1,2-Dimethoxyethane supplier

Name
1,2-Dimethoxyethane
EINECS 203-794-9
CAS No. 110-71-4
Article Data84
CAS DataBase
Density 0.839 g/cm³
Solubility Miscible with water
Melting Point -69 °C
Formula C₄H₁₀O₂
Boiling Point 84.5 °C at 760 mmHg
Molecular Weight 90.1222
Flash Point 0 °C
Transport Information UN 2252 3/PG 2
Appearance water-white Liquid
Safety 53-45
Risk Codes 60-61-11-19-20
Molecular Structure
Hazard Symbols F,T
Synonyms DME (glycol ether);Dimethyl Cellosolve;Ethylene dimethyl ether;Ethylene glycol dimethyl ether;Glycol dimethyl ether;Glyme;Hisolve MMM;Monoethylene glycol dimethyl ether;Monoglyme;a,b-Dimethoxyethane;Ethylene glycol dimethy ether;1,2-Ethanediol, dimethyl ether;2,5-Dioxahexane;
PSA 18.46000
LogP 0.27920

Synthetic route

: 74-87-3
methylene chloride

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

: 110-71-4
1,2-dimethoxyethane

Conditions

Conditions	Yield
With sodium hydroxide In water at 60℃;	99.8%

: 115-10-6
Dimethyl ether

: 109-86-4
2-methoxy-ethanol

: 110-71-4
1,2-dimethoxyethane

Conditions

Conditions	Yield
With MCM-22 In 1,4-dioxane at 50℃; under 750.075 Torr; Pressure; Reagent/catalyst; Temperature; Inert atmosphere;
With hydrogen-type mordenite molecular sieve, Si:Al ratio 4:1 at 200℃; under 60006 Torr; Temperature; Pressure; Reagent/catalyst; Autoclave;

: 109-86-4
2-methoxy-ethanol

: 110-71-4
1,2-dimethoxyethane

Conditions

Conditions	Yield
With sodium Behandeln des Reaktionsgemisches mit Methylchlorid, zuletzt bei 60grad;
With sulfuric acid
With H-type ZSM-5(SiO2/Al2O3=280) at 180℃; for 11h;
With sulfuric acid
With sodium Behandeln des Reaktionsgemisches mit Dimethylsulfat, zuletzt bei 85-90grad;

: 67-56-1
methanol

: 109-86-4
2-methoxy-ethanol

: 110-71-4
1,2-dimethoxyethane

Conditions

Conditions	Yield
With MCM-22 zeolite at 50℃; under 750.075 Torr; Reagent/catalyst; Pressure; Temperature;

: 109-86-4
2-methoxy-ethanol

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

B: 107-21-1
ethylene glycol

Conditions

Conditions	Yield
With H-β molecular sieve catalyst at 70℃; under 3750.38 Torr; Reagent/catalyst; Temperature; Pressure; Inert atmosphere;

: 67-56-1
methanol

: 109-86-4
2-methoxy-ethanol

: 107-21-1
ethylene glycol

: 110-71-4
1,2-dimethoxyethane

Conditions

Conditions	Yield
With NAFION 1100 EW Polymer (H+ form) at 200℃; under 36201.3 - 51716.2 Torr; for 82h;

...Expand

: 115-10-6
Dimethyl ether

: 109-86-4
2-methoxy-ethanol

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

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

Conditions

Conditions	Yield
With sulfonated styrene-divinylbenzene copolymer acidic cation exchange resin (D005) at 130℃; under 37503.8 Torr; Reagent/catalyst; Autoclave;

...Expand

: 75-34-3
1,1-dichloroethane

: 7439-89-6
iron

: 110-71-4
1,2-dimethoxyethane

Conditions

Conditions	Yield
In methanol	73%

: 75-21-8
oxirane

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

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

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

C: 107-21-1
ethylene glycol

D: 292638-85-8
acrylic acid methyl ester

Conditions

Conditions	Yield
With 1-butyl-3-methylimidazolium tetracarbonylcobaltate at 75℃; under 27752.8 Torr; for 10h; Autoclave;

