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Propanal, 2,2-dimethyl-

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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 by: Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
liquid262.05J/mol*KN/AKorkhov, D'yakova, et al., 1983 

Constant pressure heat capacity of liquid

Cp,liquid (J/mol*K) Temperature (K) Reference Comment
192.8298.43White and Perrott, 1988T = 29 to 298 K. Value is unsmoothed experimental datum.
185.58298.15Korkhov, D'yakova, et al., 1983T = 50 to 350 K.

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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny, director
BS - Robert L. Brown and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
CAL - James S. Chickos, William E. Acree, Jr., Joel F. Liebman, Students of Chem 202 (Introduction to the Literature of Chemistry), University of Missouri -- St. Louis
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Tboil348. ± 3.KAVGN/AAverage of 11 out of 12 values; Individual data points
Quantity Value Units Method Reference Comment
Tfus277.0KN/AAnonymous, 1957Uncertainty assigned by TRC = 0.6 K; TRC
Tfus279.KN/AMeunier, 1936Uncertainty assigned by TRC = 3. K; TRC
Tfus276.KN/APringsheim and Leibowitz, 1923Uncertainty assigned by TRC = 3. K; TRC
Tfus279.KN/ARichard, 1910Uncertainty assigned by TRC = 2. K; TRC
Tfus276.KN/ASommelet, 1893Uncertainty assigned by TRC = 4. K; TRC
Quantity Value Units Method Reference Comment
Ttriple272.1KN/AWhite and Perrott, 1988, 2Crystal phase 1 phase; Uncertainty assigned by TRC = 0.2 K; TRC

Reduced pressure boiling point

Tboil (K) Pressure (bar) Reference Comment
347.20.973Aldrich Chemical Company Inc., 1990BS

Enthalpy of vaporization

DeltavapH (kJ/mol) Temperature (K) Reference Comment
34.2322.Varughese and Sommerfeld, 1989Based on data from 308. - 336. K.; AC

Enthalpy of fusion

DeltafusH (kJ/mol) Temperature (K) Reference Comment
2.52272.1White and Perrott, 1988AC

Entropy of fusion

DeltafusS (J/mol*K) Temperature (K) Reference Comment
3.15158.5White and Perrott, 1988, 2CAL
26.15183.9
9.26272.1

Temperature of phase transition

Ttrs (K) Initial Phase Final Phase Reference Comment
274.15crystaline, IliquidKorkhov, D'yakova, et al., 1983Second order transitions observed at 62.5, 69.0, 110.8, 162.5, and 183.3 K.; DH

Enthalpy of phase transition

DeltaHtrs (kJ/mol) Temperature (K) Initial Phase Final Phase Reference Comment
0.499158.5crystaline, IIIcrystaline, IIWhite and Perrott, 1988DH
4.809183.9crystaline, IIcrystaline, IWhite and Perrott, 1988DH
2.520272.1crystaline, IliquidWhite and Perrott, 1988DH

Entropy of phase transition

DeltaStrs (J/mol*K) Temperature (K) Initial Phase Final Phase Reference Comment
3.34158.5crystaline, IIIcrystaline, IIWhite and Perrott, 1988DH
26.22183.9crystaline, IIcrystaline, IWhite and Perrott, 1988DH
9.3272.1crystaline, IliquidWhite and Perrott, 1988DH

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


Reaction thermochemistry data

Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Ion clustering 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:
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
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

Fluorine anion + Propanal, 2,2-dimethyl- = (Fluorine anion bullet Propanal, 2,2-dimethyl-)

By formula: F- + C5H10O = (F- bullet C5H10O)

Quantity Value Units Method Reference Comment
Deltar103. ± 8.4kJ/molIMRELarson and McMahon, 1983gas phase; B,M
Quantity Value Units Method Reference Comment
Deltar110.J/mol*KN/ALarson and McMahon, 1983gas phase; switching reaction(F-)H2O, Entropy change calculated or estimated; Arshadi, Yamdagni, et al., 1970; M
Quantity Value Units Method Reference Comment
Deltar70.3 ± 8.4kJ/molIMRELarson and McMahon, 1983gas phase; B,M

Chlorine anion + Propanal, 2,2-dimethyl- = (Chlorine anion bullet Propanal, 2,2-dimethyl-)

By formula: Cl- + C5H10O = (Cl- bullet C5H10O)

Quantity Value Units Method Reference Comment
Deltar62.8 ± 8.4kJ/molIMRELarson and McMahon, 1984gas phase; B,M
Quantity Value Units Method Reference Comment
Deltar91.6J/mol*KN/ALarson and McMahon, 1984gas phase; switching reaction(Cl-)CF3H, Entropy change calculated or estimated; Larson and McMahon, 1984, 2; M
Quantity Value Units Method Reference Comment
Deltar35. ± 8.4kJ/molIMRELarson and McMahon, 1984gas phase; B,M

