Diisopropyl ether
- Formula: C6H14O
- Molecular weight: 102.1748
- IUPAC Standard InChIKey: ZAFNJMIOTHYJRJ-UHFFFAOYSA-N
- CAS Registry Number: 108-20-3
- 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: Propane, 2,2'-oxybis-; Isopropyl ether; Diisopropyl oxide; 2-Isopropoxypropane; Diiospropyl ether; 2,2'-Oxybispropane; (iso-C3H7)2O; 1,1'-Dimethyldiethyl ether; Ether, isopropyl; Ether isopropylique; Izopropylowy eter; UN 1159; Bis(isopropyl) ether
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Gas phase thermochemistry data
Go To: Top, Phase change data, Henry's Law data, Gas phase ion energetics data, Ion clustering 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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -318. ± 3. | kJ/mol | Ccb | Colomina, Pell, et al., 1965 | ALS |
Constant pressure heat capacity of gas
Cp,gas (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
182.47 | 360.04 | Andon R.J.L., 1974 | GT |
191.01 | 380.01 | ||
199.33 | 399.98 | ||
209.60 | 424.98 | ||
219.11 | 449.98 |
Phase change 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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
BS - Robert L. Brown and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 341.4 ± 0.7 | K | AVG | N/A | Average of 14 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 187.26 | K | N/A | Dreisbach and Martin, 1949 | Uncertainty assigned by TRC = 0.05 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 187.77 | K | N/A | Andon, Counsell, et al., 1974 | Uncertainty assigned by TRC = 0.06 K; TRC |
Ttriple | 186.3 | K | N/A | Parks, Huffman, et al., 1933 | Uncertainty assigned by TRC = 0.2 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 500.3 | K | N/A | Majer and Svoboda, 1985 | |
Tc | 499.6 | K | N/A | Durig and Li, 1975 | Uncertainty assigned by TRC = 0.3 K; TRC |
Tc | 499.6 | K | N/A | Young, 1975 | Uncertainty assigned by TRC = 0.3 K; TRC |
Tc | 500.32 | K | N/A | Ambrose, Broderick, et al., 1974 | Uncertainty assigned by TRC = 0.1 K; TRC |
Tc | 500.1 | K | N/A | Kobe, Ravicz, et al., 1956 | Uncertainty assigned by TRC = 0.3 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 28.32 | bar | N/A | Ambrose, Broderick, et al., 1974 | Uncertainty assigned by TRC = 0.06 bar; TRC |
Pc | 28.751 | bar | N/A | Kobe, Ravicz, et al., 1956 | Uncertainty assigned by TRC = 0.1378 bar; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Vc | 0.386 | l/mol | N/A | Kobe, Ravicz, et al., 1956 | Uncertainty assigned by TRC = 0.005 l/mol; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 32.26 | kJ/mol | N/A | Majer and Svoboda, 1985 | |
ΔvapH° | 32.7 ± 0.5 | kJ/mol | EB | Efimova, Pashchenko, et al., 2007 | Based on data from 285. to 365. K.; AC |
ΔvapH° | 32.12 | kJ/mol | C | Majer, Wagner, et al., 1980 | ALS |
ΔvapH° | 32.1 ± 0.1 | kJ/mol | C | Majer, Wagner, et al., 1980 | AC |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
29.1 | 341.5 | N/A | Majer and Svoboda, 1985 | |
33.0 | 293. | N/A | Garriga, Andrés, et al., 1999 | Based on data from 278. to 323. K.; AC |
31.1 | 322. | N/A | Montón, de la Torre, et al., 1999 | Based on data from 307. to 349. K.; AC |
29.9 | 375. | A | Stephenson and Malanowski, 1987 | Based on data from 360. to 440. K.; AC |
29.5 | 451. | A | Stephenson and Malanowski, 1987 | Based on data from 436. to 500. K.; AC |
