2H-Pyran-2-ol, tetrahydro-

• Formula: C₅H₁₀O₂
• Molecular weight: 102.1317
• IUPAC Standard InChI: InChI=1S/C5H10O2/c6-5-3-1-2-4-7-5/h5-6H,1-4H2 Copy

  
• IUPAC Standard InChIKey: CELWCAITJAEQNL-UHFFFAOYSA-N Copy
• CAS Registry Number: 694-54-2
• Chemical structure:
  This structure is also available as a 2d Mol file or as a computed 3d SD file
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• Other names: Tetrahydro-2-hydroxy-2H-pyran; Tetrahydro-2-pyranol; Tetrahydro-2H-pyran-2-ol; 2-Hydroxytetrahydropyran; 2-Tetrahydropyranol; δ-Valerolactol; Pyran-2-ol, tetrahydro-
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• Information on this page:
  • Reaction thermochemistry data
  • Gas phase ion energetics data
  • References
  • Notes
• Other data available:
  • Mass spectrum (electron ionization)
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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 as indicated in comments:
B - John E. Bartmess
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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Individual Reactions

C₅H₉O₂^- +  =

By formula: C₅H₉O₂^- + H⁺ = C₅H₁₀O₂

=

By formula: C₅H₁₀O₂ = C₅H₁₀O₂

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

C₅H₉O₂^- +  =

By formula: C₅H₉O₂^- + H⁺ = C₅H₁₀O₂

References

Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, Notes

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

Baer, Brinkman, et al., 1991
Baer, S.; Brinkman, E.A.; Brauman, J.I., Hemiacetal Anions: A Model for Tetrahedral Reaction Intermediates, J. Am. Chem. Soc., 1991, 113, 3, 805, https://doi.org/10.1021/ja00003a012 . [all data]

Bartmess, Hays, et al., 1981
Bartmess, J.E.; Hays, R.L.; Caldwell, G., The Addition of Carbanions to Carbonyl Groups in the Gas Phase, J. Am. Chem. Soc., 1981, 103, 6, 1338, https://doi.org/10.1021/ja00396a006 . [all data]

Shono, Godo, et al., 1971
Shono, T.; Godo, M.; Shinra, K., High resolution NMR studies of ring-chain tautomerism in ω-hydroxy aldehydes, Bunseki Kagaku, 1971, 20, 1183-1186. [all data]

Notes

Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, References

• Symbols used in this document:
  

  ΔrG°	Free energy of reaction at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions

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