Exo-bicyclo[2.2.1]heptane-2-carbonitrile

• Formula: C₈H₁₁N
• Molecular weight: 121.1796
• IUPAC Standard InChI: InChI=1S/C8H11N/c9-5-8-4-6-1-2-7(8)3-6/h6-8H,1-4H2/t6?,7?,8-/m0/s1 Copy

  
• IUPAC Standard InChIKey: GAHKEUUHTHVKEA-RRQHEKLDSA-N Copy
• CAS Registry Number: 3211-90-3
• Chemical structure:
  This structure is also available as a 2d Mol file or as a computed 3d SD file
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• Stereoisomers:
  • 2-Norbornanecarbonitrile
  • Endo-bicyclo[2.2.1]heptane-2-carbonitrile
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• Information on this page:
  • Condensed phase thermochemistry data
  • Phase change data
  • 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 as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing

Reduced pressure boiling point

Enthalpy of fusion

Enthalpy of phase transition

Entropy of phase transition

References

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

Goroshko, Kozina, et al., 1964
Goroshko, N.N.; Kozina, M.P.; Skuratov, S.M.; Belikova, N.A.; Plate, A.F., The heats of combustion of exo- and endo isomers of 2-cyano-bicyclo(2.2.1)heptane, Vestn. Mosk. Univ. Ser. 2: Khim., 1964, 19, 3-6. [all data]

Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]

Kolesov, Seregin, et al., 1970
Kolesov, V.P.; Seregin, E.A.; Belikova, N.A.; Skuratov, S.M.; Plate, A.F., Specific heat in the interval 12-350K and thermodynamic functions of the endo- and exo-isomers of 2-cyanobicyclo[2,2,1]heptane, Termodin. Termokhim. Konstanty, 1970, 1970, 164-172. [all data]

Seregin, Kolesov, et al., 1962
Seregin, E.A.; Kolesov, V.P.; Belikova, N.A.; Skuratov, S.M.; Plate, A.F., Heat capacity at low temperatures and the thermodynamic functions of endo- and exo-2-cyanobicyclo[2.2.1]heptane, Dokl. Akad. Nauk, 1962, SSSR 145(3), 580-583. [all data]

Buckingham and Donaghy, 1982
Buckingham, J.; Donaghy, S.M., Dictionary of Organic Compounds: Fifth Edition, Chapman and Hall, New York, 1982, 1. [all data]

Kolesov, Seregin, et al., 1970, 2
Kolesov, V.P.; Seregin, E.A.; Belikova, N.A.; Skuratov, S.M.; Plate, A.F., Specific heat in the interval 12-350 K and thermodynamic functions of the endo- and exo-isomers of 2-cyanobicyclo[2.2.1]heptane, Termodin. Termokhim. Konstanty., 1970, 1970, 163-72. [all data]

Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D., Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III, J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985 . [all data]

Notes

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• Symbols used in this document:
  

  Cp,solid	Constant pressure heat capacity of solid
  S°solid,1 bar	Entropy of solid at standard conditions (1 bar)
  Tboil	Boiling point
  Tfus	Fusion (melting) point
  Ttriple	Triple point temperature
  ΔHtrs	Enthalpy of phase transition
  ΔStrs	Entropy of phase transition
  ΔcH°liquid	Enthalpy of combustion of liquid at standard conditions
  ΔfusH	Enthalpy of fusion

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