Diisopropylamine
- Formula: C6H15N
- Molecular weight: 101.1900
- IUPAC Standard InChIKey: UAOMVDZJSHZZME-UHFFFAOYSA-N
- CAS Registry Number: 108-18-9
- 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: 2-Propanamine, N-(1-methylethyl)-; (iso-C3H7)2NH; N-Isopropyl-1-amino-2-methylethane; N-(1-Methylethyl)-2-propanamine; UN 1158; N,N-Diisopropylamine; N-isopropyl-isopropylamine; N-(1-Methylethyl)-2-propamine; Bis(isopropyl)amine; NSC 6758
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Condensed phase thermochemistry data
Go To: Top, Reaction thermochemistry data, 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°liquid | -171.0 ± 2.6 | kJ/mol | Ccb | Ribeiro da Silva, Ribeiro da Silva, et al., 1997 | |
ΔfH°liquid | -178.4 ± 0.04 | kJ/mol | Ccb | Lebedeva, Katin, et al., 1971 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -4333.8 ± 2.5 | kJ/mol | Ccb | Ribeiro da Silva, Ribeiro da Silva, et al., 1997 | |
ΔcH°liquid | -4326.30 ± 0.42 | kJ/mol | Ccb | Lebedeva, Katin, et al., 1971 |
Reaction thermochemistry data
Go To: Top, Condensed phase thermochemistry data, 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 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
C6H14N- + =
By formula: C6H14N- + H+ = C6H15N
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1632.6 ± 2.1 | kJ/mol | G+TS | Grimm and Bartmess, 1992 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1601.6 ± 1.7 | kJ/mol | IMRE | Grimm and Bartmess, 1992 | gas phase |
Gas phase ion energetics data
Go To: Top, Condensed phase thermochemistry data, 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 evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
Data compiled as indicated in comments:
B - John E. Bartmess
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Proton affinity (review) | 971.9 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 938.6 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
7.6 ± 0.1 | PE | Aue, Webb, et al., 1976 | LLK |
7.73 ± 0.03 | PI | Watanabe and Mottl, 1957 | RDSH |
De-protonation reactions
C6H14N- + =
By formula: C6H14N- + H+ = C6H15N
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1632.6 ± 2.1 | kJ/mol | G+TS | Grimm and Bartmess, 1992 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1601.6 ± 1.7 | kJ/mol | IMRE | Grimm and Bartmess, 1992 | gas phase; B |
References
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry 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.
Ribeiro da Silva, Ribeiro da Silva, et al., 1997
Ribeiro da Silva, M.A.V.; Ribeiro da Silva, M.D.M.C.; Luisa, M.; Gomes, A.C.N.; Johnson, M.; Pilcher, G.,
Enthalpies of combustion of di-n-propylamine, diisopropylamine, diisobutylamine, and di-sec-butylamine,
J. Chem. Thermodyn., 1997, 29, 1025-1030. [all data]
Lebedeva, Katin, et al., 1971
Lebedeva, N.D.; Katin, Y.A.; Akhmedova, G.Y.,
Enthalpies of formation of dipropylamine, di-isopropylamine, dibutylamine, and di-isobutylamine,
Russ. J. Phys. Chem. (Engl. Transl.), 1971, 45, 771-772. [all data]
Grimm and Bartmess, 1992
Grimm, D.T.; Bartmess, J.E.,
The Intrinsic (Gas Phase) Basicity of some Anions Commonly Used in Condensed-Phase Synthesis,
J. Am. Chem. Soc., 1992, 114, 4, 1227, https://doi.org/10.1021/ja00030a016
. [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]
Aue, Webb, et al., 1976
Aue, D.H.; Webb, H.M.; Bowers, M.T.,
Quantitative proton affinities, ionization potentials, and hydrogen affinities of alkylamines,
J. Am. Chem. Soc., 1976, 98, 311. [all data]
Watanabe and Mottl, 1957
Watanabe, K.; Mottl, J.R.,
Ionization potentials of ammonia and some amines,
J. Chem. Phys., 1957, 26, 1773. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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