1-Tert-butoxybutane
- Formula: C8H18O
- Molecular weight: 130.2279
- IUPAC Standard InChI: InChI=1S/C8H18O/c1-5-6-7-9-8(2,3)4/h5-7H2,1-4H3
- IUPAC Standard InChIKey: JJNQHLLBFBGKEL-UHFFFAOYSA-N
- CAS Registry Number: 1000-63-1
- 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: Butyl tert-butyl 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | -361.0 ± 1.9 | kJ/mol | Ccb | Sharonov, Mishentseva, et al., 1991 |
Condensed 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°liquid | -403.3 ± 1.9 | kJ/mol | Ccb | Sharonov, Mishentseva, et al., 1991 | |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°liquid | -5317.3 ± 1.5 | kJ/mol | Ccb | Sharonov, Mishentseva, et al., 1991 | Corresponding ΔfHºliquid = -403.3 kJ/mol (simple calculation by NIST; no Washburn corrections) |
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
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 397.15 | K | N/A | Campbell, Burney, et al., 1950 | Uncertainty assigned by TRC = 4. K; TRC |
| Tboil | 397. | K | N/A | Norris and Rigby, 1932 | Uncertainty assigned by TRC = 2. K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔvapH° | 43.2 | kJ/mol | N/A | Verevkin, Krasnykh, et al., 2003 | See also Verevkin, 2002.; AC |
| ΔvapH° | 41.6 ± 0.2 | kJ/mol | C | Varushchenko, Aitkeeva, et al., 2002 | AC |
| ΔvapH° | 42.3 ± 0.3 | kJ/mol | C | Sharonov, Mishentseva, et al., 1991, 2 | AC |
| ΔvapH° | 42.33 ± 0.25 | kJ/mol | C | Sharonov, Mishentseva, et al., 1991 | ALS |
Enthalpy of vaporization
| ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 41.7 | 308. | A | Stephenson and Malanowski, 1987 | Based on data from 293. to 397. K.; AC |
| 38.3 | 371. | EB | Stephenson and Malanowski, 1987 | Based on data from 356. to 397. K. See also Sheehan and Langer, 1969.; AC |
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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
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: C4H8 + C4H10O = C8H18O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -34.8 ± 2.7 | kJ/mol | Eqk | Sharonov, Mishentseva, et al., 1991, 3 | liquid phase |
Gas Chromatography
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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
Kovats' RI, non-polar column, isothermal
| Column type | Active phase | Temperature (C) | I | Reference | Comment |
|---|---|---|---|---|---|
| Capillary | Methyl Silicone | 100. | 796.2 | Boneva and Toromanova-Petrova, 1994 | Column length: 50. m; Column diameter: 0.25 mm |
| Capillary | Methyl Silicone | 90. | 796.0 | Boneva and Toromanova-Petrova, 1994 | Column length: 50. m; Column diameter: 0.25 mm |
Normal alkane RI, non-polar column, isothermal
| Column type | Active phase | Temperature (C) | I | Reference | Comment |
|---|---|---|---|---|---|
| Capillary | DB-5 | 60. | 803. | Verevkin, Krasnykh, et al., 2003 | 60. m/0.32 mm/0.25 μm, Nitrogen |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Sharonov, Mishentseva, et al., 1991
Sharonov, K.G.; Mishentseva, Y.B.; Rozhnov, A.M.; Miroshnichenko, E.A.; Korchatova, L.I.,
Molar enthalpies of formation and vaporization of t-butoxybutanes and thermodynamics of their synthesis from a butanol and 2-methylpropene 2. Enthalpies of combustion and vaporization of t-butoxybutanes,
J. Chem. Thermodyn., 1991, 23, 637-642. [all data]
Campbell, Burney, et al., 1950
Campbell, T.W.; Burney, W.; Jacobs, T.L.,
THe Reaction of Gignard Reagents with D-t-butyl Peroxide,
J. Am. Chem. Soc., 1950, 72, 2735. [all data]
Norris and Rigby, 1932
Norris, J.F.; Rigby, G.W.,
Reactivity of Atoms and Groups in Organic Compounds XII. The Preparation and Properties of Mixed Aliphatic Ethers with Special Reference to those Containing the Tert-Butyl Radical,
J. Am. Chem. Soc., 1932, 54, 2088. [all data]
Verevkin, Krasnykh, et al., 2003
Verevkin, Sergey P.; Krasnykh, Eugen L.; Vasiltsova, Tatiana V.; Heintz, Andreas,
Determination of Ambient Temperature Vapor Pressures and Vaporization Enthalpies of Branched Ethers,
J. Chem. Eng. Data, 2003, 48, 3, 591-599, https://doi.org/10.1021/je0255980
. [all data]
Verevkin, 2002
Verevkin, Sergey P.,
Improved Benson Increments for the Estimation of Standard Enthalpies of Formation and Enthalpies of Vaporization of Alkyl Ethers, Acetals, Ketals, and Ortho Esters,
J. Chem. Eng. Data, 2002, 47, 5, 1071-1097, https://doi.org/10.1021/je020023o
. [all data]
Varushchenko, Aitkeeva, et al., 2002
Varushchenko, R.M.; Aitkeeva, Ch.A.; Druzhinina, A.I.; Myshentseva, Yu.A.; Pashchenko, L.L.,
Zh. Fiz. Khim., 2002, 76, 5, 824. [all data]
Sharonov, Mishentseva, et al., 1991, 2
Sharonov, K.G.; Mishentseva, Y.B.; Rozhnov, A.M.; Miroshnichenko, E.A.; Korchatova, L.I.,
Molar enthalpies of formation and vaporization of t-butoxybutanes and thermodynamics of their synthesis from a butanol and 2-methylpropene,
The Journal of Chemical Thermodynamics, 1991, 23, 7, 636-642, https://doi.org/10.1016/S0021-9614(05)80200-9
. [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]
Sheehan and Langer, 1969
Sheehan, Richard J.; Langer, Stanley H.,
Vapor pressures of fluorine- and silicon-containing derivatives of some hydroxylic compounds,
J. Chem. Eng. Data, 1969, 14, 2, 248-250, https://doi.org/10.1021/je60041a011
. [all data]
Sharonov, Mishentseva, et al., 1991, 3
Sharonov, K.G.; Mishentseva, Y.B.; Rozhnov, A.M.; Miroshnichenko, E.A.; Korchatova, L.I.,
Molar enthalpies of formation and vaporizqation of t-butoxybutanes and thermodynamics of their synthesis from a butanol and 2-methylpropene I. Equilibria of synthesis reactions of t-butoxybutanes in the liquid phase,
J. Chem. Thermodyn., 1991, 23, 141-145. [all data]
Boneva and Toromanova-Petrova, 1994
Boneva, S.; Toromanova-Petrova, P.,
Capillary gas chromatography of C1-C4 alkyl tert-butyl ethers,
Chromatographia, 1994, 39, 3/4, 224-227, https://doi.org/10.1007/BF02274504
. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas Chromatography, References
- Symbols used in this document:
Tboil Boiling point ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔrH° Enthalpy 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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