy)-2-[2-(2-methoxyethoxy)ethoxy]ethane
Molecular Formula: C₁₀H₂₂O₅
Formula Weight: 222.28
Empirical Formula: C₁₀H₂₂O₅
Molecular Weight: 222.2787
H bond acceptors: 5
H bond donors: 0
#Freely Rotating Bonds: 12
Polar Surface Area: 46.15 Å²
Index of Refraction: 1.42
Molar Refractivity: 57.1 cm³
Molar Volume: 225.4 cm³
Surface Tension: 30.1 dyne/cm
Density: 0.986 g/cm³
Flash Point: 140.6 °C
Enthalpy of Vaporization: 49.31 kJ/mol
Boiling Point: 275.3 °C at 760 mmHg
Vapour Pressure: 0.00862 mmHg at 25°C
Melting Point: -30 ^°C(lit.)
Water Solubility: Soluble
InChI
InChI=1/C10H22O5/c1-11-3-5-13-7-9-15-10-8-14-6-4-12-2/h3-10H2,1-2H3
Smiles
O(CCOCCOC)CCOCCOC
Classification Code: Reproductive Effect; Skin / Eye Irritant

Tetraethylene glycol dimethyl ether Toxicity Data With Reference

1.		eye-rbt 500 mg		AJOPAA American Journal of Ophthalmology. 29 (1946),1363.
2.		orl-rat LD50:5140 mg/kg		JIHTAB Journal of Industrial Hygiene and Toxicology. 23 (1941),259.

Tetraethylene glycol dimethyl ether Consensus Reports

Reported in EPA TSCA Inventory.

Tetraethylene glycol dimethyl ether Safety Profile

Mildly toxic by ingestion. Experimental reproductive effects. An eye irritant. Many glycol ethers are suspected of having dangerous human reproductive effects. When heated to decomposition it emits acrid smoke and irritating fumes. See also Glycol ethers.
Hazard Codes: Xi
Risk Statements: 19: May form explosive peroxides
43: May cause sensitization by skin contact
Safety Statements: 36: Wear suitable protective clothing
24: Avoid contact with skin
WGK Germany: 1
RTECS: SB0400000

Tetraethylene glycol dimethyl ether Specification

2,5,8,11,14-Pentaoxapentadecane , with CAS number of 143-24-8, can be called Tetraethylene glycol dimethyl ether ; Ether,bis(2-(2-methoxyethoxy)ethyl) ; 1,11-dimethoxy-3,6,9-trioxa-undecane ; Ether, bis[2-(2-methoxyethoxy)ethyl] . 2,5,8,11,14-Pentaoxapentadecane (CAS NO.143-24-8) is a colorless clear liquid and should store in a cool dry place. It is air sensitive.

Product Name

Tetraethylene glycol dimethyl ether

Synthetic route

Tetraethylene glycol dimethyl ether Chemical Properties

Tetraethylene glycol dimethyl ether Toxicity Data With Reference

Tetraethylene glycol dimethyl ether Consensus Reports

Tetraethylene glycol dimethyl ether Safety Profile

Tetraethylene glycol dimethyl ether Specification

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