32.6 | 299. | A | Stephenson and Malanowski, 1987 | Based on data from 284. to 365. K. See also Ambrose, Ellender, et al., 1976.; AC |
32.1 | 311. | A,EB | Stephenson and Malanowski, 1987 | Based on data from 296. to 342. K. See also Cidlinský and Polák, 1969.; AC |
29.2 | 341. | N/A | Ambrose, Ellender, et al., 1976 | Based on data from 284. to 365. K.; AC |
30.1 | 336. | N/A | Nisel'son and Lapivus, 1965 | Based on data from 321. to 350. K. See also Dykyj, 1972.; AC |
33.2 | 288. | N/A | Nicolini and Laffitte, 1949 | Based on data from 273. to 333. K. See also Boublik, Fried, et al., 1984.; AC |
Enthalpy of vaporization
ΔvapH =
A exp(-βTr) (1 − Tr)β
ΔvapH =
Enthalpy of vaporization (at saturation pressure)
(kJ/mol)
Tr = reduced temperature (T / Tc)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A (kJ/mol) | β | Tc (K) | Reference | Comment |
---|---|---|---|---|---|
298. to 358. | 50.44 | 0.3006 | 500.3 | Majer and Svoboda, 1985 |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A | B | C | Reference |
---|---|---|---|---|
296.7 to 340.36 | 3.96649 | 1135.034 | -54.92 | Cidlinský and Polák, 1969 |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
12.035 | 187.77 | Andon, Counsell, et al., 1974, 2 | DH |
12.05 | 187.8 | Andon, Counsell, et al., 1974 | AC |
11.025 | 186.3 | Parks, Huffman, et al., 1933, 2 | DH |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
64.09 | 187.77 | Andon, Counsell, et al., 1974, 2 | DH |
59.18 | 186.3 | Parks, Huffman, et al., 1933, 2 | DH |
Henry's Law data
Go To: Top, Gas phase thermochemistry data, Phase change data, Gas phase ion energetics data, Ion clustering 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 by: Rolf Sander
Henry's Law constant (water solution)
kH(T) = k°H exp(d(ln(kH))/d(1/T) ((1/T) - 1/(298.15 K)))
k°H = Henry's law constant for solubility in water at 298.15 K (mol/(kg*bar))
d(ln(kH))/d(1/T) = Temperature dependence constant (K)
k°H (mol/(kg*bar)) | d(ln(kH))/d(1/T) (K) | Method | Reference | Comment |
---|---|---|---|---|
0.49 | M | N/A | ||
0.57 | Q | N/A | missing citation give several references for the Henry's law constants but don't assign them to specific species. | |
0.10 | V | N/A | ||
0.099 | V | N/A |
Gas phase ion energetics data
Go To: Top, Gas phase thermochemistry data, Phase change data, Henry's Law data, Ion clustering 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
L - Sharon G. Lias
Data compiled as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
IE (evaluated) | 9.20 ± 0.05 | eV | N/A | N/A | L |
Quantity | Value | Units | Method | Reference | Comment |
Proton affinity (review) | 855.5 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 828.1 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
9.16 ± 0.05 | EI | Williams and Hamill, 1968 | RDSH |
9.20 ± 0.05 | PI | Watanabe, Nakayama, et al., 1962 | RDSH |
9.32 | PE | Aue and Bowers, 1979 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C3H7+ | 11.3 ± 0.1 | ? | EI | Williams and Hamill, 1968 | RDSH |
C3H7O+ | 11.59 ± 0.05 | C3H7 | EI | Williams and Hamill, 1968 | RDSH |
Ion clustering data
Go To: Top, Gas phase thermochemistry data, Phase change data, Henry's Law data, 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 by: 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. Searches may be limited to ion clustering reactions. A general reaction search form is also available.