C5H9O- + Hydrogen cation = Propanal, 2,2-dimethyl-

By formula: C5H9O- + H+ = C5H10O

Quantity Value Units Method Reference Comment
Deltar1621. ± 17.kJ/molG+TSNoest and Nibbering, 1980gas phase; B
Quantity Value Units Method Reference Comment
Deltar1594. ± 17.kJ/molIMRBNoest and Nibbering, 1980gas phase; B

(CAS Reg. No. 55091-58-2 bullet 4294967295Propanal, 2,2-dimethyl-) + Propanal, 2,2-dimethyl- = CAS Reg. No. 55091-58-2

By formula: (CAS Reg. No. 55091-58-2 bullet 4294967295C5H10O) + C5H10O = CAS Reg. No. 55091-58-2

Quantity Value Units Method Reference Comment
Deltar191. ± 11.kJ/molN/ABartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale; B

1,1-Dimethoxy-2,2-dimethylpropane + Water = Propanal, 2,2-dimethyl- + 2Methyl Alcohol

By formula: C7H16O2 + H2O = C5H10O + 2CH4O

Quantity Value Units Method Reference Comment
Deltar33.16 ± 0.079kJ/molEqkWiberg and Squires, 1981liquid phase; ALS

Gas phase ion energetics data

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Ion clustering 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 evaluated as indicated in comments:
L - Sharon G. Lias

Data compiled as indicated in comments:
B - John E. Bartmess
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

View reactions leading to C5H10O+ (ion structure unspecified)

Quantity Value Units Method Reference Comment
IE (evaluated)9.51 ± 0.01eVN/AN/AL

Electron affinity determinations

EA (eV) Method Reference Comment
0.000521EFDDesfrancois, Abdoul-Carime, et al., 1994EA: 0.5 meV. Dipole-bound state.; B

Ionization energy determinations

IE (eV) Method Reference Comment
9.51PITraeger, 1985LBLHLM
9.50 ± 0.01PEHernandez, Masclet, et al., 1977LLK
9.51 ± 0.01PECocksey, Eland, et al., 1971LLK

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C3H5O+9.64C2H5PITraeger, 1985LBLHLM

De-protonation reactions

C5H9O- + Hydrogen cation = Propanal, 2,2-dimethyl-

By formula: C5H9O- + H+ = C5H10O

Quantity Value Units Method Reference Comment
Deltar1621. ± 17.kJ/molG+TSNoest and Nibbering, 1980gas phase; B
Quantity Value Units Method Reference Comment
Deltar1594. ± 17.kJ/molIMRBNoest and Nibbering, 1980gas phase; B

Ion clustering data

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry 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:
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. Searches may be limited to ion clustering reactions. A general reaction search form is also available.

Clustering reactions

Chlorine anion + Propanal, 2,2-dimethyl- = (Chlorine anion bullet Propanal, 2,2-dimethyl-)

By formula: Cl- + C5H10O = (Cl- bullet C5H10O)

Quantity Value Units Method Reference Comment
Deltar62.8 ± 8.4kJ/molIMRELarson and McMahon, 1984gas phase; B,M
Quantity Value Units Method Reference Comment
Deltar91.6J/mol*KN/ALarson and McMahon, 1984gas phase; switching reaction(Cl-)CF3H, Entropy change calculated or estimated; Larson and McMahon, 1984, 2; M
Quantity Value Units Method Reference Comment
Deltar35. ± 8.4kJ/molIMRELarson and McMahon, 1984gas phase; B,M

Fluorine anion + Propanal, 2,2-dimethyl- = (Fluorine anion bullet Propanal, 2,2-dimethyl-)

By formula: F- + C5H10O = (F- bullet C5H10O)

Quantity Value Units Method Reference Comment
Deltar103. ± 8.4kJ/molIMRELarson and McMahon, 1983gas phase; B,M
Quantity Value Units Method Reference Comment
Deltar110.J/mol*KN/ALarson and McMahon, 1983gas phase; switching reaction(F-)H2O, Entropy change calculated or estimated; Arshadi, Yamdagni, et al., 1970; M
Quantity Value Units Method Reference Comment
Deltar70.3 ± 8.4kJ/molIMRELarson and McMahon, 1983gas phase; B,M

Mass spectrum (electron ionization)

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, 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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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-5375
NIST MS number 231221

