Adenine

• Formula: C₅H₅N₅
• Molecular weight: 135.1267
• IUPAC Standard InChI: InChI=1S/C5H5N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H3,6,7,8,9,10) Copy

  
• IUPAC Standard InChIKey: GFFGJBXGBJISGV-UHFFFAOYSA-N Copy
• CAS Registry Number: 73-24-5
• Chemical structure:
  This structure is also available as a 2d Mol file
• Other names: 1H-Purin-6-amine; ADE; Adenin; Adeninimine; Leuco-4; Vitamin B4; 1,6-Dihydro-6-iminopurine; 3,6-Dihydro-6-iminopurine; 6-Amino-1H-purine; 6-Amino-3H-purine; 6-Amino-9H-purine; 6-Aminopurine; 1H-Purine-6-amine; Purine, 6-amino-; USAF CB-18; 1H-Purine, 6-amino-; 6-Amino-7H-purine; 9H-Purine, 1,6-dihydro-6-imino-; 9H-Purin-6-yl-amine; 9H-Purine-6-amine; NSC 14666
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Ion clustering data
  • References
  • Notes
• Other data available:
  • Condensed phase thermochemistry data
  • Phase change data
  • Reaction thermochemistry data
  • Gas phase ion energetics data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • Gas Chromatography
• Data at other public NIST sites:
  • Gas Phase Kinetics Database
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Ion clustering 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 as indicated in comments:
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
RCD - Robert C. Dunbar

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. Searches may be limited to ion clustering reactions. A general reaction search form is also available.

Clustering reactions

C₅H₆N₅⁺ +  = (C₅H₆N₅⁺ • )

By formula: C₅H₆N₅⁺ + C₅H₅N₅ = (C₅H₆N₅⁺ • C₅H₅N₅)

 +  = ( • )

By formula: Co⁺ + C₅H₅N₅ = (Co⁺ • C₅H₅N₅)

 +  = ( • )

By formula: Cr⁺ + C₅H₅N₅ = (Cr⁺ • C₅H₅N₅)

 +  = ( • )

By formula: Cu⁺ + C₅H₅N₅ = (Cu⁺ • C₅H₅N₅)

 +  = ( • )

By formula: Fe⁺ + C₅H₅N₅ = (Fe⁺ • C₅H₅N₅)

 +  = ( • )

By formula: K⁺ + C₅H₅N₅ = (K⁺ • C₅H₅N₅)

 +  = ( • )

By formula: Mn⁺ + C₅H₅N₅ = (Mn⁺ • C₅H₅N₅)

 +  = ( • )

By formula: Na⁺ + C₅H₅N₅ = (Na⁺ • C₅H₅N₅)

 +  = ( • )

By formula: Ni⁺ + C₅H₅N₅ = (Ni⁺ • C₅H₅N₅)

 +  = ( • )

By formula: Ti⁺ + C₅H₅N₅ = (Ti⁺ • C₅H₅N₅)

 +  = ( • )

By formula: V⁺ + C₅H₅N₅ = (V⁺ • C₅H₅N₅)

 +  = ( • )

By formula: Zn⁺ + C₅H₅N₅ = (Zn⁺ • C₅H₅N₅)

References

Go To: Top, Ion clustering data, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Meot-Ner (Mautner), 1979
Meot-Ner (Mautner), M., Ion Thermochemistry of Low Volatility Compounds in the Gas Phase. II. Intrinsic Basicities and Hydrogen Bonded Dimers of Nitrogen Heterocyclics and Nucleic Bases, J. Am. Chem. Soc., 1979, 101, 9, 2396, https://doi.org/10.1021/ja00503a027 . [all data]

Rodgers and Armentrout, 2002
Rodgers, M.T.; Armentrout, P.B., Influence of d orbital occupation on the binding of metal ions to adenine, J. Am. Chem. Soc., 2002, 124, 11, 2678, https://doi.org/10.1021/ja011278+ . [all data]

Cerda and Wesdemiotis, 1996
Cerda, B.A.; Wesdemiotis, C., PAs of Peptides, J. Am. Chem. Soc., 1996, 118, 11884. [all data]

Rodgers and Armentrout, 2000
Rodgers, M.T.; Armentrout, P.B., Noncovalent Interactions of Nucleic Acid Bases (Uracil, Thymine, and Adenine) with Alkali Metal Ions. Threshold Collision-Induced Dissociation and Theoretical Studies, J. Am. Chem. Soc., 2000, 121, 35, 8548, https://doi.org/10.1021/ja001638d . [all data]

Notes

Go To: Top, Ion clustering data, References

• Symbols used in this document:
  

  ΔrH°	Enthalpy of reaction at standard conditions
  ΔrS°	Entropy of reaction at standard conditions

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