Ethane, 1,2-dimethoxy-

• Formula: C₄H₁₀O₂
• Molecular weight: 90.1210
• IUPAC Standard InChI: InChI=1S/C4H10O2/c1-5-3-4-6-2/h3-4H2,1-2H3 Copy

  
• IUPAC Standard InChIKey: XTHFKEDIFFGKHM-UHFFFAOYSA-N Copy
• CAS Registry Number: 110-71-4
• Chemical structure:
  This structure is also available as a 2d Mol file or as a computed 3d SD file
  The 3d structure may be viewed using Java or Javascript.
• Other names: α,β-Dimethoxyethane; Dimethoxyethane; Dimethyl cellosolve; Ethylene dimethyl ether; Ethylene glycol dimethyl ether; Glycol dimethyl ether; Glyme; Monoethylene glycol dimethyl ether; Monoglyme; 1,2-Dimethoxyethane; 1,2-Ethanediol dimethyl ether; 2,5-Dioxahexane; CH3OCH2CH2OCH3; Egdme; UN 2252; Ansul ether 121; DME; DME (glycol ether); Hisolve MMM; NSC 60542
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Ion clustering data
  • References
  • Notes
• Other data available:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Reaction thermochemistry data
  • Gas phase ion energetics data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • Gas Chromatography
• Data at other public NIST sites:
  • Gas Phase Kinetics Database
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Ion clustering data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled as indicated in comments:
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
RCD - Robert C. Dunbar

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. Searches may be limited to ion clustering reactions. A general reaction search form is also available.

Clustering reactions

CH₆N⁺ +  = (CH₆N⁺ • )

By formula: CH₆N⁺ + C₄H₁₀O₂ = (CH₆N⁺ • C₄H₁₀O₂)

Bond type: Hydrogen bonds with polydentate bonding in positive ions

C₃H₁₀N⁺ +  = (C₃H₁₀N⁺ • )

By formula: C₃H₁₀N⁺ + C₄H₁₀O₂ = (C₃H₁₀N⁺ • C₄H₁₀O₂)

Bond type: Hydrogen bonds with polydentate bonding in positive ions

C₄H₁₁O₂⁺ +  = (C₄H₁₁O₂⁺ • )

By formula: C₄H₁₁O₂⁺ + C₄H₁₀O₂ = (C₄H₁₁O₂⁺ • C₄H₁₀O₂)

Bond type: Hydrogen bonds between protonated and neutral organics

(C₄H₁₁O₂⁺ • 2) +  = (C₄H₁₁O₂⁺ • 3)

By formula: (C₄H₁₁O₂⁺ • 2C₄H₁₀O₂) + C₄H₁₀O₂ = (C₄H₁₁O₂⁺ • 3C₄H₁₀O₂)

Bond type: Hydrogen bonds between protonated and neutral organics

Free energy of reaction

(C₄H₁₁O₂⁺ •  • 2) +  = (C₄H₁₁O₂⁺ • 2 • 2)

By formula: (C₄H₁₁O₂⁺ • C₄H₁₀O₂ • 2H₂O) + C₄H₁₀O₂ = (C₄H₁₁O₂⁺ • 2C₄H₁₀O₂ • 2H₂O)

Bond type: Hydrogen bonds between protonated and neutral organics

C₅H₆N⁺ +  = (C₅H₆N⁺ • )

By formula: C₅H₆N⁺ + C₄H₁₀O₂ = (C₅H₆N⁺ • C₄H₁₀O₂)

Bond type: Hydrogen bonds with polydentate bonding in positive ions

C₆H₁₄N⁺ +  = (C₆H₁₄N⁺ • )

By formula: C₆H₁₄N⁺ + C₄H₁₀O₂ = (C₆H₁₄N⁺ • C₄H₁₀O₂)

Bond type: Hydrogen bonds with polydentate bonding in positive ions

 +  = ( • )

By formula: Cs⁺ + C₄H₁₀O₂ = (Cs⁺ • C₄H₁₀O₂)

( • ) +  = ( • 2)

By formula: (Cs⁺ • C₄H₁₀O₂) + C₄H₁₀O₂ = (Cs⁺ • 2C₄H₁₀O₂)

 +  = ( • )

By formula: Cu⁺ + C₄H₁₀O₂ = (Cu⁺ • C₄H₁₀O₂)

( • ) +  = ( • 2)

By formula: (Cu⁺ • C₄H₁₀O₂) + C₄H₁₀O₂ = (Cu⁺ • 2C₄H₁₀O₂)

 +  = ( • )

By formula: H₄N⁺ + C₄H₁₀O₂ = (H₄N⁺ • C₄H₁₀O₂)

( • ) +  = ( • 2)

By formula: (H₄N⁺ • C₄H₁₀O₂) + C₄H₁₀O₂ = (H₄N⁺ • 2C₄H₁₀O₂)

( • 2) +  = ( • 3)

By formula: (H₄N⁺ • 2C₄H₁₀O₂) + C₄H₁₀O₂ = (H₄N⁺ • 3C₄H₁₀O₂)

 +  = ( • )

By formula: K⁺ + C₄H₁₀O₂ = (K⁺ • C₄H₁₀O₂)

Bond type: Polydentate bonding in non-hydrogen-bonded positive ions

( • ) +  = ( • 2)

By formula: (K⁺ • C₄H₁₀O₂) + C₄H₁₀O₂ = (K⁺ • 2C₄H₁₀O₂)