...Expand

: 201230-82-2
carbon monoxide

A: 67-56-1
methanol

B: 71-23-8
propan-1-ol

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

D: 34557-54-5
methane

E: 64-17-5
ethanol

F: 74-84-0
ethane

G: 78-83-1
2-methyl-propan-1-ol

H: 107-31-3
Methyl formate

I: 75-07-0
acetaldehyde

J: 71-36-3
butan-1-ol

Conditions

Conditions	Yield
With hydrogen In carbon dioxide; nitrogen at 300℃; under 38787.1 Torr; for 20h; Conversion of starting material;
With hydrogen In carbon dioxide; nitrogen at 275℃; under 38787.1 Torr; for 22h; Conversion of starting material;
With hydrogen In carbon dioxide; nitrogen at 275℃; under 38787.1 Torr; for 22h; Conversion of starting material;
With hydrogen In carbon dioxide; nitrogen at 275℃; under 38787.1 Torr; for 20h; Conversion of starting material;
With hydrogen In carbon dioxide; nitrogen at 275℃; under 38787.1 Torr; for 20h; Conversion of starting material;

...Expand

: 107-21-1
ethylene glycol

: 74-88-4
methyl iodide

: 110-71-4
1,2-dimethoxyethane

Conditions

Conditions	Yield
With iron(III) perchlorate In dichloromethane at 20℃; for 1.5h;	90%

: 67-56-1
methanol

: 110-71-4
1,2-dimethoxyethane

Conditions

Conditions	Yield
With alumina at 249.84℃; under 757.576 Torr; Kinetics; Reagent/catalyst;

: 74-87-3
methylene chloride

: 109-86-4
2-methoxy-ethanol

: 110-71-4
1,2-dimethoxyethane

Conditions

Conditions	Yield
With sodium hydroxide at 90℃; for 15h;

: 115-10-6
Dimethyl ether

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

B: 20637-49-4
1,2,3-trimethoxy glycerol ether

Conditions

Conditions	Yield
With di-tert-butyl peroxide at 135℃; Autoclave;

: 115-10-6
Dimethyl ether

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

B: 111-96-6
diethylene glycol dimethyl ether

C: 20637-49-4
1,2,3-trimethoxy glycerol ether

Conditions

Conditions	Yield
With di-tert-butyl peroxide at 150℃; for 4h; Temperature; Autoclave;

...Expand

: 67-56-1
methanol

: 107-21-1
ethylene glycol

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

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

Conditions

Conditions	Yield
With phosphorus pentoxide 1.) reflux, 2 h, 2.) a) from 150 deg C to 175 deg C, 5 h, b) from 130 deg C to 160 deg C, 30 min; Yield given. Multistep reaction. Yields of byproduct given;
With NAFION 1100 EW Polymer (H+ form) at 198 - 200℃; under 48096 Torr; for 5h;
With SAPO-34 zeolite In water at 209.84℃; under 2250.23 Torr; for 1.66667h; Catalytic behavior; Reagent/catalyst; Time; Flow reactor; Inert atmosphere; Green chemistry;

...Expand

: 7440-09-7
potassium

: ytterbium

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

B: 92670-64-9
potassium bis({8}annulene)ytterbate(III)

Conditions

Conditions	Yield
With cyclooctatetraen In ammonia NH3 (liquid); cyclooctatetraene is added to a dry ice/2-propanol cooled liquid NH3 soln. of Yb metal and of K metal;; evapn.;;	A n/a B 86%

...Expand

: 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

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

: 110-71-4
1,2-dimethoxyethane

Conditions

Conditions	Yield
With water

: 1634-04-4
tert-butyl methyl ether

A: 67-56-1
methanol

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

C: 75-28-5
Isobutane

D: 115-11-7
isobutene

Conditions

Conditions	Yield
HF/Attapulgite at 140 - 150℃; under 1535.79 Torr; for 120 - 384h; Product distribution / selectivity; Gas phase;
mixed metal oxide catalyst (Ce 2.64 wt.percent; Zr 64.12 wt.percent; S 0.69 wt.percent) at 140 - 150℃; under 1535.79 Torr; for 120 - 744h; Product distribution / selectivity; Gas phase;
mixed metal oxide catalyst (W 18.1 wt.percent; Zr 54.3 wt.percent; Fe 0.58 wt.percent; S 0.69 wt.percent) calcined to 500 C in flowing air for 3 h at 140 - 150℃; under 1535.79 Torr; for 24 - 504h; Product distribution / selectivity; Gas phase;

