tert-Butyl iodide
- Formula: C4H9I
- Molecular weight: 184.0187
- IUPAC Standard InChIKey: ANGGPYSFTXVERY-UHFFFAOYSA-N
- CAS Registry Number: 558-17-8
- Chemical structure:
This structure is also available as a 2d Mol file - Other names: Propane, 2-iodo-2-methyl-; Trimethyliodomethane; 2-Iodo-2-methylpropane; tert-C4H9I
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Gas phase thermochemistry data
Go To: Top, Phase change data, Reaction thermochemistry 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -17.2 ± 0.3 | kcal/mol | Eqk | Benson and Amano, 1962 |
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:
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
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 373.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Tboil | 372. | K | N/A | American Tokyo Kasei, 1988 | BS |
Tboil | 373.2 | K | N/A | Majer and Svoboda, 1985 | |
Tboil | 372. | K | N/A | Kornblum, Smiley, et al., 1955 | Uncertainty assigned by TRC = 2. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 239.5 | K | N/A | Timmermans, 1921 | Uncertainty assigned by TRC = 0.3 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 8.48 | kcal/mol | N/A | Majer and Svoboda, 1985 | |
ΔvapH° | 8.84 | kcal/mol | CGC | Chickos, Hosseini, et al., 1995 | Based on data from 313. to 353. K.; AC |
ΔvapH° | 8.46 ± 0.02 | kcal/mol | C | Wadsö, Luoma, et al., 1968 | AC |
ΔvapH° | 8.46 ± 0.01 | kcal/mol | C | Wadso, 1968 | ALS |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
7.512 | 373.2 | N/A | Majer and Svoboda, 1985 | |
8.32 | 279. | A | Stephenson and Malanowski, 1987 | Based on data from 236. to 294. K. See also Dykyj, 1971.; AC |
7.90 | 243. | V | Jones and Ogg, 1937 | At 408-464 K; ALS |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
11.9 | 212.5 | MG | Stephenson and Malanowski, 1987 | Based on data from 202. to 223. K. See also Milazzo, 1944.; AC |
Reaction thermochemistry data
Go To: Top, Gas phase thermochemistry data, 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 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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -19.4 ± 0.5 | kcal/mol | Eqk | Benson and Amano, 1962 | gas phase |
ΔrH° | -19.2 ± 1.0 | kcal/mol | Eqk | Jones and Ogg, 1937 | gas phase; At 408-464 K |
References
Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Benson and Amano, 1962
Benson, S.W.; Amano, A.,
Thermodynamic properties of tertiary iodides,
J. Chem. Phys., 1962, 37, 197-198. [all data]
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]
American Tokyo Kasei, 1988
American Tokyo Kasei,
TCI American Organic Chemical 88/89 Catalog, American Tokyo Kasei, Portland, OR, 1988, 1610. [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]
Kornblum, Smiley, et al., 1955
Kornblum, N.; Smiley, R.A.; Ungnade, H.E.; White, A.M.; Taub, B.,
The reaction of silver nitrite with secondary and tertiary alkyl halides,
J. Am. Chem. Soc., 1955, 77, 5528-33. [all data]
Timmermans, 1921
Timmermans, J.,
The Freezing Points of Organic Substances IV. New Exp. Determinations,
Bull. Soc. Chim. Belg., 1921, 30, 62. [all data]
Chickos, Hosseini, et al., 1995
Chickos, James S.; Hosseini, Sarah; Hesse, Donald G.,
Determination of vaporization enthalpies of simple organic molecules by correlations of changes in gas chromatographic net retention times,
Thermochimica Acta, 1995, 249, 41-62, https://doi.org/10.1016/0040-6031(95)90670-3
. [all data]
Wadsö, Luoma, et al., 1968
Wadsö, Ingemar; Luoma, Sinikka; Olson, Thomas; Norin, Torbjörn,
Heats of Vaporization of Organic Compounds. II. Chlorides, Bromides, and Iodides.,
Acta Chem. Scand., 1968, 22, 2438-2444, https://doi.org/10.3891/acta.chem.scand.22-2438
. [all data]
Wadso, 1968
Wadso, I.,
Heats of vaporization of organic compounds II. Chlorides, bromides, and iodides,
Acta Chem. Scand., 1968, 22, 2438. [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]
Dykyj, 1971
Dykyj, J.,
Petrochemia, 1971, 11, 2, 27. [all data]
Jones and Ogg, 1937
Jones, J.L.; Ogg, R.A., Jr.,
The equilibrium (CH3)3CI = (CH3)2C = CH2 + HI,
J. Am. Chem. Soc., 1937, 59, 1943-1945. [all data]
Milazzo, 1944
Milazzo, G.,
Gazz. Chim. Ital., 1944, 74, 49. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point ΔfH°gas Enthalpy of formation of gas at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔsubH Enthalpy of sublimation 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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