Pentaerythritol

• Formula: C₅H₁₂O₄
• Molecular weight: 136.1464
• IUPAC Standard InChI: InChI=1S/C5H12O4/c6-1-5(2-7,3-8)4-9/h6-9H,1-4H2 Copy

  
• IUPAC Standard InChIKey: WXZMFSXDPGVJKK-UHFFFAOYSA-N Copy
• CAS Registry Number: 115-77-5
• 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: 1,3-Propanediol, 2,2-bis(hydroxymethyl)-; Auxinutril; Hercules P6; Maxinutril; Metab-Auxil; Methane tetramethylol; Monopentek; Penetek; Pentaerythrite; Pentek; PE 200; Tetrahydroxymethylmethane; Tetrakis(hydroxymethyl)methane; Tetramethylolmethane; 2,2-Bis(hydroxymethyl)-1,3-propanediol; Auxenutril; Monopentaerythritol; 1,1,1-Tris(hydroxymethyl)ethanol; Hercules Mono-PE; Pentaertyhritol; PETP; THME; Methane, tetrakis(hydroxymethyl)-,; NSC 8100; Charmor PM 15
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Condensed phase thermochemistry data
  • Phase change data
  • Reaction thermochemistry data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • References
  • Notes
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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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Constant pressure heat capacity of solid

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
CAL - James S. Chickos, William E. Acree, Jr., Joel F. Liebman, Students of Chem 202 (Introduction to the Literature of Chemistry), University of Missouri -- St. Louis
DH - Eugene S. Domalski and Elizabeth D. Hearing

Enthalpy of sublimation

Enthalpy of fusion

Entropy 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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

 +  = C₅H₁₁NO₆ + 

By formula: C₅H₁₂O₄ + HNO₃ = C₅H₁₁NO₆ + H₂O

IR Spectrum

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Data compiled by: Coblentz Society, Inc.

• SOLID (MULL); PERKIN-ELMER 521 (GRATING) $$ SPECTRAL CONTAMINATION DUE TO OIL AROUND 2860 CM^-1; 2 cm^-1 resolution
• SOLID (SPLIT MULL, FLUOROLUBE FOR 3800-1333 AND NUJOL FOR 1333-400 CM ^-1) $$ SEE SPECTRUM NO. 5580 FOR "OIL MULL" STATE; DOW KBr FOREPRISM-GRATING; DIGITIZED BY NIST FROM HARD COPY (FROM TWO SEGMENTS); 4 cm^-1 resolution

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, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, 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.

Medard and Thomas, 1954
Medard, L.; Thomas, M., Chaleurs de combustion de vingt-quatre substances explosives ou apparentees a des explosifs, Mem. Poudres, 1954, 36, 97-127. [all data]

Westrum, 1959
Westrum, E.F., Jr., Ordering transitions in symmetrical molecules, Symp. Thermodynam. Fritens-Wattens, Tirol Austria, 1959, No.36, 11p. [all data]

Zhang and Yang, 1989
Zhang, Z.Y.; Yang, M.L., Heat capacities and phase transitions of 1,1,1-trihydroxymethylpropane and pentaerythritol over the superambient temperature range, Themochim. Acta, 1989, 156, 157-161. [all data]

Nitta, Seki, et al., 1950
Nitta, I.; Seki, S.; Momotani, M., On the phase transition in pentaerythritol (I), Proc. Japan Acad. 26, 1950, No.9, 25-29. [all data]

Barone, DellaGatta, et al., 1990
Barone, G.; DellaGatta, G.; Ferro, D.; Piacente, V., Enthalpies and entropies of sublimation, vaporization and fusion of nine polyhydric alcohols, J. Chem. Soc., Faraday Trans., 1990, 86, 75. [all data]

Murrill and Breed, 1970
Murrill, E.; Breed, L.W., Solid-solid phase transitions determined by differential scanning calorime- try. Part I. Tetrahedral Substances., Thermochim. Acta, 1970, 1, 239. [all data]