...Expand

: 75-21-8
oxirane

boron fluoride dimethyl etherate: boron fluoride dimethyl etherate

: 2046-33-5
3-methoxypropylbenzene

: 110-71-4
1,2-dimethoxyethane

Conditions

Conditions	Yield
In water

...Expand

: 75-21-8
oxirane

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

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

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

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

D: 107-21-1
ethylene glycol

Conditions

Conditions	Yield
With immobilization of carbonylcobalt catalyst by poly(4-vinylpyridine)(P4VP) In tetrahydrofuran at 75℃; under 22502.3 Torr; for 15h;
With dicobalt octacarbonyl; triphenylphosphine In tetrahydrofuran at 75℃; under 22502.3 Torr; for 15h;

...Expand

: 75-21-8
oxirane

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

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

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

C: 107-21-1
ethylene glycol

Conditions

Conditions	Yield
With immobilization of carbonylcobalt catalyst by poly(4-vinylpyridine)(P4VP) In tetrahydrofuran at 75℃; under 22502.3 Torr; for 15h;

...Expand

: 75-21-8
oxirane

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

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

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

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

Conditions

Conditions	Yield
With immobilization of carbonylcobalt catalyst by poly(4-vinylpyridine)(P4VP) In tetrahydrofuran at 75℃; under 22502.3 Torr; for 15h;

...Expand

: 107-30-2
chloromethyl methyl ether

: 110-71-4
1,2-dimethoxyethane

Conditions

Conditions	Yield
With diethyl ether; copper
With diethyl ether; sodium

: 90669-97-9
bis(bis(trimethylsilyl)amino)ytterbium * 1,2-dimethoxyethane

A: 75-77-4
chloro-trimethyl-silane

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

C: 10361-91-8
ytterbium(III) chloride

D: ammonium chloride

Conditions

Conditions	Yield
With hydrogenchloride In toluene condensing gaseous HCl with liquid nitrogen in an ampul containing toluene solution of (((CH3)3Si)2N)2Yb*CH3O(CH2)2OCH3; warming to room temperature; removing volatile compounds ((CH3)3SiCl, DME) by vac. condensation; vac. sublimation at 100°C (1E-2 mm): NH4Cl;;	A 100% B 90% C 100% D 92%

...Expand

: 3970-21-6
2-Methoxyethoxymethyl chloride

: 110-71-4
1,2-dimethoxyethane

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); poly(phenylsilane) In benzene-d6 at 82 - 85℃; for 3h; sealed;	96 % Spectr.

: Mo[C3(C(CH3)3)2][OC(CH3)(CF3)2]2((CH3OCH2)2)

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

B: Mo[C3(C(CH3)3)2][OC(CH3)(CF3)2]2

Conditions

Conditions	Yield
In (2)H8-toluene under N2, dissolution in toluene-d8; not isolated; detected by NMR;

: praseodymium heptakis[tris(pentafluorophenyl)germanyl]dimercurate*3(dimethoxyethane)

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

B: 10361-79-2
praseodymium(III) chloride

C: 42371-50-6
tris(pentafuorophenyl)germane

D: 1259-89-8
Chloro[tris(perfluorophenyl)]-germane

E: mercury

Conditions

Conditions	Yield
With HCl In tetrahydrofuran excess of HCl; in evacuated ampul maintained overnight at 20°C, heated 2 h up to 70°C; organic layer decanted; gas-liq. chromy.;	A 97.5% B 89% C 94.5% D 72.2% E 65.5%

...Expand

: 3970-21-6
2-Methoxyethoxymethyl chloride

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

B: 15112-21-7
bis(chloromethoxy)methane

C: 115-10-6
Dimethyl ether

D: 624-73-7
1,2-Diiodoethane

Conditions

Conditions	Yield
Stage #1: 2-Methoxyethoxymethyl chloride With niobium(V) iodide In dichloromethane; chloroform-d8 at 20℃; for 48h; Inert atmosphere; Stage #2: With water In dichloromethane; chloroform-d8 Inert atmosphere;

