Adenosine, 2'-deoxy-

• Formula: C₁₀H₁₃N₅O₃
• Molecular weight: 251.2419
• IUPAC Standard InChI: InChI=1S/C10H13N5O3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(17)6(2-16)18-7/h3-7,16-17H,1-2H2,(H2,11,12,13) Copy

  
• IUPAC Standard InChIKey: OLXZPDWKRNYJJZ-UHFFFAOYSA-N Copy
• CAS Registry Number: 958-09-8
• Chemical structure:
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• Other names: 9H-Purin-6-amine, 9-(2-deoxy-β-D-ribofuranosyl)-; β-D-Erythro-Pentofuranoside, adenine-9 2-deoxy-; β-D-Ribofuranose, 1-(6-amino-9H-purin-9-yl)-1,2-dideoxy-; Adenine deoxyribonucleoside; Adenyldeoxyriboside; Deoxyadenosine; Desoxyadenosine; 2'-Deoxyadenosine; 9H-Purin-6-amine, 9-(2-deoxy-β-D-erythro-pentofuranosyl)-; Adenine deoxy nucleoside; 2-Deoxyadenosine; 9-(2-Deoxy-β-D-erythro-pentofuranosyl)adenine; Adenine deoxyribose; NSC 141848; NSC 143510; NSC 83258
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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)
• Options:
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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

C₁₀H₁₂N₅O₃^- +  =

By formula: C₁₀H₁₂N₅O₃^- + H⁺ = C₁₀H₁₃N₅O₃

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

Electron affinity determinations

De-protonation reactions

C₁₀H₁₂N₅O₃^- +  =

By formula: C₁₀H₁₂N₅O₃^- + H⁺ = C₁₀H₁₃N₅O₃

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]

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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