Cyclohexanamine, protonated


Reaction thermochemistry data

Go To: Top, Ion clustering 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 by: Michael M. Meot-Ner (Mautner) and Sharon G. Lias

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

C6H14N+ + 1,4,7,10,13,16-Hexaoxacyclooctadecane = (C6H14N+ • 1,4,7,10,13,16-Hexaoxacyclooctadecane)

By formula: C6H14N+ + C12H24O6 = (C6H14N+ • C12H24O6)

Bond type: Hydrogen bonds with polydentate bonding in positive ions

Quantity Value Units Method Reference Comment
Δr48. ± 4.kcal/molPHPMSMeot-Ner (Mautner), 1983gas phase; Entropy change calculated or estimated
Quantity Value Units Method Reference Comment
Δr38.cal/mol*KN/AMeot-Ner (Mautner), 1983gas phase; Entropy change calculated or estimated

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
23.670.PHPMSMeot-Ner (Mautner), 1983gas phase; Entropy change calculated or estimated

C6H14N+ + Ethyl ether = (C6H14N+ • Ethyl ether)

By formula: C6H14N+ + C4H10O = (C6H14N+ • C4H10O)

Bond type: Hydrogen bonds of the type NH+-O between organics

Quantity Value Units Method Reference Comment
Δr22.0kcal/molPHPMSMeot-Ner, 1984gas phase
Δr21.9kcal/molPHPMSMeot-Ner (Mautner), 1983gas phase
Quantity Value Units Method Reference Comment
Δr31.8cal/mol*KPHPMSMeot-Ner, 1984gas phase
Δr31.9cal/mol*KPHPMSMeot-Ner (Mautner), 1983gas phase

C6H14N+ + 2,5,8,11-Tetraoxadodecane = (C6H14N+ • 2,5,8,11-Tetraoxadodecane)

By formula: C6H14N+ + C8H18O4 = (C6H14N+ • C8H18O4)

Bond type: Hydrogen bonds with polydentate bonding in positive ions

Quantity Value Units Method Reference Comment
Δr43.3kcal/molPHPMSMeot-Ner (Mautner), 1983gas phase; triglyme
Quantity Value Units Method Reference Comment
Δr43.8cal/mol*KPHPMSMeot-Ner (Mautner), 1983gas phase; triglyme

C6H14N+ + Ethane, 1,1'-oxybis[2-methoxy- = (C6H14N+ • Ethane, 1,1'-oxybis[2-methoxy-)

By formula: C6H14N+ + C6H14O3 = (C6H14N+ • C6H14O3)

Bond type: Hydrogen bonds with polydentate bonding in positive ions

Quantity Value Units Method Reference Comment
Δr39.7kcal/molPHPMSMeot-Ner (Mautner), 1983gas phase; diglyme
Quantity Value Units Method Reference Comment
Δr44.6cal/mol*KPHPMSMeot-Ner (Mautner), 1983gas phase; diglyme

C6H14N+ + Propane, 1,3-dimethoxy- = (C6H14N+ • Propane, 1,3-dimethoxy-)

By formula: C6H14N+ + C5H12O2 = (C6H14N+ • C5H12O2)

Bond type: Hydrogen bonds with polydentate bonding in positive ions

Quantity Value Units Method Reference Comment
Δr28.4kcal/molPHPMSMeot-Ner (Mautner), 1983gas phase
Quantity Value Units Method Reference Comment
Δr35.0cal/mol*KPHPMSMeot-Ner (Mautner), 1983gas phase

C6H14N+ + 15-Crown-5 = (C6H14N+ • 15-Crown-5)

By formula: C6H14N+ + C10H20O5 = (C6H14N+ • C10H20O5)

Bond type: Hydrogen bonds with polydentate bonding in positive ions

Quantity Value Units Method Reference Comment
Δr42.3kcal/molPHPMSMeot-Ner (Mautner), 1983gas phase
Quantity Value Units Method Reference Comment
Δr36.5cal/mol*KPHPMSMeot-Ner (Mautner), 1983gas phase

C6H14N+ + Ethane, 1,2-dimethoxy- = (C6H14N+ • Ethane, 1,2-dimethoxy-)

By formula: C6H14N+ + C4H10O2 = (C6H14N+ • C4H10O2)

Bond type: Hydrogen bonds with polydentate bonding in positive ions

Quantity Value Units Method Reference Comment
Δr29.4kcal/molPHPMSMeot-Ner (Mautner), 1983gas phase
Quantity Value Units Method Reference Comment
Δr35.5cal/mol*KPHPMSMeot-Ner (Mautner), 1983gas phase

C6H14N+ + 12-Crown-4 = (C6H14N+ • 12-Crown-4)

By formula: C6H14N+ + C8H16O4 = (C6H14N+ • C8H16O4)

