Di-tert-butyl peroxide
- Formula: C8H18O2
- Molecular weight: 146.2273
- IUPAC Standard InChIKey: LSXWFXONGKSEMY-UHFFFAOYSA-N
- CAS Registry Number: 110-05-4
- 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: Peroxide, bis(1,1-dimethylethyl); tert-Butyl peroxide; Bis(tert-butyl) peroxide; Cadox TBP; DTBP; Trigonox B; (tert-C4H9O)2; Cadox; Di-tert-butyl peroxyde; Di-tert-butylperoxid; Perossido di butile terziario; Peroxyde de butyle tertiaire; t-Butyl peroxide; Bis(1,1-dimethylethyl) peroxide; Di-t-butyl peroxide; Di-tertiary-butyl peroxide; t-butyl peroxide bis(1,1-di-methylethyl)peroxide; Peroxide, tert-butyl-; Interox DTB; Kayabutyl D; NSC 673; Perbutyl D; Peroxide, bis-tert-butyl-
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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 | -380.8 ± 2.0 | kJ/mol | Ccb | Diogo, Minas da Piedade, et al., 1995 | |
ΔfH°liquid | -385. | kJ/mol | Ccb | Islam, 1980 | |
ΔfH°liquid | -381. | kJ/mol | Ccb | Baker, Littlefair, et al., 1965 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -5339.8 ± 1.6 | kJ/mol | Ccb | Diogo, Minas da Piedade, et al., 1995 | Corresponding ΔfHºliquid = -380.8 kJ/mol (simple calculation by NIST; no Washburn corrections) |
ΔcH°liquid | -5336.3 | kJ/mol | Ccb | Islam, 1980 | Corresponding ΔfHºliquid = -384. kJ/mol (simple calculation by NIST; no Washburn corrections) |
ΔcH°liquid | -5339.6 ± 0.8 | kJ/mol | Ccb | Baker, Littlefair, et al., 1965 | Corresponding ΔfHºliquid = -381. kJ/mol (simple calculation by NIST; no Washburn corrections) |
ΔcH°liquid | -5334.6 | kJ/mol | Ccb | Vaughan, 1951 | Corresponding ΔfHºliquid = -386. kJ/mol (simple calculation by NIST; no Washburn corrections) |
ΔcH°liquid | -5326. | kJ/mol | Ccb | Raley, Rust, et al., 1948 | Corresponding ΔfHºliquid = -390. kJ/mol (simple calculation by NIST; no Washburn corrections) |
Phase change data
Go To: Top, Condensed phase 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 as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
DRB - Donald R. Burgess, Jr.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 382.7 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 40. ± 3. | kJ/mol | AVG | N/A | Average of 9 values; Individual data points |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
37.0 | 333. | N/A | Diogo H.P., 1995 | Based on data from 308. to 358. K.; AC |
32.0 | 261. | A | Stephenson and Malanowski, 1987 | Based on data from 246. to 311. K. See also Indritz, Stone, et al., 1978.; AC |
31.0 | 288. | A | Stephenson and Malanowski, 1987 | Based on data from 273. to 384. K. See also Egerton, Emte, et al., 1951.; AC |
31.05 | 253. | V | Egerton, Emte, et al., 1951 | ALS |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Diogo, Minas da Piedade, et al., 1995
Diogo, H.P.; Minas da Piedade, M.E.; Simoes, J.A.M.; Nagano, Y.,
Standard enthalpy of formation and enthalpy of vaporization of di-1,1-dimethylethyl perioxide. Re-evaluation of the standard enthalpy of formation of the di-1,1-dimethylethoxy radical,
J. Chem. Thermodyn., 1995, 27, 597-604. [all data]
Islam, 1980
Islam, T.S.A.,
Heats of combustion of di-tert-butyl and di-tert-amyl peroxides and their RO-OR bond dissociation energies,
Dacca Univ. Stud., Part B, 1980, 28, 1-4. [all data]
Baker, Littlefair, et al., 1965
Baker, G.; Littlefair, J.H.; Shaw, R.; Thynne, J.C.J.,
1286. The heats of formation of dimethyl, diethyl, and di-t-butyl peroxide,
J. Chem. Soc., 1965, 6970-6972. [all data]
Vaughan, 1951
Vaughan, W.E.,
General discussion (communicated),
Discuss. Faraday Soc., 1951, 10, 330. [all data]
Raley, Rust, et al., 1948
Raley, J.H.; Rust, F.F.; Vaughan, W.E.,
Decompositions of Di-t-alkyl peroxides. I. Kinetics,
J. Am. Chem. Soc., 1948, 70, 88-94. [all data]
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
Diogo H.P., 1995
Diogo H.P.,
Standard enthalpy of formation and enthalpy of vaporization of di-1,1-dimethyl peroxide. Reevaluation of the standard enthalpy of formation of the di-1,1-dimethylethoxy radical,
J. Chem. Thermodyn., 1995, 27, 597-604. [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]
Indritz, Stone, et al., 1978
Indritz, Doren; Stone, Jack; Williams, Frederick,
Vapor pressure of di-tert-butyl peroxide,
J. Chem. Eng. Data, 1978, 23, 1, 6-7, https://doi.org/10.1021/je60076a002
. [all data]
Egerton, Emte, et al., 1951
Egerton, A.C.; Emte, W.; Minkoff, G.J.,
Some properties of organic peroxides,
Faraday Discuss. Chem. Soc., 1951, 10, 278. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Tboil Boiling point ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°liquid Enthalpy of formation of liquid 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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