N,N-Dimethylaminoethanol
- Formula: C4H11NO
- Molecular weight: 89.1362
- IUPAC Standard InChIKey: UEEJHVSXFDXPFK-UHFFFAOYSA-N
- CAS Registry Number: 108-01-0
- 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: N,N-Dimethyl-2-aminoethanol; Deanol; Varesal; Bimanol; Ethanol, 2-(dimethylamino)-; β-(Dimethylamino)ethanol; β-(Dimethylamino)ethyl alcohol; β-Hydroxyethyldimethylamine; (Dimethylamino)ethanol; (2-Hydroxyethyl)dimethylamine; Dimethyl(hydroxyethyl)amine; Dimethyl(2-hydroxyethyl)amine; Dimethylethanolamine; Dimethylmonoethanolamine; DMAE; Kalpur P; Liparon; N-(2-Hydroxyethyl)dimethylamine; N,N-Dimethyl(2-hydroxyethyl)amine; N,N-Dimethyl-N-(β-hydroxyethyl)amine; N,N-Dimethyl-N-(2-hydroxyethyl)amine; N,N-Dimethylethanolamine; Norcholine; Propamine A; 2-(Dimethylamino)ethanol; 2-(N,N-Dimethylamino)ethanol; (CH3)2NCH2CH2OH; Amietol M 21; Dimethylaminoaethanol; N-(Dimethylamino)ethanol; 2-(Dimethylamino)-1-ethanol; Dimethylaethanolamin; UN 2051; N,N-Dimethyl-β-hydroxyethylamine; Dabco DMEA; N,N'-Dimethylethanolamine; Tegoamin DMEA; Texacat DME; DMEA; NSC 2652; 67-48-1
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Phase change data
Go To: Top, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), Gas Chromatography, 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
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 407.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Tboil | 406.88 | K | N/A | Quitzsch, Hofmann, et al., 1970 | Uncertainty assigned by TRC = 0.2 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 46.5 ± 0.4 | kJ/mol | GS | Kapteina, Slowik, et al., 2005 | Based on data from 278. to 316. K.; AC |
ΔvapH° | 47.9 | kJ/mol | N/A | Touhara, Okazaki, et al., 1982 | Based on data from 298. to 308. K. See also Kapteina, Slowik, et al., 2005.; AC |
ΔvapH° | 47.6 | kJ/mol | EB | Quitzsch, Hofmann, et al., 1970 | Based on data from 333. to 423. K. See also Kapteina, Slowik, et al., 2005.; AC |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
43.2 | 365. | A | Stephenson and Malanowski, 1987 | Based on data from 350. to 387. K.; AC |
42.7 | 338. | A | Stephenson and Malanowski, 1987 | Based on data from 323. to 408. K.; AC |
Gas phase ion energetics data
Go To: Top, Phase change data, IR Spectrum, Mass spectrum (electron ionization), Gas Chromatography, 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:
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
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.80 | PE | Ohno, Imai, et al., 1985 | Vertical value; LBLHLM |
8.82 | PE | Wieczorek, Koenig, et al., 1975 | Vertical value; LLK |
8.85 ± 0.04 | PE | Leavell, Steichen, et al., 1973 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C3H8N+ | 8.68 | CH2OH | EI | Lossing, Lam, et al., 1981 | LLK |
IR Spectrum
Go To: Top, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), Gas Chromatography, References, Notes
Data compiled by: Coblentz Society, Inc.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Mass spectrum (electron ionization)
Go To: Top, Phase change data, Gas phase ion energetics data, IR Spectrum, Gas Chromatography, 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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
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Due to licensing restrictions, this spectrum cannot be downloaded.
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 | NIST Mass Spectrometry Data Center, 1998. |
NIST MS number | 291405 |
Gas Chromatography
Go To: Top, Phase change data, Gas phase ion energetics data, IR Spectrum, 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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Normal alkane RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | OV-101 | 710. | Zenkevich, 2005 | 25. m/0.20 mm/0.10 μm, N2/He, 6. K/min; Tstart: 50. C; Tend: 250. C |
Normal alkane RI, non-polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | DB-1 | 706. | Kawai, Ishida, et al., 1991 | 60. m/0.25 mm/0.25 μm; Program: not specified |
Capillary | DB-1 | 708. | Kawai, Ishida, et al., 1991 | 60. m/0.25 mm/0.25 μm; Program: not specified |
References
Go To: Top, Phase change data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), Gas Chromatography, 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]
Quitzsch, Hofmann, et al., 1970
Quitzsch, K.; Hofmann, H.P.; Hering, D.; Salzer, R.; Geiseler, G.,
Z. Phys. Chem. (Leipzig), 1970, 243, 5-6, 321. [all data]
Kapteina, Slowik, et al., 2005
Kapteina, Simon; Slowik, Krzysztof; Verevkin, Sergey P.; Heintz, Andreas,
Vapor Pressures and Vaporization Enthalpies of a Series of Ethanolamines,
J. Chem. Eng. Data, 2005, 50, 2, 398-402, https://doi.org/10.1021/je049761y
. [all data]
Touhara, Okazaki, et al., 1982
Touhara, H.; Okazaki, S.; Okino, F.; Tanaka, H.; Ikari, K.; Nakanishi, K.,
Thermodynamic properties of aqueous mixtures of hydrophilic compounds 2. Aminoethanol and its methyl derivatives,
The Journal of Chemical Thermodynamics, 1982, 14, 2, 145-156, https://doi.org/10.1016/0021-9614(82)90026-X
. [all data]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Ohno, Imai, et al., 1985
Ohno, K.; Imai, K.; Harada, Y.,
Variations in reactivity of lone-pair electrons due to intramolecular hydrogen bonding as observed by penning ionization electron spectroscopy,
J. Am. Chem. Soc., 1985, 107, 8078. [all data]
Wieczorek, Koenig, et al., 1975
Wieczorek, J.S.; Koenig, T.; Balle, T.,
The He(I) photoelectron spectra of amine n-oxides,
J. Electron Spectrosc. Relat. Phenom., 1975, 6, 215. [all data]
Leavell, Steichen, et al., 1973
Leavell, S.; Steichen, J.; Franklin, J.L.,
Photoelectron spectra of intramolecularly hydrogen bonded compounds,
J. Chem. Phys., 1973, 59, 4343. [all data]
Lossing, Lam, et al., 1981
Lossing, F.P.; Lam, Y.-T.; Maccoll, A.,
Gas phase heats of formation of alkyl immonium ions,
Can. J. Chem., 1981, 59, 2228. [all data]
Zenkevich, 2005
Zenkevich, I.G.,
Experimentally measured retention indices., 2005. [all data]
Kawai, Ishida, et al., 1991
Kawai, T.; Ishida, Y.; Kakiuchi, H.; Ikeda, N.; Higashida, T.; Nakamura, S.,
Flavor components of dried squid,
J. Agric. Food Chem., 1991, 39, 4, 770-777, https://doi.org/10.1021/jf00004a031
. [all data]
Notes
Go To: Top, Phase change data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), Gas Chromatography, References
- Symbols used in this document:
AE Appearance energy Tboil Boiling point 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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