adeninide anion
- Formula: C5H4N5-
- Molecular weight: 134.1193
- IUPAC Standard InChI: InChI=1S/C5H4N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H2-,6,7,8,9,10)/q-1
- IUPAC Standard InChIKey: WEENTLLEQNJREA-UHFFFAOYSA-N
- Chemical structure:
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Reaction thermochemistry data
Go To: Top, Gas phase ion energetics data, References, Notes
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
+
=
By formula: C5H4N5- + H+ = C5H5N5
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 335.1 ± 2.2 | kcal/mol | G+TS | Sharma and Lee, 2002 | gas phase; Acidity at N-9(imidazole N) |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 328.0 ± 2.0 | kcal/mol | IMRB | Sharma and Lee, 2002 | gas phase; Acidity at N-9(imidazole N) |
| ΔrG° | 344.3 ± 4.0 | kcal/mol | IMRB | Sharma and Lee, 2002 | gas phase; Less acidic N-10 site(aniline) |
Gas phase ion energetics data
Go To: Top, Reaction thermochemistry data, References, Notes
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
Protonation reactions
+
=
By formula: C5H4N5- + H+ = C5H5N5
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 335.1 ± 2.2 | kcal/mol | G+TS | Sharma and Lee, 2002 | gas phase; Acidity at N-9(imidazole N) |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 328.0 ± 2.0 | kcal/mol | IMRB | Sharma and Lee, 2002 | gas phase; Acidity at N-9(imidazole N) |
| ΔrG° | 344.3 ± 4.0 | kcal/mol | IMRB | Sharma and Lee, 2002 | gas phase; Less acidic N-10 site(aniline) |
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.
Sharma and Lee, 2002
Sharma, S.; Lee, J.K.,
Acidity of adenine and adenine derivatives and biological implications. A computational and experimental gas-phase study,
J. Org. Chem., 2002, 67, 24, 8360-8365, https://doi.org/10.1021/jo0204303
. [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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