Phenol, 2-(1,1-dimethylethyl)-4-methyl- (2024)

• Formula: C₁₁H₁₆O
• Molecular weight: 164.2441

• IUPAC Standard InChI:InChI=1S/C11H16O/c1-8-5-6-10(12)9(7-8)11(2,3)4/h5-7,12H,1-4H3

  

• IUPAC Standard InChIKey:IKEHOXWJQXIQAG-UHFFFAOYSA-N
• CAS Registry Number: 2409-55-4
• Chemical structure:
  This structure is also available as a 2d Mol fileor as a computed3d SD file
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• Other names:p-Cresol, 2-tert-butyl-;o-tert-Butyl-p-cresol;2-tert-Butyl-p-Cresol;2-tert-Butyl-4-Methylphenol;4-Methyl-2-tert-butylphenol;1-Hydroxy-2-tert-butyl-4-methylbenzene;2-tert-Butyl-4-methyl-1-phenol;2-Terc.butyl-p-kresol;2-t-Butyl-p-cresol;2-t-Butyl-4-methylphenol;2-(1,1-Dimethylethyl)-4-methyl-phenol;2-tert-Butyl-4-cresol;4-Methyl-2-(1,1-dimethylethyl)phenol;4-Methyl-6-t-butylphenol;NSC 60301;2-(1,1'-dimethylethyl)-4-methylphenol
• Permanent link for this species. Use this link for bookmarking this speciesfor future reference.
• Information on this page:
  • Gas phase thermochemistry data
  • Phase change data
  • Reaction thermochemistry data
  • References
  • Notes
• Other data available:
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • Gas Chromatography
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Gas phase thermochemistry data

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

Data compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Phase change data

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Data compilation copyrightby 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

Enthalpy of vaporization

Antoine Equation Parameters

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

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Enthalpy of sublimation

Reaction thermochemistry data

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Data compilation copyrightby 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 thereaction search for this species. This page allows searchingof all reactions involving this species. A general reaction searchform is also available. Future versions of this site may rely onreaction search pages in place of the enumerated reactiondisplays seen below.

Individual Reactions

+ = 2

By formula: C7H8O+C15H24O = 2C₁₁H₁₆O

+ =

By formula: C7H8O+C4H8 = C₁₁H₁₆O

References

Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, Notes

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

Stewart, 2004
Stewart, J.J.P.,Comparison of the accuracy of semiempirical and some DFT methods for predicting heats of formation,J. Mol. Model, 2004, 10, 1, 6-10, https://doi.org/10.1007/s00894-003-0157-6. [all data]

Verevkin, Nesterova, et al., 1984
Verevkin, S.P.; Nesterova, T.N.; Rozhnov, A.M.,The equilibrium in the dealkylation of o-t-butyl-p-cresol,Russ. J. Phys. Chem. (Engl. Transl.), 1984, 58, 284. [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]

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

Verevkin, 1999
Verevkin, S.P.,Thermochemistry of phenols: quantification of theortho-,para-, andmeta-interactions in tert-alkyl substituted phenols,The Journal of Chemical Thermodynamics, 1999, 31, 5, 559-585, https://doi.org/10.1006/jcht.1998.0459. [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]

Stage, Müller, et al., 1953
Stage, H.; Müller, E.; Faldix, P.,Erdol u Kohle, 1953, 6, 375. [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]

Aihara, 1960
Aihara, Ariyuki,Estimation of the Energy of Hydrogen Bonds Formed in Crystals. II. Phenols,Bull. Chem. Soc. Jpn., 1960, 33, 2, 194-200, https://doi.org/10.1246/bcsj.33.194. [all data]

Nesterova, Verevkin, et al., 1985
Nesterova, T.N.; Verevkin, S.P.; Malova, T.N.; Pilshchikov, V.A.,Study of an equilibrium of tert-alkylphenols (thermodynamic analysis of the alkylation of phenols by branched olefins),Zh. Prikl. Khim. (Leningrad), 1985, 58, 827-833. [all data]

Notes

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• 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
  ΔsubH°	Enthalpy of sublimation 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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