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)
- IUPAC Standard InChIKey: OLXZPDWKRNYJJZ-UHFFFAOYSA-N
- CAS Registry Number: 958-09-8
- 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: 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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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
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Proton affinity (review) | 991.5 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
| Quantity | Value | Units | Method | Reference | Comment |
| Gas basicity | 959.1 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Electron affinity determinations
| EA (eV) | Method | Reference | Comment |
|---|---|---|---|
| 0.70 ± 0.10 | LPES | Stokes, Li, et al., 2007 | Vertical Detachment Energy: 1.14 eV; B |
De-protonation reactions
C10H12N5O3- + =
By formula: C10H12N5O3- + H+ = C10H13N5O3
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1426.0 ± 1.5 | kJ/mol | CIDC | Kumari, Devi, et al., 2010 | gas phase; The entropy of acidity values from the kinetic method given, seem unreasonably small for the structures shown - JEB; B |
References
Go To: Top, 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.
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]
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
Go To: Top, 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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