Di-tert-butyl peroxide
- Formula: C8H18O2
- Molecular weight: 146.2273
- IUPAC Standard InChI: InChI=1S/C8H18O2/c1-7(2,3)9-10-8(4,5)6/h1-6H3
- 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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Phase change data
Go To: Top, 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 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 |
Gas phase ion energetics data
Go To: Top, 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 as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
LL - Sharon G. Lias and Joel F. Liebman
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 8.78 | PE | Coughlin, Brown, et al., 1979 | Vertical value; LLK |
| 8.78 | PE | Batich and Adam, 1974 | Vertical value; LLK |
Appearance energy determinations
| Ion | AE (eV) | Other Products | Method | Reference | Comment |
|---|---|---|---|---|---|
| C4H9O2+ | 9.72 | C4H9 | EI | Holmes, Lossing, et al., 1991 | LL |
References
Go To: Top, Phase change data, Gas phase ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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]
Coughlin, Brown, et al., 1979
Coughlin, D.J.; Brown, R.S.; Salomon, R.G.,
The prostaglandin endoperoxide nucleus and related bicyclic peroxides. Synthetic and spectroscopic studies,
J. Am. Chem. Soc., 1979, 101, 1533. [all data]
Batich and Adam, 1974
Batich, C.; Adam, W.,
The photoelectron spectra of alkylperoxides,
Tetrahedron Lett., 1974, 1467. [all data]
Holmes, Lossing, et al., 1991
Holmes, J.L.; Lossing, F.P.; Mayer, P.M.,
Heats of formation of oxygen-containing organic free radicals from appearance energy measurements,
J. Am. Chem. Soc., 1991, 113, 9723. [all data]
Notes
Go To: Top, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy Tboil Boiling point 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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