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N-Allyl-N,N-dimethylamine

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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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny, director

Quantity Value Units Method Reference Comment
Tboil336.7KN/AWeast and Grasselli, 1989BS
Tboil335.15KN/AKatritzky, Pinzelli, et al., 1970Uncertainty assigned by TRC = 2. K; TRC

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Reaction 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:
B - John E. Bartmess
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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

C5H10N- + Hydrogen cation = N-Allyl-N,N-dimethylamine

By formula: C5H10N- + H+ = C5H11N

Quantity Value Units Method Reference Comment
Deltar1626. ± 17.kJ/molG+TSDahlke and Kass, 1991gas phase; Between H2O, furan. Reprotonation site uncertain; B
Quantity Value Units Method Reference Comment
Deltar1598. ± 17.kJ/molIMRBDahlke and Kass, 1991gas phase; Between H2O, furan. Reprotonation site uncertain; B

Allyl chloride + 2Dimethylamine = N-Allyl-N,N-dimethylamine + Dimethylamine hydrochloride

By formula: C3H5Cl + 2C2H7N = C5H11N + C2H8ClN

Quantity Value Units Method Reference Comment
Deltar-82.6 ± 0.4kJ/molCmBeldie, Aelenei, et al., 1982liquid phase; ALS

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 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

Quantity Value Units Method Reference Comment
Proton affinity (review)957.8kJ/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity926.8kJ/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
7.84 ± 0.03PILoguinov, Takhistov, et al., 1981LLK
7.84PIAkopyan, Vilesov, et al., 1975LLK
7.84 ± 0.05PEAkopyan and Loginov, 1974LLK

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C2H6N+8.58C3H5PIAkopyan, Vilesov, et al., 1975LLK
C3H5+9.55C2H6NPIAkopyan, Vilesov, et al., 1975LLK
C3H6+9.58C2H5NPIAkopyan, Vilesov, et al., 1975LLK
C3H8N+9.55 ± 0.05C2H3PILoguinov, Takhistov, et al., 1981LLK
C3H8N+9.55C2H3PIAkopyan, Vilesov, et al., 1975LLK
C4H8N+9.62CH3PIAkopyan, Vilesov, et al., 1975LLK
C5H10N+9.56HPIAkopyan, Vilesov, et al., 1975LLK

De-protonation reactions

C5H10N- + Hydrogen cation = N-Allyl-N,N-dimethylamine

By formula: C5H10N- + H+ = C5H11N

Quantity Value Units Method Reference Comment
Deltar1626. ± 17.kJ/molG+TSDahlke and Kass, 1991gas phase; Between H2O, furan. Reprotonation site uncertain; B
Quantity Value Units Method Reference Comment
Deltar1598. ± 17.kJ/molIMRBDahlke and Kass, 1991gas phase; Between H2O, furan. Reprotonation site uncertain; B

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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Mass 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-3224
NIST MS number 231225

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Gas Chromatography

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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

Normal alkane RI, non-polar column, temperature ramp

View large format table.

Column type Active phase I Reference Comment
CapillaryOV-101604.Zenkevich, 200525. m/0.20 mm/0.10 «mu»m, N2/He, 6. K/min; Tstart: 50. C; Tend: 250. C

References

Go To: Top, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), Gas Chromatography, NIST Free Links, 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]

Katritzky, Pinzelli, et al., 1970
Katritzky, A.R.; Pinzelli, R.F.; Sinnot, M.V.; Topsom, R.D., Infrared INtensities as a Quantitative Measure of Intramoelcular Inter- actions XV. Monosubstituted Ethylenes, J. Am. Chem. Soc., 1970, 92, 6861. [all data]

Dahlke and Kass, 1991
Dahlke, G.D.; Kass, S.R., Substituent Effects in the Gas Phase - 1-Substituted Allyl Anions, J. Am. Chem. Soc., 1991, 113, 15, 5566, https://doi.org/10.1021/ja00015a008 . [all data]

Beldie, Aelenei, et al., 1982
Beldie, C.; Aelenei, N.; Onu, A.; Nemtoi, G., Thermochemical characterization of the reactions involved in the allyldimethylamine synthesis, Rev. Chim. (Bucharest), 1982, 33, 917-919. [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]

Loguinov, Takhistov, et al., 1981
Loguinov, Y.; Takhistov, V.V.; Vatlina, L.P., Photoionization studies of substituted trimethylamines, Org. Mass Spectrom., 1981, 16, 239. [all data]

Akopyan, Vilesov, et al., 1975
Akopyan, M.E.; Vilesov, F.I.; Loginov, Y.V., Photoionization of amines and the monomolecular decomposition of excited molecular ions, Khim. Vys. Energ., 1975, 9, 327. [all data]

Akopyan and Loginov, 1974
Akopyan, M.E.; Loginov, Yu.V., Photoelectron spectra of trimethylamine derivatives, Opt. Spectrosc., 1974, 37, 250, In original 442. [all data]

Zenkevich, 2005
Zenkevich, I.G., Experimentally measured retention indices., 2005. [all data]


Notes

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