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1,2-Dimethoxyethane

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Name

1,2-Dimethoxyethane

EINECS 203-794-9
CAS No. 110-71-4 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 90.14 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 Molecular Structure of 110-71-4 (1,2-Dimethoxyethane) Hazard Symbols FlammableF,ToxicT
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;

 

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: 2-8oC
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: FlammableF,ToxicT
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.

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