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
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Reaction thermochemistry data
  • Gas phase ion energetics data
  • References
  • Notes
• Other data available:
  • Mass spectrum (electron ionization)
  • UV/Visible spectrum
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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 by: John E. Bartmess

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

C₁₀H₁₄N₂O₅^- +  =

By formula: C₁₀H₁₄N₂O₅^- + H⁺ = C₁₀H₁₄N₂O₅

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

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.

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]

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]

Notes

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

• 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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