Main page (Russian) Search in database (English)

Properties of substance:

1,2-dimethoxyethane

Synonyms:

ethylene glycol dimethyl ether

Group of substances:

organic

Physical appearance:

liquid

Empirical formula (Hill's system for organic substances):

C4H10O2

Structural formula as text:

CH3OCH2CH2OCH3

Molar/atomic mass: 90.121

Melting point (°C):

-71

Boiling point (°C):

85.2

CAS №: 110-71-4

Solubility (g/100 g of solvent):

acetone: soluble [Ref.]
benzene: soluble [Ref.]
carbon tetrachloride: soluble [Ref.]
chloroform: soluble [Ref.]
diethyl ether: soluble [Ref.]
ethanol: soluble [Ref.]
water: soluble [Ref.]

Density:

0.8692 (20°C, g/cm3)
0.8637 (25°C, g/cm3)

Synthesis 1:

Reference: Capinjola, J.V. Preparation of Ethylene Glycol Dimethyl Ether / Journal of the American Chemical Society. - 1945. - Vol. 67, No. 9 pp. 1615 [doi: 10.1021/ja01225a502]

2CH3OCH2CH2OH + 2Na → 2CH3OCH2CH2ONa + H2
CH3OCH2CH2ONa + CH3Cl → CH3OCH2CH2OCH3 + NaCl

To 1830 g. (24 moles) of methyl cellosolve contained in a 3-liter, three-neck flask, equipped with a reflux condenser and mechanical stirrer, was added portionwise while stirring 138 g. (6.0 moles) of sodium in small pieces. As the sodium dissolved, the mixture thickened and became dark brown in color. When all the sodium had dissolved, the flask was fitted with a thermometer and an inlet tube extending beneath the surface of the solution. Methyl chloride was passed into the mixture at such a rate that very little escaped reaction. Reaction started immediately and proceeded smoothly and rapidly. Some heat was evolved, and this was removed by means of a water bath applied when the temperature of the mixture reached 60°. When the reaction was complete, as determined by the gain in weight (the time for complete methylation was usually about three hours), the mixture was cooled and the liquid portion was decanted from the sodium chloride. The liquid portion was distilled from an ordinary distilling flask, collecting the material distilling below 123° (methyl cellosolve boils at 124°). Fractional distillation of this material gave 422 g. of ethylene glycol dimethyl ether boiling at 83.5—84.0°, d(20/4) 0.8664, n(20, D) 1.3813; yield, 78%, based on the sodium.

Refractive index (nD):

1.4383 (20°C)

Vapour pressure (Torr):

10 (14°C)

Standard molar enthalpy (heat) of formation ΔfH0 (298.15 K, kJ/mol):

-376.6 (l)

Molar heat capacity at constant pressure Cp (298.15 K, J/(mol·K)):

193.3 (l)

References:

  1. CRC Handbook of Chemistry and Physics. - 90ed. - CRC Press, 2010. - pp. 5-27
  2. CRC Handbook of Chemistry and Physics. - 95ed. - CRC Press, 2014. - pp. 3-198
  3. Свойства органических соединений: Справочник. - Под ред. Потехина А.А. - Л.: Химия, 1984. - pp. 434-435 [Russian]
  4. Химический энциклопедический словарь. - Под ред. Кнунянц И.Л. - М.: Советская энциклопедия, 1983. - pp. 718 [Russian]

    Your requests if no data into database




    © Collected Ruslan Anatolievich Kiper, burewestnik@mail.ru