...Expand

: 110-71-4
1,2-dimethoxyethane

: 1,2-dimethoxy-ethane; compound with trichloroborane

Conditions

Conditions	Yield
With boron trichloride at -78 - 0℃;	100%

: 110-71-4
1,2-dimethoxyethane

: methyl 3-benzyloxy-6-(1-pyrrolidinyl)picolinate

: methyl 3-hydroxy-6-(1-pyrrolidinyl)picolinate

Conditions

Conditions	Yield
In methanol; palladium-carbon	100%
In methanol; palladium-carbon	100%

: 110-71-4
1,2-dimethoxyethane

: ytterbium

: bis(hexamethyldisilylamido)mercury(II)

A: 90669-97-9
bis(bis(trimethylsilyl)amino)ytterbium * 1,2-dimethoxyethane

B: mercury

Conditions

Conditions	Yield
In 1,2-dimethoxyethane addn. of a solution of ((CH3)3Si)2N)2Hg in CH3O(CH2)2OCH3 to Yb metal in an evacuated ampul (20°C, 6 h);; decantation, crystn. (pentane), elem. anal.;	A 88% B 100%

...Expand

: 110-71-4
1,2-dimethoxyethane

: 312304-82-8, 827342-25-6
bis(tetrahydrofuran)tris(trimethylsilyl)lutetium(III)

: 884911-37-9
Lu(CH2SiMe3)3(THF)(DME)

Conditions

Conditions	Yield
In pentane all manipulations under dry, oxygen-free N2 atm.; mixt. of DME and pentane added to soln. of Lu compd., slowly cooled to 0°C then to -30°C; white solid pptd., vessel cooled to -78°C, mother liquor decanted, residue dried under vac.; elem. anal.;	100%

: 110-71-4
1,2-dimethoxyethane

: Pr4O7

: 2857-97-8
trimethylsilyl bromide

: 783338-78-3
[PrBr3(dimethoxyethane)2]

Conditions

Conditions	Yield
With water In 1,2-dimethoxyethane byproducts: (CH3)3SiOSi(CH3)3; DME, (CH3)3SiBr and water added to Pr4O7; suspn. stirred for 8 days at room temp.; dried in vacuum; elem. anal.;	100%

...Expand

: 110-71-4
1,2-dimethoxyethane

: (η5-pentamethylcyclopentadienyl)silicon(II) tetrakis(pentafluorophenyl)borate

: 4039-32-1
lithium hexamethyldisilazane

: 1186017-72-0
[bis(trimethysilyl)amino](pentamethylcyclopentadienyl)[(2-methoxy)ethoxy](methyl)silane

Conditions

Conditions	Yield
In hexane at -40℃; for 2h; Inert atmosphere;	100%

...Expand

: 110-71-4
1,2-dimethoxyethane

: ThCl4(1,4-dioxane)2

: ThCl4(dimethoxyethane)2

Conditions

Conditions	Yield
In 1,2-dimethoxyethane room temp., 10 min;	100%

: 110-71-4
1,2-dimethoxyethane

: Th(Cl)4(THF)3.5

: ThCl4(dimethoxyethane)2

Conditions

Conditions	Yield
In 1,2-dimethoxyethane room temp., 10 min;	100%

: Na13(PH2)(OtBu)12

: 110-71-4
1,2-dimethoxyethane

: Na13(dme)3(PH2)(OtBu)12

Conditions

Conditions	Yield
at 20℃; for 48h;	100%

: 110-71-4
1,2-dimethoxyethane

: 1384933-47-4
4,5-bis(2,6-diisopropylanilino)-2,7-di-tert-butyl-9,9-dimethylthioxanthene

: Li2(DME)2[4,5-bis(2,6-diisopropylanilino)-2,7-di-tert-butyl-9,9-dimethylthioxanthene(2-)]

Conditions

Conditions	Yield
With n-butyllithium In hexane at -78 - 20℃; for 12h;	100%

: 16940-66-2
sodium tetrahydroborate

: 110-71-4
1,2-dimethoxyethane

: 55011-46-6
5-nitro-2H-tetrazole

A: [Na(1,,2-dimethoxyethane)3][bis(5-nitro-2H-tetrazolyl)dihydroborate]