Clustering reactions
By formula: C6H15O+ + C6H14O = (C6H15O+ • C6H14O)
Bond type: Hydrogen bonds of the type OH-O between organics
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 111. | kJ/mol | ICR | Larson and McMahon, 1982 | gas phase; switching reaction((CH3)2OOH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986 |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 136. | J/mol*K | N/A | Larson and McMahon, 1982 | gas phase; switching reaction((CH3)2OOH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986 |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 70.7 | kJ/mol | ICR | Larson and McMahon, 1982 | gas phase; switching reaction((CH3)2OOH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986 |
References
Go To: Top, Gas phase thermochemistry data, Phase change data, Henry's Law data, Gas phase ion energetics data, Ion clustering data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Colomina, Pell, et al., 1965
Colomina, M.; Pell, A.S.; Skinner, H.A.; Coleman, D.J.,
Heats of combustion of four dialkylethers,
Trans. Faraday Soc., 1965, 61, 2641. [all data]
Andon R.J.L., 1974
Andon R.J.L.,
Thermodynamic properties of organic oxygen compounds. Part 36. Heat capacity of isopropyl ether,
J. Chem. Soc. Faraday Trans. 2, 1974, 70, 1914-1917. [all data]
Dreisbach and Martin, 1949
Dreisbach, R.R.; Martin, R.A.,
Physical Data on Some Organic Compounds,
Ind. Eng. Chem., 1949, 41, 2875-8. [all data]
Andon, Counsell, et al., 1974
Andon, Richard J.L.; Counsell, Jack F.; Lee, Derek A.; Martin, John F.,
Thermodynamic properties of organic oxygen compounds. Part 36.---Heat capacity of isopropyl ether,
J. Chem. Soc., Faraday Trans. 1, 1974, 70, 0, 1914, https://doi.org/10.1039/f19747001914
. [all data]
Parks, Huffman, et al., 1933
Parks, G.S.; Huffman, H.M.; Barmore, M.,
Thermal Data on Organic Compounds. XI. The Heat Capacities, Entropies and Free Energies of Ten Compounds Containing Oxygen or Nitrogen,
J. Am. Chem. Soc., 1933, 55, 7, 2733, https://doi.org/10.1021/ja01334a016
. [all data]
Majer and Svoboda, 1985
Majer, V.; Svoboda, V.,
Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [all data]
Durig and Li, 1975
Durig, J.R.; Li, Y.S.,
Raman Spectra of Gases XVII Internal Rotational Motion in Ethylamine and Ethylamine-d2,
J. Chem. Phys., 1975, 63, 4110. [all data]
Young, 1975
Young, C.L.,
Gas-liquid critical properties. Diisopropyl ether-n-hexane system,
Int. DATA Ser., Sel. Data Mixtures, Ser. A, 1975, No. 2, 159. [all data]
Ambrose, Broderick, et al., 1974
Ambrose, D.; Broderick, B.E.; Townsend, R.,
The Critical Temperatures and Pressures of Thirty Organic Compounds,
J. Appl. Chem. Biotechnol., 1974, 24, 359. [all data]
Kobe, Ravicz, et al., 1956
Kobe, K.A.; Ravicz, A.E.; Vohra, S.P.,
Critical Properties and Vapor Pressures of Some Ethers and Heterocyclic Compounds,
J. Chem. Eng. Data, 1956, 1, 50. [all data]
Efimova, Pashchenko, et al., 2007
Efimova, A.A.; Pashchenko, L.L.; Varushchenko, R.M.; Krasnyh, E.; Levanova, S.V.,
The thermodynamics of vaporization of ethyl tert-butyl ether, isobutyl tert-butyl ether, and di-isopropyl ether,
The Journal of Chemical Thermodynamics, 2007, 39, 1, 142-147, https://doi.org/10.1016/j.jct.2006.05.007
. [all data]
Majer, Wagner, et al., 1980
Majer, V.; Wagner, Z.; Svoboda, V.; Cadek, V.,
Enthalpies of vaporization and cohesive energies for a group of aliphatic ethers,
J. Chem. Thermodyn., 1980, 12, 387-391. [all data]
Garriga, Andrés, et al., 1999
Garriga, Rosa; Andrés, Ana Cristina; Pérez, Pascual; Gracia, Mariano,
Vapor Pressures at Several Temperatures and Excess Functions at 298.15 K of Butanone with Di- n -propyl Ether or Diisopropyl Ether,
J. Chem. Eng. Data, 1999, 44, 2, 296-302, https://doi.org/10.1021/je980179h
. [all data]
Montón, de la Torre, et al., 1999
Montón, Juan B.; de la Torre, Javier; Burguet, M.C.; Muñoz, Rosa; Loras, Sonia,
Isobaric Vapor-Liquid Equilibrium in the Systems 2,3-Dimethylpentane + Methyl 1,1-Dimethylethyl Ether, + Diisopropyl Ether and + Methyl 1,1-Dimethylpropyl Ether,
