Propanamide, 2,2-dimethyl-

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Gas phase thermochemistry data

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Δfgas-313.1 ± 1.4kJ/molCcrAbboud, Jimenez, et al., 1989 

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:
DH - Eugene S. Domalski and Elizabeth D. Hearing
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Δfsolid-399.7 ± 1.3kJ/molCcrAbboud, Jimenez, et al., 1989ALS
Quantity Value Units Method Reference Comment
Δcsolid-3139.9 ± 1.2kJ/molCcrAbboud, Jimenez, et al., 1989ALS

Constant pressure heat capacity of liquid

Cp,liquid (J/mol*K) Temperature (K) Reference Comment
159.8298.150Abboud, Jimenez, et al., 1989One temperature; Cp given as 1.58 J/g*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:
BS - Robert L. Brown and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
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
Tboil485.2KN/AAldrich Chemical Company Inc., 1990BS
Quantity Value Units Method Reference Comment
Δsub89. ± 2.0kJ/molTEBrunetti, Gatta, et al., 2000Based on data from 298. - 359. K.; AC
Δsub86.6 ± 0.4kJ/molCAbboud, Jimenez, et al., 1989ALS
Δsub86.6 ± 0.4kJ/molN/AAbboud, Jimenez, et al., 1989Based on data from 288. - 306. K.; AC

Enthalpy of sublimation

ΔsubH (kJ/mol) Temperature (K) Reference Comment
86.600298.15Abboud, Jimenez, et al., 1989DH

Entropy of sublimation

ΔsubS (J/mol*K) Temperature (K) Reference Comment
290.5298.15Abboud, Jimenez, et al., 1989DH

Enthalpy of fusion

ΔfusH (kJ/mol) Temperature (K) Reference Comment
24.1425.4Abate, Badea, et al., 2008AC

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 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

C5H10NO- + Hydrogen cation = Propanamide, 2,2-dimethyl-

By formula: C5H10NO- + H+ = C5H11NO

Quantity Value Units Method Reference Comment
Δr1498. ± 8.8kJ/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr1469. ± 8.4kJ/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

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
MM - Michael M. Meot-Ner (Mautner)

Quantity Value Units Method Reference Comment
Proton affinity (review)889.0kJ/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity857.2kJ/molN/AHunter and Lias, 1998HL

Gas basicity at 298K

Gas basicity (review) (kJ/mol) Reference Comment
855. ± 6.Witt and Grutzmacher, 1997aniline; ortho-toluidine. Data readjusted to Hunter and Lias, 1998; MM
858. ± 7.Witt and Grutzmacher, 1997MM

De-protonation reactions

C5H10NO- + Hydrogen cation = Propanamide, 2,2-dimethyl-

By formula: C5H10NO- + H+ = C5H11NO

Quantity Value Units Method Reference Comment
Δr1498. ± 8.8kJ/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale; B
Quantity Value Units Method Reference Comment
Δr1469. ± 8.4kJ/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale; B

IR Spectrum

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Data compiled by: Coblentz Society, Inc.

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director


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-1272
NIST MS number 230761

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References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, 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.

Abboud, Jimenez, et al., 1989
Abboud, J.-L.M.; Jimenez, P.; Roux, M.V.; Turrion, C.; Lopez-Mardomingo, C., Structural effects on the thermochemical properties of carbonyl compounds. I. Enthalpies of combustion, vapour pressures and enthalpies of sublimation, and enthalpies of formation of 2-methylpropanamide, 2,2-dimethylpropanamide, and 1-adamantyl carboxamide, J. Chem. Thermodyn., 1989, 21, 859-865. [all data]

Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc., Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]

Brunetti, Gatta, et al., 2000
Brunetti, Bruno; Gatta, Giuseppe Della; Piacente, Vincenzo, Enthalpies and Entropies of Sublimation of Some Primary Alkylamides, J. Chem. Eng. Data, 2000, 45, 2, 237-241, https://doi.org/10.1021/je9902701 . [all data]

Abate, Badea, et al., 2008
Abate, Lorenzo; Badea, Elena; Blanco, Ignazio; Della Gatta, Giuseppe, Heat Capacities and Enthalpies of Solid-Solid Transitions and Fusion of a Series of Eleven Primary Alkylamides by Differential Scanning Calorimetry, J. Chem. Eng. Data, 2008, 53, 4, 959-965, https://doi.org/10.1021/je700662a . [all data]

Taft, 1987
Taft, R.W., The Nature and Analysis of Substitutent Electronic Effects, Personal communication. See also Prog. Phys. Org. Chem., 1987, 16, 1. [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]

Witt and Grutzmacher, 1997
Witt, M.; Grutzmacher, H.F., Proton-bound dimers of aliphatic carboxamides: gas-phase basicity and dissociation energy, Int. J. Mass Spectrom. Ion Processes, 1997, 165, 49. [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), References