Pentaerythritol
- Formula: C5H12O4
- Molecular weight: 136.1464
- IUPAC Standard InChIKey: WXZMFSXDPGVJKK-UHFFFAOYSA-N
- 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
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Phase change data
Go To: Top, Reaction thermochemistry data, References, Notes
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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tfus | 531.20 | K | N/A | Barone, DellaGatta, et al., 1990 | Crystal phase 1 phase; Uncertainty assigned by TRC = 1.2 K; TRC |
Tfus | 531.0 | K | N/A | Murrill and Breed, 1970 | Crystal phase 1 phase; Uncertainty assigned by TRC = 3. K; TRC |
Tfus | 529. | K | N/A | Bradley and Cotson, 1953 | Uncertainty assigned by TRC = 2. K; TRC |
Tfus | 538.7 | K | N/A | Nitta, Seki, et al., 1950 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.1 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 163.0 | kJ/mol | N/A | Barone, Gatta, et al., 1990 | AC |
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
131.3 ± 6.6 | 403. | C | Font and Muntasell, 1994 | AC |
161. ± 1.0 | 437. | TE | Barone, Gatta, et al., 1990 | Based on data from 418. to 455. K.; AC |
143.9 ± 0.8 | 379. to 408. | ME | Bradley and Cotson, 1953, 2 | See also Jones, 1960.; AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
7.11 | 538.7 | N/A | Domalski and Hearing, 1996 | AC |
5.3 | 532.3 | DSC | Granzow, 1996 | AC |
4.6 | 513.2 | DSC | Barone, Gatta, et al., 1990 | AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
95.4 | 460.4 | Domalski and Hearing, 1996 | CAL |
13.2 | 538.7 |
Enthalpy of phase transition
ΔHtrs (kJ/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
40.500 | 458.3 | crystaline, II | crystaline, I | Barone and Della Gatta, 1990 | DH |
4.600 | 513.2 | crystaline, I | liquid | Barone and Della Gatta, 1990 | DH |
41.380 | 461.60 | crystaline, II | crystaline, I | Zhang and Yang, 1989 | DH |
41.014 | 455. | crystaline, II | crystaline, I | Murrill and Breed, 1970, 2 | DH |
5.070 | 531. | crystaline, I | liquid | Murrill and Breed, 1970, 2 | DH |
35.146 | 457. | crystaline, II | crystaline, I | Hoshino and Nagasaki, 1950 | DH |
5.439 | 529. | crystaline, I | liquid | Hoshino and Nagasaki, 1950 | DH |
43.930 | 460.4 | crystaline, II | crystaline, I | Nitta, Seki, et al., 1950, 2 | DH |
7.110 | 538.7 | crystaline, I | liquid | Nitta, Seki, et al., 1950, 2 | DH |
Entropy of phase transition
ΔStrs (J/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
88.4 | 458.3 | crystaline, II | crystaline, I | Barone and Della Gatta, 1990 | DH |
9.0 | 513.2 | crystaline, I | liquid | Barone and Della Gatta, 1990 | DH |
89.64 | 461.60 | crystaline, II | crystaline, I | Zhang and Yang, 1989 | DH |
90.0 | 455. | crystaline, II | crystaline, I | Murrill and Breed, 1970, 2 | DH |
9.6 | 531. | crystaline, I | liquid | Murrill and Breed, 1970, 2 | DH |
76.9 | 457. | crystaline, II | crystaline, I | Hoshino and Nagasaki, 1950 | DH |
10.28 | 529. | crystaline, I | liquid | Hoshino and Nagasaki, 1950 | DH |
95.4 | 460.4 | crystaline, II | crystaline, I | Nitta, Seki, et al., 1950, 2 | DH |
13.2 | 538.7 | crystaline, I | liquid | Nitta, Seki, et al., 1950, 2 | DH |
Reaction thermochemistry data
Go To: Top, Phase change data, 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
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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -15.5 | kJ/mol | Cm | Tsvetkov, Sopin, et al., 1986 | liquid phase |
References
Go To: Top, Phase change data, Reaction thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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
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]
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]
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]
Nitta, Seki, et al., 1950, 2
Nitta, I.; Seki, S.; Momotani, M.,
On the phase transition in pentaerythritol (I),
Proc. Japan Acad. 26, 1950, No.9, 25-29. [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
Go To: Top, Phase change data, Reaction thermochemistry data, References
- Symbols used in this document:
Tfus Fusion (melting) point ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition 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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