J. Chem. Eng. Data, 1999, 44, 6, 1158-1162, https://doi.org/10.1021/je990110p
. [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]
Ambrose, Ellender, et al., 1976
Ambrose, D.; Ellender, J.H.; Sprake, C.H.S.; Townsend, R.,
Thermodynamic properties of organic oxygen compounds XLIII. Vapour pressures of some ethers,
The Journal of Chemical Thermodynamics, 1976, 8, 2, 165-178, https://doi.org/10.1016/0021-9614(76)90090-2
. [all data]
Cidlinský and Polák, 1969
Cidlinský, J.; Polák, J.,
Saturated vapour pressures of some ethers,
Collect. Czech. Chem. Commun., 1969, 34, 4, 1317-1321, https://doi.org/10.1135/cccc19691317
. [all data]
Nisel'son and Lapivus, 1965
Nisel'son, L.A.; Lapivus, I.I.,
Russ. J. Phys. Chem., 1965, 39, 931. [all data]
Dykyj, 1972
Dykyj, J.,
Petrochemia, 1972, 12, 1, 13. [all data]
Nicolini and Laffitte, 1949
Nicolini, E.; Laffitte, P.,
Compt. Rend., 1949, 229, 757. [all data]
Boublik, Fried, et al., 1984
Boublik, T.; Fried, V.; Hala, E.,
The Vapour Pressures of Pure Substances: Selected Values of the Temperature Dependence of the Vapour Pressures of Some Pure Substances in the Normal and Low Pressure Region, 2nd ed., Elsevier, New York, 1984, 972. [all data]
Andon, Counsell, et al., 1974, 2
Andon, R.J.L.; Counsell, J.F.; Lee, D.A.; Martin, J.F.,
Thermodynamic properties of organic oxygen compounds. Part 36. Heat capacity of isopropyl ether,
J. Chem. Soc. Faraday Trans., 1974, I 70, 1914-1917. [all data]
Parks, Huffman, et al., 1933, 2
Parks, G.S.; Huffman, H.M.; Barmore, M.,
Thermal data on organic compounds. XI. The heat capacities,
entropies and free energies of ten compounds containing oxygen or nitrogen. J. Am. Chem. Soc., 1933, 55, 2733-2740. [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]
Williams and Hamill, 1968
Williams, J.M.; Hamill, W.H.,
Ionization potentials of molecules and free radicals and appearance potentials by electron impact in the mass spectrometer,
J. Chem. Phys., 1968, 49, 4467. [all data]
Watanabe, Nakayama, et al., 1962
Watanabe, K.; Nakayama, T.; Mottl, J.,
Ionization potentials of some molecules,
J. Quant. Spectry. Radiative Transfer, 1962, 2, 369. [all data]
Aue and Bowers, 1979
Aue, D.H.; Bowers, M.T.,
Chapter 9. Stabilities of positive ions from equilibrium gas phase basicity measurements
in Ions Chemistry,, ed. M.T. Bowers, 1979. [all data]
Larson and McMahon, 1982
Larson, J.W.; McMahon, T.B.,
Formation, Thermochemistry, and Relative Stabilities of Proton - Bound dimers of Oxygen n - Donor Bases from Ion Cyclotron Resonance Solvent - Exchange Equilibria Measurements,
J. Am. Chem. Soc., 1982, 104, 23, 6255, https://doi.org/10.1021/ja00387a016
. [all data]
Grimsrud and Kebarle, 1973
Grimsrud, E.P.; Kebarle, P.,
Gas Phase Ion Equilibria Studies of the Solvation of the Hydrogen Ion by Methanol, Dimethyl Ether and Water. Effect of Hydrogen Bonding,
J. Am. Chem. Soc., 1973, 95, 24, 7939, https://doi.org/10.1021/ja00805a002
. [all data]
Lias, Liebman, et al., 1984
Lias, S.G.; Liebman, J.F.; Levin, R.D.,
Evaluated gas phase basicities and proton affinities of molecules heats of formation of protonated molecules,
J. Phys. Chem. Ref. Data, 1984, 13, 695. [all data]
Keesee and Castleman, 1986
Keesee, R.G.; Castleman, A.W., Jr.,
Thermochemical data on Ggs-phase ion-molecule association and clustering reactions,
J. Phys. Chem. Ref. Data, 1986, 15, 1011. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Phase change data, Henry's Law data, Gas phase ion energetics data, Ion clustering data, References
- Symbols used in this document:
AE Appearance energy Cp,gas Constant pressure heat capacity of gas IE (evaluated) Recommended ionization energy Pc Critical pressure Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature Vc Critical volume d(ln(kH))/d(1/T) Temperature dependence parameter for Henry's Law constant k°H Henry's Law constant at 298.15K ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔrS° Entropy of reaction at standard conditions 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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