3-Pentanol, 2,2,4,4-tetramethyl-

• Formula: C₉H₂₀O
• Molecular weight: 144.2545
• IUPAC Standard InChI: InChI=1S/C9H20O/c1-8(2,3)7(10)9(4,5)6/h7,10H,1-6H3 Copy

  
• IUPAC Standard InChIKey: WFJSIIHYYLHRHB-UHFFFAOYSA-N Copy
• CAS Registry Number: 14609-79-1
• 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: 2,2,4,4-Tetramethylpentan-3-ol
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• Information on this page:
  • Phase change data
  • Reaction thermochemistry data
  • Gas phase ion energetics data
  • Mass spectrum (electron ionization)
  • References
  • Notes
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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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing

Enthalpy of fusion

Enthalpy of phase transition

Entropy of phase transition

Reaction 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: John E. Bartmess

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.

Individual Reactions

C₉H₁₉O^- +  =

By formula: C₉H₁₉O^- + H⁺ = C₉H₂₀O

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: John E. Bartmess

De-protonation reactions

C₉H₁₉O^- +  =

By formula: C₉H₁₉O^- + H⁺ = C₉H₂₀O

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

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

Petrov, Kao, et al., 1960
Petrov, A.D.; Kao, C.L.; Semenkin, V.M., Reaction of 2,2,3,3-Tetramethyl-4-pentanone with Alkyl Lithiums, Zh. Obshch. Khim., 1960, 30, 363-9. [all data]

Petrov, Sokolova, et al., 1960
Petrov, A.D.; Sokolova, E.B.; Kao, C.L., Reaction of tert-Butyllithium with Esters of Acids, Zh. Obshch. Khim., 1960, 30, 1107. [all data]

Zeiss and Tsutsui, 1953
Zeiss, H.H.; Tsutsui, M., The Carbon-Oxygen Absorption Band in the Infrared Spectra of Alcohols, J. Am. Chem. Soc., 1953, 75, 897. [all data]

Verevkin, 1998
Verevkin, Sergey P., Structural Chemistry, 1998, 9, 5, 375-382, https://doi.org/10.1023/A:1022471228499 . [all data]

Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D., Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III, J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985 . [all data]

Bator, Jakubas, et al., 1990
Bator, G.; Jakubas, R.; Malarski, Z.; GAlewski, Z.; Matuszewski, J.; Miniewicz, A., Phase transition in solid 2,2,4,4-tetramethylpentan-3-ol (TMP), J. Mol. Struct., 1990, 240, 39-46. [all data]

Bartmess, Scott, et al., 1979
Bartmess, J.E.; Scott, J.A.; McIver, R.T., Jr., The gas phase acidity scale from methanol to phenol, J. Am. Chem. Soc., 1979, 101, 6047. [all data]

Notes

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• Symbols used in this document:
  

  Tboil	Boiling point
  Tfus	Fusion (melting) point
  ΔHtrs	Enthalpy of phase transition
  ΔStrs	Entropy of phase transition
  ΔfusH	Enthalpy of fusion
  ΔrG°	Free energy of reaction at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions
  ΔvapH°	Enthalpy of vaporization at standard conditions

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