Cyclopropylamine
- Formula: C3H7N
- Molecular weight: 57.0944
- IUPAC Standard InChIKey: HTJDQJBWANPRPF-UHFFFAOYSA-N
- CAS Registry Number: 765-30-0
- 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: Cyclopropanamine; Aminocyclopropane
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Phase change 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 as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 323.7 | K | N/A | Weast and Grasselli, 1989 | BS |
Tboil | 322.65 | K | N/A | Diallo, Nguyen, et al., 1987 | Uncertainty assigned by TRC = 1.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 237.76 | K | N/A | Finke, Messerly, et al., 1981 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.02 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 7.47 ± 0.10 | kcal/mol | V | Good and Moore, 1971 | ALS |
ΔvapH° | 7.48 | kcal/mol | N/A | Good and Moore, 1971 | DRB |
ΔvapH° | 7.48 ± 0.1 | kcal/mol | EB | Good and Moore, 1971 | AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
3.150 | 237.8 | Acree, 1991 | AC |
Enthalpy of phase transition
ΔHtrs (kcal/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
3.15091 | 237.76 | crystaline, I | liquid | Finke, Messerly, et al., 1981, 2 | DH |
Entropy of phase transition
ΔStrs (cal/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
13.25 | 237.76 | crystaline, I | liquid | Finke, Messerly, et al., 1981, 2 | DH |
Gas phase ion energetics data
Go To: Top, Phase change data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
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
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
View reactions leading to C3H7N+ (ion structure unspecified)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Proton affinity (review) | 216.2 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 207.9 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.8 | PE | Bock and Dammel, 1987 | LBLHLM |
8.8 | PE | Aue and Bowers, 1979 | LLK |
9.8 | PE | Bock and Dammel, 1987 | Vertical value; LBLHLM |
9.41 | PE | Kimura, Katsumata, et al., 1981 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
CH3N+ | 11.00 ± 0.05 | ? | EI | Burgers, Holmes, et al., 1984 | LBLHLM |
References
Go To: Top, Phase change 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.
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]
Diallo, Nguyen, et al., 1987
Diallo, A.O.; Nguyen, V.T.; Rossi, I.,
Infrared spectra and conformation of cyclopropylamine, CPA,
Spectrochim. Acta, Part A, 1987, 43, 415. [all data]
Finke, Messerly, et al., 1981
Finke, H.L.; Messerly, J.F.; Lee-Bechtold, S.H.,
Thermodynamic properties of cyclopropylamine,cyclopentylamine,and methylenecyclobutane,
J. Chem. Thermodyn., 1981, 13, 345. [all data]
Good and Moore, 1971
Good, W.D.; Moore, R.T.,
The enthalpies of combustion and formation of cyclopropylamine, The C-N thermochemical bond energy,
J. Chem. Thermodyn., 1971, 3, 701-705. [all data]
Acree, 1991
Acree, William E.,
Thermodynamic properties of organic compounds: enthalpy of fusion and melting point temperature compilation,
Thermochimica Acta, 1991, 189, 1, 37-56, https://doi.org/10.1016/0040-6031(91)87098-H
. [all data]
Finke, Messerly, et al., 1981, 2
Finke, H.L.; Messerly, J.F.; Lee-Bechtold, S.H.,
Thermodynamic properties of cyclopropylamine, cyclopentylamine, and methylenecyclobutane,
J. Chem. Thermodyn., 1981, 13, 345-355. [all data]
Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G.,
Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update,
J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018
. [all data]
Bock and Dammel, 1987
Bock, H.; Dammel, R.,
Methanimine RR"C=NR": Darstellung und photoelektronen-spektren,
J. Am. Chem. Soc., 1987, 120, 1961. [all data]
Aue and Bowers, 1979
Aue, D.H.; Bowers, M.T.,
Chapter 9. Stabilities of positive ions from equilibrium gas phase basicity measurements
in Ions Chemistry,, ed. M.T. Bowers, 1979. [all data]
Kimura, Katsumata, et al., 1981
Kimura, K.; Katsumata, S.; Achiba, Y.; Yamazaki, T.; Iwata, S.,
Ionization energies, Ab initio assignments, and valence electronic structure for 200 molecules
in Handbook of HeI Photoelectron Spectra of Fundamental Organic Compounds, Japan Scientific Soc. Press, Tokyo, 1981. [all data]
Burgers, Holmes, et al., 1984
Burgers, P.C.; Holmes, J.L.; Terlouw, J.K.,
Gaseous [H2,C,N]+ and [H3,C,N]+ ions. Generation of formation, and dissociation characteristics of [H2CN]+, [HCNH]+, [CNH2]+, [H2CNH]+, and [HCN]+,
J. Am. Chem. Soc., 1984, 106, 2762. [all data]
Notes
Go To: Top, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy Tboil Boiling point Ttriple Triple point temperature ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition ΔfusH Enthalpy of fusion ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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