Thymidine

• Formula: C₁₀H₁₄N₂O₅
• Molecular weight: 242.2286
• IUPAC Standard InChI: InChI=1S/C10H14N2O5/c1-5-3-12(10(16)11-9(5)15)8-2-6(14)7(4-13)17-8/h3,6-8,13-14H,2,4H2,1H3,(H,11,15,16) Copy

  
• IUPAC Standard InChIKey: IQFYYKKMVGJFEH-UHFFFAOYSA-N Copy
• CAS Registry Number: 50-89-5
• 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: β-D-Ribofuranoside, thymine-1 2-deoxy-; Deoxythymidine; dT; DThyd; Thymidin; Thymine-2-Desoxyriboside; Thyminedeoxyriboside; Uridine, 2'-deoxy-5-methyl-; 2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-β-D-erythro-pentofuranosyl)-5-methyl-; 2'-Deoxythymidine; 5-Methyldeoxyuridine; Deoxythymidin; 2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-β-D-ribofuranosyl)-5-methyl-; 5-Methyldeoxyurindine; Thymine-2-deoxyriboside; Desoxy-thymidin; Thymidine, 2'-deoxy-; 1-(2-Deoxy-β-D-erythro-pentofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione; 5-Methyl-2'-deoxyuridine; NSC 21548
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• Information on this page:
  • Gas phase ion energetics data
  • References
  • Notes
• Other data available:
  • Reaction thermochemistry data
  • Mass spectrum (electron ionization)
  • UV/Visible spectrum
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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 evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias

Data compiled as indicated in comments:
B - John E. Bartmess
MM - Michael M. Meot-Ner (Mautner)

Electron affinity determinations

Proton affinity at 298K

De-protonation reactions

C₁₀H₁₄N₂O₅^- +  =

By formula: C₁₀H₁₄N₂O₅^- + H⁺ = C₁₀H₁₄N₂O₅

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.

Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G., Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update, J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018 . [all data]

Stokes, Li, et al., 2007
Stokes, S.T.; Li, X.; Grubisic, A.; Ko, Y.J.; Bowen, K.H., Intrinsic electrophilic properties of nucleosides: Photoelectron spectroscopy of their parent anions, J. Chem. Phys., 2007, 127, 8, 084321, https://doi.org/10.1063/1.2774985 . [all data]

Mezzache, Alves, et al., 2005
Mezzache, S.; Alves, S.; Pepe, C.; Qualquejeu, M.; Fournier, F.; Valery, J.M.; Tabet, J.C., Proton affinity ladder for uridine and analogs: Influence of the hydroxyl group on the sugar ring conformation, J. Mass Spectrom., 2005, 40, 722. [all data]

Kumari, Devi, et al., 2010
Kumari, S.; Devi, C.L.; Prabhakar, S.; Bhanuprakash, K.; Vairaman, M., Estimation of Gas-Phase Acidities of Deoxyribonucleosides: An Experimental and Theoretical Study, J. Am. Soc. Mass Spectrom., 2010, 21, 1, 136-143, https://doi.org/10.1016/j.jasms.2009.09.019 . [all data]

Notes

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• Symbols used in this document:
  

  EA	Electron affinity
  ΔrH°	Enthalpy of reaction at standard conditions

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