Bond type: Hydrogen bonds with polydentate bonding in positive ions

Quantity Value Units Method Reference Comment
Δr37.2kcal/molPHPMSMeot-Ner (Mautner), 1983gas phase
Quantity Value Units Method Reference Comment
Δr34.8cal/mol*KPHPMSMeot-Ner (Mautner), 1983gas phase

C6H14N+ + Di-n-propyl ether = (C6H14N+ • Di-n-propyl ether)

By formula: C6H14N+ + C6H14O = (C6H14N+ • C6H14O)

Bond type: Hydrogen bonds of the type NH+-O between organics

Quantity Value Units Method Reference Comment
Δr25.4kcal/molPHPMSMeot-Ner, 1984gas phase
Quantity Value Units Method Reference Comment
Δr31.2cal/mol*KPHPMSMeot-Ner, 1984gas phase

(C6H14N+ • L-Alanine, N-acetyl-, methyl ester) + L-Alanine, N-acetyl-, methyl ester = (C6H14N+ • 2L-Alanine, N-acetyl-, methyl ester)

By formula: (C6H14N+ • C6H11NO3) + C6H11NO3 = (C6H14N+ • 2C6H11NO3)

Quantity Value Units Method Reference Comment
Δr20.4kcal/molPHPMSMeot-Ner (Mautner), 1988gas phase
Quantity Value Units Method Reference Comment
Δr29.5cal/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase

C6H14N+ + L-Alanine, N-acetyl-, methyl ester = (C6H14N+ • L-Alanine, N-acetyl-, methyl ester)

By formula: C6H14N+ + C6H11NO3 = (C6H14N+ • C6H11NO3)

Quantity Value Units Method Reference Comment
Δr37.8kcal/molPHPMSMeot-Ner (Mautner), 1988gas phase
Quantity Value Units Method Reference Comment
Δr40.9cal/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase

Ion clustering data

Go To: Top, Reaction thermochemistry 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 by: Michael M. Meot-Ner (Mautner) and Sharon G. Lias

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

C6H14N+ + Ethyl ether = (C6H14N+ • Ethyl ether)

By formula: C6H14N+ + C4H10O = (C6H14N+ • C4H10O)

Bond type: Hydrogen bonds of the type NH+-O between organics

Quantity Value Units Method Reference Comment
Δr22.0kcal/molPHPMSMeot-Ner, 1984gas phase
Δr21.9kcal/molPHPMSMeot-Ner (Mautner), 1983gas phase
Quantity Value Units Method Reference Comment
Δr31.8cal/mol*KPHPMSMeot-Ner, 1984gas phase
Δr31.9cal/mol*KPHPMSMeot-Ner (Mautner), 1983gas phase

C6H14N+ + Ethane, 1,2-dimethoxy- = (C6H14N+ • Ethane, 1,2-dimethoxy-)

By formula: C6H14N+ + C4H10O2 = (C6H14N+ • C4H10O2)

Bond type: Hydrogen bonds with polydentate bonding in positive ions

Quantity Value Units Method Reference Comment
Δr29.4kcal/molPHPMSMeot-Ner (Mautner), 1983gas phase
Quantity Value Units Method Reference Comment
Δr35.5cal/mol*KPHPMSMeot-Ner (Mautner), 1983gas phase

C6H14N+ + Propane, 1,3-dimethoxy- = (C6H14N+ • Propane, 1,3-dimethoxy-)

By formula: C6H14N+ + C5H12O2 = (C6H14N+ • C5H12O2)

Bond type: Hydrogen bonds with polydentate bonding in positive ions

Quantity Value Units Method Reference Comment
Δr28.4kcal/molPHPMSMeot-Ner (Mautner), 1983gas phase
Quantity Value Units Method Reference Comment
Δr35.0cal/mol*KPHPMSMeot-Ner (Mautner), 1983gas phase

C6H14N+ + L-Alanine, N-acetyl-, methyl ester = (C6H14N+ • L-Alanine, N-acetyl-, methyl ester)

By formula: C6H14N+ + C6H11NO3 = (C6H14N+ • C6H11NO3)

Quantity Value Units Method Reference Comment
Δr37.8kcal/molPHPMSMeot-Ner (Mautner), 1988gas phase
Quantity Value Units Method Reference Comment
Δr40.9cal/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase

(C6H14N+ • L-Alanine, N-acetyl-, methyl ester) + L-Alanine, N-acetyl-, methyl ester = (C6H14N+ • 2L-Alanine, N-acetyl-, methyl ester)

By formula: (C6H14N+ • C6H11NO3) + C6H11NO3 = (C6H14N+ • 2C6H11NO3)

Quantity Value Units Method Reference Comment
Δr20.4kcal/molPHPMSMeot-Ner (Mautner), 1988gas phase
Quantity Value Units Method Reference Comment
Δr29.5cal/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase

