1,5-Naphthalenediamine

• Formula: C₁₀H₁₀N₂
• Molecular weight: 158.1998
• IUPAC Standard InChI: InChI=1S/C10H10N2/c11-9-5-1-3-7-8(9)4-2-6-10(7)12/h1-6H,11-12H2 Copy

  
• IUPAC Standard InChIKey: KQSABULTKYLFEV-UHFFFAOYSA-N Copy
• CAS Registry Number: 2243-62-1
• 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: 1,5-Diaminonaphthalene; 1,5-Naphthylenediamine; NCI-C03021
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Phase change data
  • Reaction thermochemistry data
  • References
  • Notes
• Other data available:
  • Gas phase ion energetics data
  • IR Spectrum
  • Mass spectrum (electron ionization)
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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 as indicated in comments:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos

Enthalpy of sublimation

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

 +  =

By formula: C₁₀H₉N₂^- + H⁺ = C₁₀H₁₀N₂

References

Go To: Top, Phase change data, Reaction thermochemistry data, Notes

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

Pushin and Sladovic, 1928
Pushin, N.A.; Sladovic, L., Equilibrium in the binary systems cresols-amines, J. Chem. Soc., 1928, 1928, 2474. [all data]

Ribeiro da Silva, Lobo Ferreira, et al., 2010
Ribeiro da Silva, Manuel A.V.; Lobo Ferreira, Ana I.M.C.; Santos, Ana Filipa L.O.M.; Ferreira, Cristiana M.A.; Barros, Delfina C.B.; Reis, Joana A.C.; Costa, José C.S.; Calvinho, Maria Miguel G.; Rocha, Sónia I.A.; Pinto, Sónia P.; Freire, Sónia S.L.; Almeida, Suzete M.; Guimarães, Vanessa S.; Almeida, Vasco N.M., Enthalpies of combustion, vapour pressures, and enthalpies of sublimation of the 1,5- and 1,8-diaminonaphthalenes, The Journal of Chemical Thermodynamics, 2010, 42, 3, 371-379, https://doi.org/10.1016/j.jct.2009.09.009 . [all data]

Verevkin, Georgieva, et al., 2007
Verevkin, Sergey P.; Georgieva, Miglena; Melkhanova, Svetlana V., Vapor Pressures and Phase Transitions of a Series of the Aminonaphthalenes, J. Chem. Eng. Data, 2007, 52, 1, 286-290, https://doi.org/10.1021/je060394v . [all data]

Arnett, Venkatasubaramanian, et al., 1982
Arnett, E.M.; Venkatasubaramanian, K.G.; McIver, R.T.; Fukuda, E.K.; Bordwell, F.G.; Press, F.D., Stabilization of the monoanion of 1,8-diaminonaphthalene by intramolecular hydrogen bonding. A novel case of anion homoconjugation in superbase solution, J. Am. Chem. Soc., 1982, 104, 325. [all data]

Notes

Go To: Top, Phase change data, Reaction thermochemistry data, References

• Symbols used in this document:
  

  Tfus	Fusion (melting) point
  ΔrG°	Free energy of reaction at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions
  ΔsubH	Enthalpy of sublimation
  ΔsubH°	Enthalpy of sublimation at standard conditions

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