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 Copy

  
• IUPAC Standard InChIKey: LSXWFXONGKSEMY-UHFFFAOYSA-N Copy
• 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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• Information on this page:
  • Condensed phase thermochemistry data
  • Gas phase ion energetics data
  • References
  • Notes
• Other data available:
  • Gas phase thermochemistry data
  • Phase change data
  • IR Spectrum
  • Mass spectrum (electron ionization)
• Data at other public NIST sites:
  • Gas Phase Kinetics Database
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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

Gas phase ion energetics 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:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
LL - Sharon G. Lias and Joel F. Liebman

Ionization energy determinations

Appearance energy determinations

References

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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]

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

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• Symbols used in this document:
  

  AE	Appearance energy
  ΔcH°liquid	Enthalpy of combustion of liquid at standard conditions
  ΔfH°liquid	Enthalpy of formation of liquid at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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