Home Symbol which looks like a small house Up Solid circle with an upward pointer in it

NOTICE: Due to scheduled maintenance at our Gaithersburg campus, this site will not be available from 5:00 pm EDT (21:00 UTC) on Friday October 25 until 5:00 pm (21:00 UTC) on Sunday October 27. We apologize for any inconvenience this outage may cause.

N-Allyl-N,N-dimethylamine

Data at NIST subscription sites:

NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.


Gas phase ion energetics data

Go To: Top, 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

Quantity Value Units Method Reference Comment
Proton affinity (review)228.9kcal/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity221.5kcal/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
Deltar388.6 ± 4.1kcal/molG+TSDahlke and Kass, 1991gas phase; Between H2O, furan. Reprotonation site uncertain; B
Quantity Value Units Method Reference Comment
Deltar382.0 ± 4.0kcal/molIMRBDahlke and Kass, 1991gas phase; Between H2O, furan. Reprotonation site uncertain; B

References

Go To: Top, 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.

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]

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]


Notes

Go To: Top, Gas phase ion energetics data, References