1,3-Propanediamine, N,N-dimethyl-
- Formula: C5H14N2
- Molecular weight: 102.1781
- IUPAC Standard InChIKey: IUNMPGNGSSIWFP-UHFFFAOYSA-N
- CAS Registry Number: 109-55-7
- 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: γ-(Dimethylamino)propylamine; N,N-Dimethyl-N-(3-aminopropyl)amine; N,N-Dimethyl-1,3-diaminopropane; N,N-Dimethyl-1,3-propanediamine; N,N-Dimethyl-1,3-propylenediamine; N,N-Dimethylpropylenediamine; N,N-Dimethyltrimethylenediamine; 1-(Dimethylamino)-3-aminopropane; 1-Amino-3-(dimethylamino)propane; 3-(Dimethylamino)-1-propanamine; 3-(Dimethylamino)-1-propylamine; 3-(Dimethylamino)propylamine; 3-Amino-1-(dimethylamino)propane; H2N(CH2)3N(CH3)2; N,N-Dimethylpropylene-1,3-diamine; Propylamine, 3-(N,N-dimethylamino)-; 3-Dimethylamino-n-propylamine; 1,3-Propanediamine, N1,N1-dimethyl-; 3-(Dimethylamino)-1-aminopropane; NSC 1067; 3-aminopropyldimethylamine
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), 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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -34.7 ± 4.0 | kJ/mol | Ccb | Papina, Pimenova, et al., 1992 | ALS |
ΔfH°gas | -35.1 | kJ/mol | N/A | Lebedeva, Gutner, et al., 1984 | Value computed using ΔfHliquid° value of -77.3±0.5 kj/mol from Lebedeva, Gutner, et al., 1984 and ΔvapH° value of 42.2 kj/mol from Papina, Pimenova, et al., 1992.; DRB |
ΔfH°gas | -44.8 | kJ/mol | Ccb | Vasil'eva and Kotov, 1977 | hf298 calculated possible error by author; ALS |
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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°liquid | -76.9 ± 4.0 | kJ/mol | Ccb | Papina, Pimenova, et al., 1992 | ALS |
ΔfH°liquid | -77.3 ± 0.5 | kJ/mol | Ccb | Lebedeva, Gutner, et al., 1984 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -3891.5 ± 4.0 | kJ/mol | Ccb | Papina, Pimenova, et al., 1992 | ALS |
ΔcH°liquid | -3891.1 ± 0.5 | kJ/mol | Ccb | Lebedeva, Gutner, et al., 1984 | ALS |
ΔcH°liquid | -3876. ± 2. | kJ/mol | Ccb | Vasil'eva and Kotov, 1977 | hf298 calculated possible error by author; ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 323.0 | J/mol*K | N/A | Dzhafarov, Karasharli, et al., 1982 | DH |
Constant pressure heat capacity of liquid
Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
248.71 | 298. | Lebedeva, Gutner, et al., 1984, 2 | T = 295 to 360 K.; DH |
255.7 | 298.15 | Dzhafarov, Karasharli, et al., 1982 | T = 12 to 300 K.; DH |
249.0 | 295.96 | Lebedeva, Ryadnenko, et al., 1981 | T = 296 to 359 K.; DH |
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:
DH - Eugene S. Domalski and Elizabeth D. Hearing
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.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 406. | K | N/A | Lebedeva, Gutner, et al., 1984, 2 | P = 9.972x104 kPa.; DH |
Tboil | 405.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 194.43 | K | N/A | Dzhafarov, Karasharli, et al., 1982, 2 | Uncertainty assigned by TRC = 0.02 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 42.24 ± 0.09 | kJ/mol | C | Papina, Pimenova, et al., 1992 | ALS |
ΔvapH° | 42.2 | kJ/mol | N/A | Papina, Pimenova, et al., 1992 | DRB |
ΔvapH° | 47.28 | kJ/mol | V | Vasil'eva and Kotov, 1977 | hf298 calculated possible error by author; ALS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
44.1 ± 0.2 | 290. | V | Lebedeva, Gutner, et al., 1984 | ALS |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
12.385 | 194.43 | Dzhafarov, Karasharli, et al., 1982 | Glass to crystal transition at 135 K shown graphically.; DH |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
63.70 | 194.43 | Dzhafarov, Karasharli, et al., 1982 | Glass; DH |
Gas phase ion energetics 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 evaluated by: Edward P. Hunter and Sharon G. Lias
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Proton affinity (review) | 1025.0 | kJ/mol | N/A | Hunter and Lias, 1998 | |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 975.3 | kJ/mol | N/A | Hunter and Lias, 1998 |
Mass spectrum (electron ionization)
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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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
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Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | Japan AIST/NIMC Database- Spectrum MS-NW- 595 |
NIST MS number | 227656 |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Papina, Pimenova, et al., 1992
Papina, T.S.; Pimenova, S.M.; Zakharov, V.Yu.; Kolesov, V.P.,
Standard enthalpies of formation of derivatives of perfluoro-2-methyl-3-oxahexanoic acid and 3-(N,N-dimethylamino)propyl amine,
Zh. Khim. Termodin. Termokhim., 1992, 1, 207-211. [all data]
Lebedeva, Gutner, et al., 1984
Lebedeva, N.D.; Gutner, N.M.; Katin, Yu.A.; Kozlova, N.M.; Kiseleva, N.N.; Makhina, E.F.; Dobychin, S.L.,
Thermochemical study of bis-hydroxyethylpiperazine, N,N-dimethylpropylenediamine, and 2,2-azodiisobutyrodinitrile,
J. Appl. Chem. USSR, 1984, 57, 2118-2122. [all data]
Vasil'eva and Kotov, 1977
Vasil'eva, T.F.; Kotov, V.I.,
Heats of combustion of dimethyl-substituted amides and dimethylalkylamines,
Vses. Konf. Kalorim. Rasshir. Tezisy Dokl. 7th, 1977, 1, 102-106. [all data]
Dzhafarov, Karasharli, et al., 1982
Dzhafarov, O.I.; Karasharli, K.A.; Kuliev, A.M.,
Study of the real heat capacity of N,N-dimethyl-1,3-propanediamine in the range 12-300K,
Azerb. Khim. Zhur., 1982, No.3, 111-113. [all data]
Lebedeva, Gutner, et al., 1984, 2
Lebedeva, N.D.; Gutner, N.M.; Katin, Yu.A.; Kozlova, N.M.; Kiseleva, N.N.; Machinya, E.F.; Dobychin, S.L.; Thermochemical study of bis(hydroxyethyl)piperazine, N.,
N-dimethylpropylenediamine and 2,2-azodiisobutyric acid dinitrile,
Zhur. Prikl. Khim. (Leningrad), 1984, 57(10), 2297-2301. [all data]
Lebedeva, Ryadnenko, et al., 1981
Lebedeva, N.D.; Ryadnenko, V.L.; Kozlova, N.M.; Karpenko, N.A.; Stepanov, V.B.,
Heat capacities of some organic compounds, 1981, Termodinam. [all data]
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]
Dzhafarov, Karasharli, et al., 1982, 2
Dzhafarov, O.I.; Karasharli, K.A.; Kuliev, A.M.,
Study of the real heat capacity of N,N,-dimethyl-1,3-propanediamine in range 12-3oo K,
Azerb. Khim. Zh., 1982, 1982, 111. [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]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid S°liquid Entropy of liquid at standard conditions Tboil Boiling point Ttriple Triple point temperature ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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