Bradley and Cotson, 1953
Bradley, R.S.; Cotson, S., The vapour pressure and lattic energy of hydrogen-bonded crystals: II alpha- and beta-anhydrous oxalic acid and tetragonal pentaerythritol, J. Chem. Soc., 1953, 1953, 1684-8. [all data]

Nitta, Seki, et al., 1950, 2
Nitta, I.; Seki, S.; Momotani, M., The Phase Transition in Pentaerythritol I., Proc. Jpn. Acad., 1950, 26, 9, 25-9. [all data]

Barone, Gatta, et al., 1990
Barone, Guido; Gatta, Giuseppe Della; Ferro, Daniela; Piacente, Vincenzo, Enthalpies and entropies of sublimation, vaporization and fusion of nine polyhydric alcohols, Faraday Trans., 1990, 86, 1, 75, https://doi.org/10.1039/ft9908600075 . [all data]

Font and Muntasell, 1994
Font, J.; Muntasell, J., Sublimation measurements on plastic crystals. Influence of the hydroxyl group on the sublimation enthalpy and vapour pressure, Materials Research Bulletin, 1994, 29, 10, 1091-1100, https://doi.org/10.1016/0025-5408(94)90092-2 . [all data]

Bradley and Cotson, 1953, 2
Bradley, R.S.; Cotson, S., 347. The vapour pressure and lattice energy of hydrogen-bonded crystals. Part II. ?- and ?-Anhydrous oxalic acid and tetragonal pentaerythritol, J. Chem. Soc., 1953, 1684, https://doi.org/10.1039/jr9530001684 . [all data]

Jones, 1960
Jones, A.H., Sublimation Pressure Data for Organic Compounds., J. Chem. Eng. Data, 1960, 5, 2, 196-200, https://doi.org/10.1021/je60006a019 . [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]

Granzow, 1996
Granzow, Bettina, Hydrogen bonding and phase transitions of a group of alcohols derived from 2,2-dimethylpropane, Journal of Molecular Structure, 1996, 381, 1-3, 127-131, https://doi.org/10.1016/0022-2860(96)09232-0 . [all data]

Barone and Della Gatta, 1990
Barone, G.; Della Gatta, G., Ferro D., and Piacente, V., Enthalpies and entropies of sublimation, vaporization and fusion of nine polyhydric alcohols, J. Chem. Soc., Faraday Trans., 1990, 86(1), 75-79. [all data]

Murrill and Breed, 1970, 2
Murrill, E.; Breed, L., Solid-solid phase transitions determined by differential scanning calorimetry, Thermochim. Acta, 1970, 1, 239-246. [all data]

Hoshino and Nagasaki, 1950
Hoshino, S.; Nagasaki, S., On the phase transition of pentaerythritol, Bull. Chem. Soc. Japan, 1950, 23, 80-83. [all data]

Tsvetkov, Sopin, et al., 1986
Tsvetkov, V.G.; Sopin, V.P.; Tsvetkova, L.Ya.; Marchenko, G.N., Enthalpy of reaction of nitric acid with some organic compounds, J. Gen. Chem. USSR, 1986, 56, 471-474. [all data]

Notes

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• Symbols used in this document:
  

  Cp,solid	Constant pressure heat capacity of solid
  S°solid,1 bar	Entropy of solid at standard conditions (1 bar)
  Tfus	Fusion (melting) point
  ΔHtrs	Enthalpy of phase transition
  ΔStrs	Entropy of phase transition
  ΔcH°solid	Enthalpy of combustion of solid at standard conditions
  ΔfH°solid	Enthalpy of formation of solid at standard conditions
  ΔfusH	Enthalpy of fusion
  ΔfusS	Entropy of fusion
  ΔrH°	Enthalpy of reaction at standard conditions
  ΔsubH	Enthalpy of sublimation
  ΔsubH°	Enthalpy of sublimation at standard conditions

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