Butylated Hydroxytoluene

• Formula: C₁₅H₂₄O
• Molecular weight: 220.3505
• IUPAC Standard InChI: InChI=1S/C15H24O/c1-10-8-11(14(2,3)4)13(16)12(9-10)15(5,6)7/h8-9,16H,1-7H3 Copy

  
• IUPAC Standard InChIKey: NLZUEZXRPGMBCV-UHFFFAOYSA-N Copy
• CAS Registry Number: 128-37-0
• 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: Phenol, 2,6-bis(1,1-dimethylethyl)-4-methyl-; p-Cresol, 2,6-di-tert-butyl-; Advastab 401; Antioxidant DBPC; Antioxidant KB; Antioxidant 29; Antioxidant 30; Antioxidant 4K; AO 29; AO 4K; Butylhydroxytoluene; BHT; BUKS; Catalin Antioxydant 1; Catalin CAO-3; Chemanox 11; CAO 1; CAO 3; Dalpac; Deenax; Di-tert-butyl-p-cresol; Di-tert-butyl-p-methylphenol; Di-tert-butylcresol; Dibunol; Dibutylated hydroxytoluene; DBPC; Impruvol; Ionol; Ionol (Antioxidant); Ionol CP; Ionol 1; Ionole; Nonox TBC; P 21; Parabar 441; Stavox; Sumilizer BHT; Sustane BHT; Tenamene 3; Tenox BHT; Topanol; Topanol O; Topanol OC; Vanlube PC; Vanlube PCX; Vianol; 2,6-Bis(1,1-dimethylethyl)-4-methylphenol; 2,6-Di-tert-butyl-p-cresol; 2,6-Di-tert-butyl-p-methylphenol; 2,6-Di-tert-butyl-4-methylphenol; 3,5-Di-tert-butyl-4-hydroxytoluene; 4-Hydroxy-3,5-di-tert-butyltoluene; 4-Methyl-2,6-di-tert-butylphenol; 2,6-Di-t-butyl-4-methylphenol; 2,6-Di-tert-butyl-1-hydroxy-4-methyl benzene; 2,6-di-Butyl-para-cresol; 2,6-di-tert-Butyl-methylphenol; o-Di-tert-butyl-p-methylphenol; Bht(food grade); Butylated hydroxytoluol; Dbpc(technical grade); DBMP; NCI-C03598; Paranox 441; 1-Hydroxy-4-methyl-2,6-di-tert-butylbenzene; 2,6-Di-terc.butyl-p-kresol; 2,6-Di-tert-butyl-4-cresol; 4-Methyl-2,6-di-terc. butylfenol; 4-Methyl-2,6-tert-butylphenol; Di-tert-Butylparamethylphenol; Di-tert-Butyl-4-methylphenol; 2,6-Di-t-butyl-p-cresol; Phenol, 2,6-di-tert-butyl-4-methyl-; 4-Methyl-2,6-di-t-butyl-phenol; Annulex BHT; Antrancine 8; Lowinox BHT; Nipanox BHT; Ralox BHT; Sustane; Vulkanox KB; BHT (butylated hydroxytoluene); 2,6-di-ter-butyl-4-methyl-phenol; 2,6-Di-tert-butyl-para-methylphenol; 2,6-di-tert-butyl-p-cresol (BHT); Butylated hydroxyl toluene (BHT); Dibutylhydroxytoluene; Dibutylcresol; 2,6-Bis(tert-butyl)-4-methylphenol; 2,6-Di(tert-butyl)hydroxytoluene; Ionol BHT; BHT Swanox; Agidol; 2,6-di-ter-butul-4-methyl-phenol; 4-Methyl-2,6-di-tert.-butylphenol; Di-ter-butyl p-cresol; butylated OH tolueno; Dibutyl-p-cresol; Ergotamine, dihydro-, monomethanesulfonate (salt); Hydagen DEO (Salt/Mix)
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• Information on this page:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Gas phase ion energetics data
  • Mass spectrum (electron ionization)
  • References
  • Notes
• Other data available:
  • Reaction thermochemistry data
  • IR Spectrum
  • UV/Visible spectrum
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Gas phase thermochemistry data

Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), 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

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

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
DRB - Donald R. Burgess, Jr.

Enthalpy of vaporization

Antoine Equation Parameters

log₁₀(P) = A − (B / (T + C))
    P = vapor pressure (atm)
    T = temperature (K)

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Enthalpy of sublimation

Enthalpy of fusion

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 by: Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard

Ionization energy determinations

Mass spectrum (electron ionization)

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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

Spectrum

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Additional Data

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Bertholon, Giray, et al., 1971
Bertholon, G.; Giray, M.; Perrin, R.; Vincent-Falquet-Berny, M.F., No. 532. - Etude physicochimique des phenols. OX. - Ethanlpies de combustion et energies de resonance des alcoyl et aryphenols, Bull. Soc. Chim. France, 1971, 3180-3187. [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]

Inozemtsev, Liakumovich, et al., 1972
Inozemtsev, P.P.; Liakumovich, A.G.; Gracheva, Z.D., Russ. J. Phys. Chem., 1972, 46, 6, 914. [all data]

Witschonke, 1954
Witschonke, C.R., Freezing point and purity data for some organic compounds, Anal. Chem., 1954, 26, 562-4. [all data]

da Silva, Matos, et al., 2001
da Silva, Manuel A.V. Ribeiro; Matos, M. Agostinha R.; Miranda, Margarida S.; Sousa, M. Helena F.A.; dos Santos, Rui M. Borges; Bizarro, Magda M.; Simões, José A. Martinho, Structural Chemistry, 2001, 12, 2, 171-181, https://doi.org/10.1023/A:1016600727116 . [all data]

Verevkin, 1999
Verevkin, Sergey P., Thermochemistry of phenols: buttress effects in sterically hindered phenols, The Journal of Chemical Thermodynamics, 1999, 31, 11, 1397-1416, https://doi.org/10.1006/jcht.1999.0466 . [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]

Stull, 1947
Stull, Daniel R., Vapor Pressure of Pure Substances. Organic and Inorganic Compounds, Ind. Eng. Chem., 1947, 39, 4, 517-540, https://doi.org/10.1021/ie50448a022 . [all data]

Fel'dshtein and Kuz'minskii, 1971
Fel'dshtein, L.S.; Kuz'minskii, A.S., Kauch. Rezina, 1971, 30, 11, 15. [all data]

Cetinkaya, Lappert, et al., 1983
Cetinkaya, B.; Lappert, M.F.; Suffolk, R.J., Photoelectron spectra of some sterically hindered phenols and related compounds, J. Chem. Res. Synop., 1983, 316. [all data]

Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), References

• Symbols used in this document:
  

  Tboil	Boiling point
  Tfus	Fusion (melting) point
  ΔcH°solid	Enthalpy of combustion of solid at standard conditions
  ΔfH°gas	Enthalpy of formation of gas at standard conditions
  ΔfH°solid	Enthalpy of formation of solid at standard conditions
  ΔfusH	Enthalpy of fusion
  ΔsubH	Enthalpy of sublimation
  ΔsubH°	Enthalpy of sublimation at standard conditions
  ΔvapH	Enthalpy of vaporization

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