1,4,8,11-Tetraazacyclotetradecane

• Formula: C₁₀H₂₄N₄
• Molecular weight: 200.3244
• IUPAC Standard InChI: InChI=1S/C10H24N4/c1-3-11-7-9-13-5-2-6-14-10-8-12-4-1/h11-14H,1-10H2 Copy

  
• IUPAC Standard InChIKey: MDAXKAUIABOHTD-UHFFFAOYSA-N Copy
• CAS Registry Number: 295-37-4
• 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: Cyclam
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• Information on this page:
  • Condensed phase thermochemistry data
  • Phase change data
  • Gas phase ion energetics data
  • Mass spectrum (electron ionization)
  • References
  • Notes
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Condensed phase 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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Constant pressure heat capacity of solid

Phase change 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: William E. Acree, Jr., James S. Chickos

Enthalpy of sublimation

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 compiled as indicated in comments:
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard

Ionization energy determinations

Mass spectrum (electron ionization)

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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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Additional Data

References

Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), Notes

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

Clay, Micheloni, et al., 1979
Clay, R.M.; Micheloni, M.; Paoletti, P.; Steele, W.V., Enthalpies of formation and solution of macrocyclic and noncyclic tetraaza ligands. Origins of the enthalpy term in the macrocyclic effect, J. Am. Chem. Soc., 1979, 101, 4119-4122. [all data]

Clay and Steele, 1980
Clay, R.M.; Steele, W.V., Enthalpy of combustion of a copper complex. Standard enthalpy of formation of bis(nitrato)(1,4,8,11-tetraazacyclo-tetradecane)copper(II), Inorg. Chem., 1980, 19(8), 2414-2416. [all data]

Clay, Corr, et al., 1983
Clay, R.M.; Corr, S.; Keenan, G.; Steele, W.V., Standard enthalpies of sublimation and vaporization of 1,4,8,11-tetraazacyclotetradecane and 1,4,8,11-tetraazaundecane. Gas-phase macrocyclic enthalpy, J. Am. Chem. Soc., 1983, 105, 7, 2070-2071, https://doi.org/10.1021/ja00345a069 . [all data]

Baker, Armen, et al., 1983
Baker, A.D.; Armen, G.H.; Funaro, S., Oral levels of crown ethers and related macrocycles studies by ultraviolet photoelectron spectroscopy: Relationship to complexation studies, J. Chem. Soc. Dalton Trans., 1983, 2519. [all data]

Notes

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• Symbols used in this document:
  

  Cp,solid	Constant pressure heat capacity of solid
  ΔcH°solid	Enthalpy of combustion of solid at standard conditions
  ΔfH°solid	Enthalpy of formation of solid at standard conditions
  ΔsubH	Enthalpy of sublimation

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