B: 1333-74-0
hydrogen

Conditions

Conditions	Yield
at 20℃; for 4h; Inert atmosphere;	A 100% B 3.9 mmol

...Expand

: 16940-66-2
sodium tetrahydroborate

: 110-71-4
1,2-dimethoxyethane

: 75393-84-9
5-(trinitromethyl)-2H-tetrazole

A: [Na(1,,2-dimethoxyethane)3][bis(5-(trinitromethyl)-2H-tetrazolyl)dihydroborate]

B: 1333-74-0
hydrogen

Conditions

Conditions	Yield
at 20℃; for 4h; Inert atmosphere;	A 100% B 3.8 mmol

...Expand

: 16940-66-2
sodium tetrahydroborate

: 110-71-4
1,2-dimethoxyethane

: 75393-85-0
5-(fluorodinitromethyl)tetrazole

A: [Na(1,,2-dimethoxyethane)3][bis(5-(fluorodinitromethyl)-2H-tetrazolyl)dihydroborate]

B: 1333-74-0
hydrogen

Conditions

Conditions	Yield
at 20℃; for 4h; Inert atmosphere;	A 100% B 3.7 mmol

...Expand

: 16940-66-2
sodium tetrahydroborate

: 110-71-4
1,2-dimethoxyethane

: 26621-32-9
3,5-dinitro-1H-1,2,4-triazole

A: [Na(1,,2-dimethoxyethane)3][bis(3,5-dinitro-1H-1,2,4-triazolyl)dihydroborate]

B: 1333-74-0
hydrogen

Conditions

Conditions	Yield
at 20℃; for 4h; Inert atmosphere;	A 100% B 4.1 mmol

...Expand

: 110-71-4
1,2-dimethoxyethane

: K{2,6-diisopropylphenylamine(1-)}K{N(SiMe3)2}

: [(DME)K{μ-N(SiMe3)2}{μ-2,6-diisopropylphenylamine(1-)}K]2

Conditions

Conditions	Yield
at 5℃; for 168h; Inert atmosphere; Schlenk technique;	100%

: 110-71-4
1,2-dimethoxyethane

: 110-54-3
hexane

: 1541157-10-1
[C6H4-1,2-{NC(t-Bu)N(2,6-Me2C6H3)}2]Yb(THF)

: 639-58-7
triphenyltin chloride

: 0.5C4H8O*0.25C6H14*C36H50ClN4O2Yb

B: 1064-10-4
hexaphenylditin

Conditions

Conditions	Yield
Stage #1: [C6H4-1,2-{NC(t-Bu)N(2,6-Me2C6H3)}2]Yb(THF); triphenyltin chloride In tetrahydrofuran for 12h; Schlenk technique; Stage #2: 1,2-dimethoxyethane; hexane Schlenk technique;	A 75% B 100%

...Expand

: 110-71-4
1,2-dimethoxyethane

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

: C4H10O2*C2F6NO4S2(1-)*Li(1+)

Conditions

Conditions	Yield
at 79.84℃; for 0.5h;	100%
With lithium nitrate Concentration; Inert atmosphere; Glovebox;
Glovebox; Sealed tube; Heating;

: 110-71-4
1,2-dimethoxyethane

: [{2,6-bis(3-tert-butyl-5-methyl-2-hydroxybenzyl)-4-tert-butyl-N-(p-tolyl)aniline-(2H)}Na2(tetrahydrofuran)]2

: {2,6-bis(3-tert-butyl-5-methyl-2-hydroxybenzyl)-4-tert-butyl-N-(p-tolyl)aniline-(2H)}{Na(1,2-dimethoxyethane)}2

Conditions

Conditions	Yield
In toluene for 0.166667h; Inert atmosphere; Schlenk technique; Glovebox;	100%

: 110-71-4
1,2-dimethoxyethane

: 124-38-9
carbon dioxide

: C98H144K3N2O9Ti2(1-)*C24H48KO6(1+)

: C89H120N2O12Ti2(4-)*4K(1+)*3C4H10O2

Conditions

Conditions	Yield
Stage #1: carbon dioxide; C98H144K3N2O9Ti2(1-)*C24H48KO6(1+) In tetrahydrofuran under 750.075 Torr; for 0.5h; Inert atmosphere; Schlenk technique; Glovebox; Stage #2: 1,2-dimethoxyethane Inert atmosphere; Glovebox; Schlenk technique;	100%

