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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Gas phase thermochemistry 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:
DRB - Donald R. Burgess, Jr.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -521.3 | kJ/mol | Semi | Stewart, 2004 | |
ΔfH°gas | -511.7 | kJ/mol | N/A | Gutner, Lebedeva, et al., 1980 | Value computed using ΔfHliquid° value of -556.4±0.9 kj/mol from Gutner, Lebedeva, et al., 1980 and ΔvapH° value of 44.7 kj/mol from Mansson, 1969.; DRB |
ΔfH°gas | -524.7 | kJ/mol | N/A | Baroody and Carpenter, 1972 | Value computed using ΔfHliquid° value of -569.4 kj/mol from Baroody and Carpenter, 1972 and ΔvapH° value of 44.7 kj/mol from Mansson, 1969.; DRB |
Reaction thermochemistry 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:
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
By formula: C2H3O2- + C6H14O3 = (C2H3O2- • C6H14O3)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 63.2 ± 4.2 | kJ/mol | N/A | Meot-Ner and Sieck, 1986 | gas phase; B,M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 77.4 | J/mol*K | PHPMS | Meot-Ner and Sieck, 1986 | gas phase; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 40. ± 6.7 | kJ/mol | TDAs | Meot-Ner and Sieck, 1986 | gas phase; B |
(C6H15O3+ • ) + = (C6H15O3+ • • )
By formula: (C6H15O3+ • H3N) + C6H14O3 = (C6H15O3+ • C6H14O3 • H3N)
Bond type: Hydrogen bonds between protonated and neutral organics
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 128. | kJ/mol | PHPMS | Meot-Ner (Mautner), Sieck, et al., 1996 | gas phase; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 213. | J/mol*K | PHPMS | Meot-Ner (Mautner), Sieck, et al., 1996 | gas phase; M |
By formula: C3H10N+ + C6H14O3 = (C3H10N+ • C6H14O3)
Bond type: Hydrogen bonds with polydentate bonding in positive ions
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 137. | kJ/mol | PHPMS | Meot-Ner (Mautner), 1983 | gas phase; diglyme; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 167. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1983 | gas phase; diglyme; M |
By formula: C4H5N2+ + C6H14O3 = (C4H5N2+ • C6H14O3)
Bond type: Hydrogen bonds with polydentate bonding in positive ions
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 136. | kJ/mol | PHPMS | Meot-Ner (Mautner), 1983 | gas phase; diglyme; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 151. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1983 | gas phase; diglyme; M |
By formula: C5H5FN+ + C6H14O3 = (C5H5FN+ • C6H14O3)
Bond type: Hydrogen bonds with polydentate bonding in positive ions
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 145. | kJ/mol | PHPMS | Meot-Ner (Mautner), 1983 | gas phase; diglyme; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 162. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1983 | gas phase; diglyme; M |
By formula: C5H6N+ + C6H14O3 = (C5H6N+ • C6H14O3)
Bond type: Hydrogen bonds with polydentate bonding in positive ions
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 132. | kJ/mol | PHPMS | Meot-Ner (Mautner), 1983 | gas phase; diglyme; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 153. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1983 | gas phase; diglyme; M |
By formula: C6H14N+ + C6H14O3 = (C6H14N+ • C6H14O3)
Bond type: Hydrogen bonds with polydentate bonding in positive ions
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 166. | kJ/mol | PHPMS | Meot-Ner (Mautner), 1983 | gas phase; diglyme; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 187. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1983 | gas phase; diglyme; M |
(C6H15O3+ • ) + = (C6H15O3+ • • )
By formula: (C6H15O3+ • C6H14O3) + H2O = (C6H15O3+ • H2O • C6H14O3)
Bond type: Hydrogen bond (positive ion to hydride)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 86.2 | kJ/mol | PHPMS | Meot-Ner (Mautner), Sieck, et al., 1994 | gas phase; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 145. | J/mol*K | PHPMS | Meot-Ner (Mautner), Sieck, et al., 1994 | gas phase; M |
By formula: C6H15O3+ + C6H14O3 = (C6H15O3+ • C6H14O3)
Bond type: Hydrogen bonds between protonated and neutral organics
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 89.1 | kJ/mol | PHPMS | Meot-Ner (Mautner), Sieck, et al., 1994 | gas phase; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 159. | J/mol*K | PHPMS | Meot-Ner (Mautner), Sieck, et al., 1994 | gas phase; M |
IR Spectrum
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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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Gas Phase Spectrum
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Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.
Additional Data
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Owner | SRD/NIST Collection (C) 2018 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | EPA-IR VAPOR PHASE LIBRARY |
State | gas |
Gas Chromatography
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, IR Spectrum, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Van Den Dool and Kratz RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | DB-5 | 951. | Olson, Wong, et al., 1987 | 30. m/0.32 mm/1.0 μm, 5. K/min; Tstart: 20. C; Tend: 200. C |
Normal alkane RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | DB-5 | 950.9 | Olson, Wong, et al., 1988 | 30. m/0.32 mm/1. μm, 5. K/min; Tstart: 20. C; Tend: 200. C |
References
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, IR Spectrum, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Stewart, 2004
Stewart, J.J.P.,
Comparison of the accuracy of semiempirical and some DFT methods for predicting heats of formation,
J. Mol. Model, 2004, 10, 1, 6-10, https://doi.org/10.1007/s00894-003-0157-6
. [all data]
Gutner, Lebedeva, et al., 1980
Gutner, N.M.; Lebedeva, N.D.; Dobychin, S.L.; Kiseleva, N.N.,
Thermochemical study of aliphatic ethers,
J. Appl. Chem. USSR, 1980, 53, 1523-1525. [all data]
Mansson, 1969
Mansson, M.,
Non-bonded oxygen-oxygen interactions in straight-chain compounds,
J. Chem. Thermodyn., 1969, 1, 141-151. [all data]
Baroody and Carpenter, 1972
Baroody, E.E.; Carpenter, G.A.,
Heats of formation of propellant compounds (U), Rpt. Naval Ordnance Systems Command Task No. 331-003/067-1/UR2402-001 for Naval Ordance Station, Indian Head, MD, 1972, 1-9. [all data]
Meot-Ner and Sieck, 1986
Meot-Ner, M.; Sieck, L.W.,
The ionic hydrogen bond and ion solvation. 5. OH...O- bonds. Gas phase solvation and clustering of alkoxide and carboxylate anions,
J. Am. Chem. Soc., 1986, 108, 7525. [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]
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]
Olson, Wong, et al., 1987
Olson, K.L.; Wong, C.A.; Fleck, L.L.; Lazar, D.F.,
Qualitative and Quantitative Determination of Solvent Formulations in Automotive Paints,
J. Chromatogr. Sci., 1987, 25, 9, 418-423, https://doi.org/10.1093/chromsci/25.9.418
. [all data]
Olson, Wong, et al., 1988
Olson, K.L.; Wong, C.A.; Fleck, L.L.; Lazar, D.F.,
Qualitative and quantitative determination of solvent formulations in automotive paints,
J. Coat. Technol., 1988, 60, 762, 45-50. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, IR Spectrum, Gas Chromatography, References
- Symbols used in this document:
ΔfH°gas Enthalpy of formation of gas at standard conditions 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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