 +  = ( • )

By formula: Li⁺ + C₄H₁₀O₂ = (Li⁺ • C₄H₁₀O₂)

( • ) +  = ( • 2)

By formula: (Li⁺ • C₄H₁₀O₂) + C₄H₁₀O₂ = (Li⁺ • 2C₄H₁₀O₂)

 +  = ( • )

By formula: Na⁺ + C₄H₁₀O₂ = (Na⁺ • C₄H₁₀O₂)

Free energy of reaction

( • ) +  = ( • 2)

By formula: (Na⁺ • C₄H₁₀O₂) + C₄H₁₀O₂ = (Na⁺ • 2C₄H₁₀O₂)

( • 2) +  = ( • 3)

By formula: (Na⁺ • 2C₄H₁₀O₂) + C₄H₁₀O₂ = (Na⁺ • 3C₄H₁₀O₂)

 +  = ( • )

By formula: Rb⁺ + C₄H₁₀O₂ = (Rb⁺ • C₄H₁₀O₂)

( • ) +  = ( • 2)

By formula: (Rb⁺ • C₄H₁₀O₂) + C₄H₁₀O₂ = (Rb⁺ • 2C₄H₁₀O₂)

References

Go To: Top, Ion clustering data, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Meot-Ner (Mautner), 1983
Meot-Ner (Mautner), M., The Ionic Hydrogen Bond. 3. Multiple and -CH+...O- Bonds. Complexes of Ammonium Ions with Polyethers and Crown Ethers, J. Am. Chem. Soc., 1983, 105, 15, 4912, https://doi.org/10.1021/ja00353a012 . [all data]

Meot-Ner (Mautner), Sieck, et al., 1994
Meot-Ner (Mautner), M.; Sieck, L.W.; Liebman, J.F.; Scheiner, S.; Duan, X., The Ionic Hydrogen Bond. 5. Polydentate and Solvent-Bridged Structures. Complexing of the Proton and the Hydronium Ions by Polyethers, J. Am. Chem. Soc., 1994, 116, 17, 7848, https://doi.org/10.1021/ja00096a047 . [all data]

Rodgers and Armentrout, 2000
Rodgers, M.T.; Armentrout, P.B., Noncovalent Metal-Ligand Bond Energies as Studied by Threshold Collision-Induced Dissociation, Mass Spectrom. Rev., 2000, 19, 4, 215, https://doi.org/10.1002/1098-2787(200007)19:4<215::AID-MAS2>3.0.CO;2-X . [all data]

Koizumi, 2001
Koizumi, H., Collision-Induced Dissociation and Theoretical Studies of Cu+-Dimethoxyethane Complexes, J. Am. Soc. Mass Spectrom., 2001, 12, 5, 480, https://doi.org/10.1016/S1044-0305(01)00242-2 . [all data]

Meot-Ner (Mautner), Sieck, et al., 1996
Meot-Ner (Mautner), M.; Sieck, L.W.; Liebman, J.F.; Scheiner, S., Complexing of the Ammonium Ion by Polyethers. Comparative Complexing Thermochemistry of Ammonium, Hydronium, and Alkali Cations, J. Phys. Chem., 1996, 100, 16, 6445, https://doi.org/10.1021/jp9514943 . [all data]

Davidson and Kebarle, 1976
Davidson, W.R.; Kebarle, P., Binding Energies and Stabilities of Potassium Ion Complexes with Ethylene Diamine and Dimethoxyethane (Glyme) from Measurements of the Complexing Equilibria in the Gas Phase, Can. J. Chem., 1976, 54, 16, 2594, https://doi.org/10.1139/v76-368 . [all data]

Armentrout and Rodgers, 2000
Armentrout, P.B.; Rodgers, M.T., An Absolute Sodium Cation Affinity Scale: Threshold Collision-Induced Dissociation Experiments and ab Initio Theory, J. Phys. Chem A, 2000, 104, 11, 2238, https://doi.org/10.1021/jp991716n . [all data]

More, Ray, et al., 1997
More, M.B.; Ray, D.; Armentrout, P.B., Cation-ether complexes in the gas phase: Bond dissociation energies of Na+(dimethyl ether)(x), x=1-4; Na+(1,2-dimethoxyethane)(x), x=1 and 2; and Na+(12-crown-4), J. Phys. Chem. AJOURNAL OF PHYSICAL CHEMISTRY A 101 (5): 831-839 JAN 30 1997, 1997, 101, 831. [all data]

Castleman, Peterson, et al., 1983
Castleman, A.W.; Peterson, K.I.; Upschulte, B.L.; Schelling, F.J., Energetics and Structure of Na+ Cluster Ions, Int. J. Mass Spectrom. Ion Phys., 1983, 47, 203, https://doi.org/10.1016/0020-7381(83)87171-X . [all data]

McMahon and Ohanessian, 2000
McMahon, T.B.; Ohanessian, G., An Experimental and Ab Initio Study of the Nature of the Binding in Gas-Phase Complexes of Sodium Ions, Chem. Eur. J., 2000, 6, 16, 2931, https://doi.org/10.1002/1521-3765(20000818)6:16<2931::AID-CHEM2931>3.0.CO;2-7 . [all data]

Notes

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• Symbols used in this document:
  

  T	Temperature
  ΔrG°	Free energy of reaction at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions
  ΔrS°	Entropy of reaction at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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