...Expand

: 110-71-4
1,2-dimethoxyethane

: 3,7,10-trioxa-1,5-bis(trimethylsilyl)octamethylbicyclo[3.3.3]undecasilane

: (x)C4H10O2*C12H36O3Si8(2-)*2K(1+)

Conditions

Conditions	Yield
With potassium tert-butylate for 12h;	100%

: 110-71-4
1,2-dimethoxyethane

: C83H131Ge2LiO2Si4

: C75H115Ge2Si4*C12H30LiO6

Conditions

Conditions	Yield
for 1h; Inert atmosphere;	100%

: 110-71-4
1,2-dimethoxyethane

: 917-54-4
methyllithium

: [(tBuN)(Cl)W(μ-NtBu)2Ruη5-C5Me5 ]

: [Li(DME)][(tBuN)2W(μ-NtBu)(μ-CH2)Ruη5-C5Me5 ]

Conditions

Conditions	Yield
In tetrahydrofuran; diethyl ether at -78 - 25℃; for 24h; Inert atmosphere; Schlenk technique;	100%

...Expand

: 110-71-4
1,2-dimethoxyethane

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

: C12H30MgO6(2+)*2C2F6NO4S2(1-)

Conditions

Conditions	Yield
at 100℃; Sealed tube;	100%

: lanthanum(III) oxide

: 75-77-4
chloro-trimethyl-silane

: 110-71-4
1,2-dimethoxyethane

: [LaCl3(DME)]

Conditions

Conditions	Yield
With H2O In 1,2-dimethoxyethane byproducts: HCl, (CH3)3SiOSi(CH3)3; 4 ds, (Ar); vac. drying, elem. anal.;	99.8%

...Expand

: 110-71-4
1,2-dimethoxyethane

: Ca(C3H(CH3)2N2(C6H3(C3H7)2)2)(C2H5OC2H5)(N(Si(CH3)3)2)

: C39H69CaN3O2Si2

Conditions

Conditions	Yield
In hexane at 20℃; for 12h; Inert atmosphere; Schlenk technique;	99.7%

: 110-71-4
1,2-dimethoxyethane

: neodymium(III) oxide

: 2857-97-8
trimethylsilyl bromide

: 783338-79-4
[NdBr3(dimethoxyethane)2]

Conditions

Conditions	Yield
With water In 1,2-dimethoxyethane byproducts: (CH3)3SiOSi(CH3)3; DME, (CH3)3SiBr and water added to Nd2O3; suspn. stirred for 8 days at room temp.; dried in vacuum; elem. anal.;	99.6%

...Expand

: 21205-91-4
9-borabicyclo[3.3.1]nonane dimer

: 110-71-4
1,2-dimethoxyethane

: 76-05-1
trifluoroacetic acid

: 169695-38-9
9-trifluoroacetoxy-9-borabicyclo[3.3.1]nonane, adduct with 1,2-dimethoxyethane

Conditions

Conditions	Yield
In 1,2-dimethoxyethane byproducts: H2; (inert atmosphere); addn. of CF3COOH to a stirred soln. of the dimer in DME at 0°C, warming to room temp., stirring (14 h); solvent removal (vac.), sublimation;	99.5%

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1,2-Dimethoxyethane Chemical Properties

Molecular Structure of 1,2-Dimethoxyethane (CAS NO.110-71-4):

Empirical Formula: C₄H₁₀O₂
Molecular Weight: 90.121
IUPAC Name: 1,2-dimethoxyethane
H bond acceptors: 2
H bond donors: 0
Freely Rotating Bonds: 3
Polar Surface Area: 18.46 Å²
Index of Refraction: 1.366
Molar Refractivity: 24.07 cm³
Molar Volume: 107.2 cm³
Surface Tension: 21.3 dyne/cm
Density: 0.839 g/cm³
Flash Point: 0 °C
Enthalpy of Vaporization: 32.42 kJ/mol
Boiling Point: 84.5 °C at 760 mmHg
Vapour Pressure: 80.6 mmHg at 25°C
Melting point: -69 °C
Storage temp: 2-8^oC
Water Solubility: Miscible
Sensitive: Air Sensitive
Merck: 14,3224
BRN: 1209237
CAS: 110-71-4
InChI
InChI=1/C4H10O2/c1-5-3-4-6-2/h3-4H2,1-2H3
Smiles
C(COC)OC
Classification Code: Reproductive Effect
Stability: Stable, but explosive peroxides may form on exposure to air. Test for the presence of peroxides before heating. Avoid heat, light, air. Highly flammable. Store under inert gas

