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Name	Tetraethylene glycol dimethyl ether	EINECS	205-594-7
CAS No.	143-24-8	Density	0.986 g/cm³
PSA	46.15000	LogP	0.32900
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	N/A	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;	Article Data	11

Tetraethylene glycol dimethyl ether 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%

: 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

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.

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