Erythritol

• Formula: C₄H₁₀O₄
• Molecular weight: 122.1198
• IUPAC Standard InChI: InChI=1S/C4H10O4/c5-1-3(7)4(8)2-6/h3-8H,1-2H2/t3-,4+ Copy

  
• IUPAC Standard InChIKey: UNXHWFMMPAWVPI-ZXZARUISSA-N Copy
• CAS Registry Number: 149-32-6
• 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.
• Stereoisomers:
  • 1,2,3,4-Butanetetrol, [S-(R*,R*)]-
• Other names: 2(R),3(S)-1,2,3,4-Butanetetrol; meso-Erythritol; 1,2,3,4-Tetrahydroxybutane, (R*,S*)-; 1,2,3,4-Butanetetrol, (R*,S*)-; Erythrit; Erythritol, meso-; Erythrol; Phycitol; Antierythrite; Erythrite; L-Erythritol; Erythroglucin; Paycite; Lichen sugar; 1,2,3,4-Butanetetrol, (2R,3S)-rel-; C*Eridex; NIK 242; NSC 8099
• 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
  • Henry's Law data
  • References
  • Notes
• Other data available:
  • Mass spectrum (electron ionization)
• Options:
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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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing

Enthalpy of vaporization

Enthalpy of fusion

Entropy of fusion

Henry's Law data

Go To: Top, Condensed phase thermochemistry data, 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: Rolf Sander

Henry's Law constant (water solution)

k_H(T) = k°_H exp(d(ln(k_H))/d(1/T) ((1/T) - 1/(298.15 K)))
k°_H = Henry's law constant for solubility in water at 298.15 K (mol/(kg*bar))
d(ln(k_H))/d(1/T) = Temperature dependence constant (K)

References

Go To: Top, Condensed phase thermochemistry data, Phase change data, Henry's Law data, Notes

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

Parks, West, et al., 1946
Parks, G.S.; West, T.J.; Naylor, B.F.; Fujii, P.S.; McClaine, L.A., Thermal data on organic compounds. XXIII. Modern combustion data for fourteen hydrocarbons and five polyhydroxy alcohols, J. Am. Chem. Soc., 1946, 68, 2524-2527. [all data]

McClaine, 1947
McClaine, L.A., Thermodynamic data for some compounds containing carbon, hydrogen and oxygen, Ph.D. Thesis for Stanford University, 1947, 1-57. [all data]

Parks and Manchester, 1952
Parks, G.S.; Manchester, K.E., The heats of solution of erythritol, mannitol and dulcitol; combustion values for liquid polyhydroxy alcohols, J. Am. Chem. Soc., 1952, 74, 3435-34. [all data]

Parks, Kelley, et al., 1929
Parks, G.S.; Kelley, K.K.; Huffman, H.M., Thermal data on organic compounds. V. A revision of the entropies and free energies of nineteen organic compounds, J. Am. Chem. Soc., 1929, 51, 1969-1973. [all data]

Parks and Anderson, 1926
Parks, G.S.; Anderson, C.T., Thermal data on organic compounds. III. The heat capacities, entropies and free energies of tertiary butyl alcohol, mannitol, erythritol and normal butyric acid, J. Am. Chem. Soc., 1926, 48, 1506-1512. [all data]

Spaght, Thomas, et al., 1932
Spaght, M.E.; Thomas, S.B.; Parks, G.S., Some heat capacity data on organic compounds obtained with a radiation calorimeter, J. Phys. Chem., 1932, 36, 882-888. [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]

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]

Spaght, Thomas, et al., 1932, 2
Spaght, M.E.; Thomas, S.B.; Parks, G.S., Some heat capacity data on organic compounds obtained with a radiation calorimeter, J. Phys. Chem., 1932, 36, 882-8. [all data]

Nitta, Seki, et al., 1950
Nitta, I.; Seki, S.; Momotani, M.; Suzuki, K.; Nakagawa, S., On the phase transition in pentaerythritol (II)., Proc. Jpn. Acad., 1950, 26, 11. [all data]

Lopes Jesus, Tomé, et al., 2005
Lopes Jesus, A.J.; Tomé, Luciana I.N.; Eusébio, M. Ermelinda; Redinha, J.S., Enthalpy of Sublimation in the Study of the Solid State of Organic Compounds. Application to Erythritol and Threitol, J. Phys. Chem. B, 2005, 109, 38, 18055-18060, https://doi.org/10.1021/jp051621n . [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]

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]

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]

Jónsdóttir, Cooke, et al., 2002
Jónsdóttir, Svava Ósk; Cooke, Stephen A.; Macedo, Eugénia A., Modeling and measurements of solid--liquid and vapor--liquid equilibria of polyols and carbohydrates in aqueous solution, Carbohydrate Research, 2002, 337, 17, 1563-1571, https://doi.org/10.1016/S0008-6215(02)00213-6 . [all data]

Notes

Go To: Top, Condensed phase thermochemistry data, Phase change data, Henry's Law data, References

• 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)
  Tboil	Boiling point
  Tfus	Fusion (melting) point
  d(ln(kH))/d(1/T)	Temperature dependence parameter for Henry's Law constant
  k°H	Henry's Law constant at 298.15K
  ΔcH°liquid	Enthalpy of combustion of liquid at standard conditions
  ΔcH°solid	Enthalpy of combustion of solid at standard conditions
  ΔfH°liquid	Enthalpy of formation of liquid at standard conditions
  ΔfusH	Enthalpy of fusion
  ΔfusS	Entropy of fusion
  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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