1,2-Dimethoxyethane Uses

1,2-Dimethoxyethane (CAS NO.110-71-4) is often used as a higher boiling alternative to diethyl ether and THF. As a bidentate ligand, it is used in organometallic chemistry like Grignard reactions, hydride reductions, and palladium-catalyzed reactions like Suzuki reactions and Stille coupling. It is also a good solvent for oligo- and polysaccharides. It is used as the low-viscosity component of the solvent for electrolytes of lithium batteries.

1,2-Dimethoxyethane Production

(1) 2 CH₃OCH₂CH₂OH + 2 Na → 2 CH₃OCH₂CH₂ONa + H₂↑
CH₃OCH₂CH₂ONa + CH₃Cl → CH₃OCH₂CH₂OCH₃ + NaCl
(2) CH₃OCH₃ + CH₂CH₂O → CH₃OCH₂CH₂OCH₃

1,2-Dimethoxyethane Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	400mg/kg (400mg/kg)		National Technical Information Service. Vol. OTS0571323,
mouse	LD50	oral	3200mg/kg (3200mg/kg)		National Technical Information Service. Vol. OTS0571323,
rabbit	LDLo	skin	2gm/kg (2000mg/kg)		National Technical Information Service. Vol. OTS0539769,
rat	LCLo	inhalation	63gm/m3/6H (63000mg/m3)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: IRRITABILITY	National Technical Information Service. Vol. OTS0571323,
rat	LD50	intraperitoneal	800mg/kg (800mg/kg)		National Technical Information Service. Vol. OTS0571323,
rat	LDLo	oral	1gm/kg (1000mg/kg)		National Technical Information Service. Vol. OTS0539769,

1,2-Dimethoxyethane Consensus Reports

Reported in EPA TSCA Inventory. Glycol ether compounds are on the Community Right-To-Know List.

1,2-Dimethoxyethane Safety Profile

Hazard Codes: F, Toxic T
Risk Statements: 60-61-11-19-20
60: May impair fertility
61: May cause harm to the unborn child
11: Highly Flammable
19: May form explosive peroxides
20: Harmful by inhalation
Safety Statements: 53-45
53: Avoid exposure - obtain special instruction before use
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
RIDADR UN: 2252 3/PG 2
WGK Germany: 1
RTECS：KI1451000
F: 3-10-23
HazardClass: 3
PackingGroup: II
HS Code: 29091900

1,2-Dimethoxyethane Standards and Recommendations

DOT Classification: 3; Label: Flammable Liquid

1,2-Dimethoxyethane Specification

1,2-Dimethoxyethane , with CAS number of 110-71-4, can be called 1,2-Ethanediol, dimethyl ether ; DME ; Dimethyl Cellosolve ; Ethylene dimethyl ether ; Ethylene glycol dimethyl ether ; Glyme ; Monoethylene glycol dimethyl ether ; Monoglyme ; Ethylene glycol dimethy ether ; a,b-Dimethoxyethane . 1,2-Dimethoxyethane (CAS NO.110-71-4) should be stored in a tightly closed container. Make sure to keep from contact with oxidizing materials. It must be stored in a cool, dry, well-ventilated area away from incompatible substances. Flammables-area.

Product Name

1,2-Dimethoxyethane

Synthetic route

1,2-Dimethoxyethane Chemical Properties

1,2-Dimethoxyethane Uses

1,2-Dimethoxyethane Production

1,2-Dimethoxyethane Toxicity Data With Reference

1,2-Dimethoxyethane Consensus Reports

1,2-Dimethoxyethane Safety Profile

1,2-Dimethoxyethane Standards and Recommendations

1,2-Dimethoxyethane Specification

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