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References

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

Korkhov, D'yakova, et al., 1983
Korkhov, A.D.; D'yakova, G.N.; Vasil'ev, I.A., Heat capacity of pivalaldehyde and valeraldehyde, Fiz.-khim. Aspekty Razrab. Neftekhim. Protsessov, 1983, M. [all data]

White and Perrott, 1988
White, M.A.; Perrott, A., The thermodynamics of orientational disorder in a molecular solid: (CH3)3CCHO, Can. J. Chem., 1988, 66, 729-733. [all data]

Anonymous, 1957
Anonymous, R., , Am. Pet. Inst. Res. Proj. 6, Carnegie-Mellon Univ., 1957. [all data]

Meunier, 1936
Meunier, V.C., , Ph.D. Thesis, Penn. State Univ., Univ. Park, 1936. [all data]

Pringsheim and Leibowitz, 1923
Pringsheim; Leibowitz, Chem. Ber., 1923, 56, 2034. [all data]

Richard, 1910
Richard, A., Ann. Chim. Phys., 1910, 21, 323. [all data]

Sommelet, 1893
Sommelet, M., Ann. Chim. Phys., 1893, 29, 321. [all data]

White and Perrott, 1988, 2
White, M.A.; Perrott, A., The thermodynamics of orientational disorder in a molecular solid: (CH, Can. J. Chem., 1988, 66, 4, 729, https://doi.org/10.1139/v88-127 . [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]

Varughese and Sommerfeld, 1989
Varughese, Babu; Sommerfeld, Jude T., Vapor pressure of pivalaldehyde, J. Chem. Eng. Data, 1989, 34, 1, 25-26, https://doi.org/10.1021/je00055a008 . [all data]

Larson and McMahon, 1983
Larson, J.W.; McMahon, T.B., Strong hydrogen bonding in gas-phase anions. An ion cyclotron resonance determination of fluoride binding energetics to bronsted acids from gas-phase fluoride exchange equilibria measurements, J. Am. Chem. Soc., 1983, 105, 2944. [all data]

Arshadi, Yamdagni, et al., 1970
Arshadi, M.; Yamdagni, R.; Kebarle, P., Hydration of Halide Negative Ions in the Gas Phase. II. Comparison of Hydration Energies for the Alkali Positive and Halide Negative Ions, J. Phys. Chem., 1970, 74, 7, 1475, https://doi.org/10.1021/j100702a014 . [all data]

Larson and McMahon, 1984
Larson, J.W.; McMahon, T.B., Hydrogen bonding in gas phase anions. An experimental investigation of the interaction between chloride ion and bronsted acids from ICR chloride exchange equilibria, J. Am. Chem. Soc., 1984, 106, 517. [all data]

Larson and McMahon, 1984, 2
Larson, J.W.; McMahon, T.B., Gas phase negative ion chemistry of alkylchloroformates, Can. J. Chem., 1984, 62, 675. [all data]

Noest and Nibbering, 1980
Noest, A.J.; Nibbering, N.M.M., Homoconjugation vs. charge dipole stabilization interaction effects in the stabilization of carbanions in the gas phase, J. Am. Chem. Soc., 1980, 102, 6427. [all data]

Bartmess, Scott, et al., 1979
Bartmess, J.E.; Scott, J.A.; McIver, R.T., Jr., The gas phase acidity scale from methanol to phenol, J. Am. Chem. Soc., 1979, 101, 6047. [all data]

Wiberg and Squires, 1981
Wiberg, K.B.; Squires, R.R., Thermochemical studies of carbonyl reactions. 2. Steric effects in acetal and ketal hydrolysis, J. Am. Chem. Soc., 1981, 103, 4473-4478. [all data]

Desfrancois, Abdoul-Carime, et al., 1994
Desfrancois, C.; Abdoul-Carime, H.; Khelifa, N.; Schermann, J.P., Fork 1/r to 1/r2 Potentials: Electron Exchange between Rydberg Atoms and Polar Molecules, Phys. Rev. Lett., 1994, 73, 18, 2436, https://doi.org/10.1103/PhysRevLett.73.2436 . [all data]

Traeger, 1985
Traeger, J.C., Heat of formation for the propanoyl cation by photoionization mass spectrometry, Org. Mass Spectrom., 1985, 20, 223. [all data]

Hernandez, Masclet, et al., 1977
Hernandez, R.; Masclet, P.; Mouvier, G., Spectroscopie de photoelectrons d'aldehydes et de cetones aliphatiques, J. Electron Spectrosc. Relat. Phenom., 1977, 10, 333. [all data]

Cocksey, Eland, et al., 1971
Cocksey, B.J.; Eland, J.H.D.; Danby, C.J., The effect of alkyl substitution on ionisation potential, J. Chem. Soc., 1971, (B), 790. [all data]


Notes

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