C6H14N+ + Di-n-propyl ether = (C6H14N+ • Di-n-propyl ether)

By formula: C6H14N+ + C6H14O = (C6H14N+ • C6H14O)

Bond type: Hydrogen bonds of the type NH+-O between organics

Quantity Value Units Method Reference Comment
Δr25.4kcal/molPHPMSMeot-Ner, 1984gas phase
Quantity Value Units Method Reference Comment
Δr31.2cal/mol*KPHPMSMeot-Ner, 1984gas phase

C6H14N+ + Ethane, 1,1'-oxybis[2-methoxy- = (C6H14N+ • Ethane, 1,1'-oxybis[2-methoxy-)

By formula: C6H14N+ + C6H14O3 = (C6H14N+ • C6H14O3)

Bond type: Hydrogen bonds with polydentate bonding in positive ions

Quantity Value Units Method Reference Comment
Δr39.7kcal/molPHPMSMeot-Ner (Mautner), 1983gas phase; diglyme
Quantity Value Units Method Reference Comment
Δr44.6cal/mol*KPHPMSMeot-Ner (Mautner), 1983gas phase; diglyme

C6H14N+ + 12-Crown-4 = (C6H14N+ • 12-Crown-4)

By formula: C6H14N+ + C8H16O4 = (C6H14N+ • C8H16O4)

Bond type: Hydrogen bonds with polydentate bonding in positive ions

Quantity Value Units Method Reference Comment
Δr37.2kcal/molPHPMSMeot-Ner (Mautner), 1983gas phase
Quantity Value Units Method Reference Comment
Δr34.8cal/mol*KPHPMSMeot-Ner (Mautner), 1983gas phase

C6H14N+ + 2,5,8,11-Tetraoxadodecane = (C6H14N+ • 2,5,8,11-Tetraoxadodecane)

By formula: C6H14N+ + C8H18O4 = (C6H14N+ • C8H18O4)

Bond type: Hydrogen bonds with polydentate bonding in positive ions

Quantity Value Units Method Reference Comment
Δr43.3kcal/molPHPMSMeot-Ner (Mautner), 1983gas phase; triglyme
Quantity Value Units Method Reference Comment
Δr43.8cal/mol*KPHPMSMeot-Ner (Mautner), 1983gas phase; triglyme

C6H14N+ + 15-Crown-5 = (C6H14N+ • 15-Crown-5)

By formula: C6H14N+ + C10H20O5 = (C6H14N+ • C10H20O5)

Bond type: Hydrogen bonds with polydentate bonding in positive ions

Quantity Value Units Method Reference Comment
Δr42.3kcal/molPHPMSMeot-Ner (Mautner), 1983gas phase
Quantity Value Units Method Reference Comment
Δr36.5cal/mol*KPHPMSMeot-Ner (Mautner), 1983gas phase

C6H14N+ + 1,4,7,10,13,16-Hexaoxacyclooctadecane = (C6H14N+ • 1,4,7,10,13,16-Hexaoxacyclooctadecane)

By formula: C6H14N+ + C12H24O6 = (C6H14N+ • C12H24O6)

Bond type: Hydrogen bonds with polydentate bonding in positive ions

Quantity Value Units Method Reference Comment
Δr48. ± 4.kcal/molPHPMSMeot-Ner (Mautner), 1983gas phase; Entropy change calculated or estimated
Quantity Value Units Method Reference Comment
Δr38.cal/mol*KN/AMeot-Ner (Mautner), 1983gas phase; Entropy change calculated or estimated

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
23.670.PHPMSMeot-Ner (Mautner), 1983gas phase; Entropy change calculated or estimated

References

Go To: Top, Reaction thermochemistry data, 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), 1983
Meot-Ner (Mautner), M., The Ionic Hydrogen Bond. 3. Multiple and -CH+...O- Bonds. Complexes of Ammonium Ions with Polyethers and Crown Ethers, J. Am. Chem. Soc., 1983, 105, 15, 4912, https://doi.org/10.1021/ja00353a012 . [all data]

Meot-Ner, 1984
Meot-Ner, (Mautner)M., The Ionic Hydrogen Bond and Ion Solvation. 1. -NH+ O-, -NH+ N- and -OH+ O- Bonds. Correlations with Proton Affinity. Deviations Due to Structural Effects, J. Am. Chem. Soc., 1984, 106, 5, 1257, https://doi.org/10.1021/ja00317a015 . [all data]

Meot-Ner (Mautner), 1988
Meot-Ner (Mautner), M., Models for Strong Interactions in Proteins and Enzymes. 2. Interactions of Ions with the Peptide Link and Imidazole, J. Am. Chem. Soc., 1988, 110, 10, 3075, https://doi.org/10.1021/ja00218a014 . [all data]


Notes

Go To: Top, Reaction thermochemistry data, Ion clustering data, References