Ethane, 1,1'-oxybis[2-methoxy-
- Formula: C6H14O3
- Molecular weight: 134.1736
- IUPAC Standard InChIKey: SBZXBUIDTXKZTM-UHFFFAOYSA-N
- CAS Registry Number: 111-96-6
- 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: Ether, bis(2-methoxyethyl); (2-Methoxyethyl) ether; Bis(2-methoxyethyl) ether; Di(2-Methoxyethyl) ether; Diethylene glycol dimethyl ether; Diglyme; Dimethyl carbitol; Ethanol, 2,2'-oxybis-, dimethyl ether; Glyme-2; Poly-Solv; 2-(2-Methoxyethoxy)-1-methoxyethane; 2,5,8-Trioxanonane; CH3OCH2CH2OCH2CH2OCH3; Dimethoxydiethylene glycol; Dimethyldigol; Diethyl glycol dimethyl ether; 1,1'-Oxybis(2-methoxy)ethane; 2,2'-Oxybisethanol dimethyl ether; Diglycol methyl ether; NSC 59726; Methyl diglyme; diglyme (diethylene glycol dimethyl ether)
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Phase change data
Go To: Top, Gas phase ion energetics data, References, Notes
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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
DRB - Donald R. Burgess, Jr.
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 435.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Tboil | 435.15 | K | N/A | Anonymous, 1982 | TRC |
Tboil | 435. | K | N/A | Wallace and Mathews, 1964 | Uncertainty assigned by TRC = 4. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 209.15 | K | N/A | Anonymous, 1982 | TRC |
Tfus | 209.1 | K | N/A | Beaumont, Clegg, et al., 1966 | Uncertainty assigned by TRC = 0.2 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 11.5 ± 0.1 | kcal/mol | CGC | Nichols, Orf, et al., 2000 | AC |
ΔvapH° | 10.7 | kcal/mol | N/A | Mansson, 1969 | DRB |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
10.9 | 371. to 434. | EB | Li, Fang, et al., 2009 | AC |
11.3 | 301. | A | Stephenson and Malanowski, 1987 | Based on data from 286. to 433. K. See also Stull, 1947.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
286. to 433.0 | 4.86652 | 1922.137 | -38.063 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
4.250 | 209.1 | Domalski and Hearing, 1996 | AC |
4.2531 | 209.1 | Beaumont, Clegg, et al., 1966, 2 | DH |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
20.3 | 209.1 | Beaumont, Clegg, et al., 1966, 2 | DH |
Gas phase ion energetics data
Go To: Top, Phase change data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
Data compiled as indicated in comments:
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Proton affinity (review) | 219.6 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 208.2 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
9.8 | PE | Baker, Armen, et al., 1983 | Vertical value; LBLHLM |
References
Go To: Top, Phase change data, Gas phase ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]
Anonymous, 1982
Anonymous, X.,
Glymes Grant Chemical, 1982, Baton Rouge, LA 1982. [all data]
Wallace and Mathews, 1964
Wallace, W.J.; Mathews, A.L.,
Density, Refractive Indices, Molar Refractions, and Viscosities of Diethylene Glycol Dimethyl Ether-Water Solutions at 25 C,
J. Chem. Eng. Data, 1964, 9, 267-268. [all data]
Beaumont, Clegg, et al., 1966
Beaumont, R.H.; Clegg, B.; Gee, G.; Herbert, J.B.M.; Marks, D.J.; Roberts, R.C.; Sims, D.,
Heat Capacities of Propylene Oxide and of Some Polymers of Ethylene and Propylene Oxides,
Polymer, 1966, 7, 401. [all data]
Nichols, Orf, et al., 2000
Nichols, Gary; Orf, Jennifer; Reiter, Sarah M.; Chickos, James; Gokel, George W.,
The vaporization enthalpies of some crown and polyethers by correlation gas chromatography,
Thermochimica Acta, 2000, 346, 1-2, 15-28, https://doi.org/10.1016/S0040-6031(99)00405-0
. [all data]
Mansson, 1969
Mansson, M.,
Non-bonded oxygen-oxygen interactions in straight-chain compounds,
J. Chem. Thermodyn., 1969, 1, 141-151. [all data]
Li, Fang, et al., 2009
Li, Dan; Fang, Wenjun; Xie, Wenjie; Xing, Yan; Guo, Yongsheng; Lin, Ruisen,
Measurements on Vapor Pressure and Thermal Conductivity for Pseudo-binary Systems of a Hydrocarbon Fuel with Ethylene and Diethylene Glycol Dimethyl Ethers,
Energy Fuels, 2009, 23, 2, 794-798, https://doi.org/10.1021/ef8007163
. [all data]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Stull, 1947
Stull, Daniel R.,
Vapor Pressure of Pure Substances. Organic and Inorganic Compounds,
Ind. Eng. Chem., 1947, 39, 4, 517-540, https://doi.org/10.1021/ie50448a022
. [all data]
Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D.,
Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III,
J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985
. [all data]
Beaumont, Clegg, et al., 1966, 2
Beaumont, R.H.; Clegg, B.; Gee, G.; Herbert, J.B.M.; Marks, D.J.; Roberts, R.C.; Sims, D.,
Heat capacities of propylene oxide and of some polymers of ethylene and propylene oxides,
Polymer, 1966, 7, 401-416. [all data]
Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G.,
Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update,
J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018
. [all data]
Baker, Armen, et al., 1983
Baker, A.D.; Armen, G.H.; Funaro, S.,
Oral levels of crown ethers and related macrocycles studies by ultraviolet photoelectron spectroscopy: Relationship to complexation studies,
J. Chem. Soc. Dalton Trans., 1983, 2519. [all data]
Notes
Go To: Top, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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