Propanoic acid, 2,2-dimethyl-
- Formula: C5H10O2
- Molecular weight: 102.1317
- IUPAC Standard InChI:
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- IUPAC Standard InChIKey: IUGYQRQAERSCNH-UHFFFAOYSA-N
- CAS Registry Number: 75-98-9
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
- Other names: Pivalic acid; «alpha»,«alpha»-Dimethylpropionic acid; tert-Pentanoic acid; Neopentanoic acid; Trimethylacetic acid; 2,2-Dimethylpropanoic acid; 2,2-Dimethylpropionic acid; tert-C4H9COOH; Acetic acid, trimethyl-; Propionic acid, 2,2-dimethyl-; Kyselina 2,2-dimethylpropionova; Kyselina pivalova; NSC 65449; Neovaleric acid; Versatic 5
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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
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
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C5H9O2- + =
By formula: C5H9O2- + H+ = C5H10O2
|rH°||1442. ± 8.8||kJ/mol||G+TS||Caldwell, Renneboog, et al., 1989||gas phase; B|
|rH°||1443. ± 8.8||kJ/mol||G+TS||Jinfeng, Topsom, et al., 1988||gas phase; value altered from reference due to change in acidity scale; B|
|rG°||1413. ± 8.4||kJ/mol||IMRE||Caldwell, Renneboog, et al., 1989||gas phase; B|
|rG°||1414. ± 8.4||kJ/mol||IMRE||Jinfeng, Topsom, et al., 1988||gas phase; value altered from reference due to change in acidity scale; B|
+ = ( )
By formula: I- + C5H10O2 = (I- C5H10O2)
|rH°||64.4 ± 4.2||kJ/mol||TDAs||Caldwell and Kebarle, 1984||gas phase; B,M|
|rS°||90.8||J/mol*K||PHPMS||Caldwell and Kebarle, 1984||gas phase; M|
|rG°||37. ± 4.2||kJ/mol||TDAs||Caldwell and Kebarle, 1984||gas phase; B|
+ = 2
By formula: C10H18O3 + H2O = 2C5H10O2
|rH°||-63.26||kJ/mol||Cm||Conn, Kistiakowsky, et al., 1942||liquid phase; Heat of hydrolysis at 303 K; ALS|
Go To: Top, Reaction thermochemistry data, Notes
Caldwell, Renneboog, et al., 1989
Caldwell, G.; Renneboog, R.; Kebarle, P., Gas Phase Acidities of Aliphatic Carboxylic Acids, Based on Measurements of Proton Transfer Equilibria, Can. J. Chem., 1989, 67, 4, 661, https://doi.org/10.1139/v89-092 . [all data]
Jinfeng, Topsom, et al., 1988
Jinfeng, C.; Topsom, R.D.; Headley, A.D.; Koppel, I.; Mishima, M.; Taft, R.W.; Veji, S., Acidities of Substituted Acetic Acids, J. Mol. Struct., 1988, 168, 141, https://doi.org/10.1016/0166-1280(88)80349-X . [all data]
Caldwell and Kebarle, 1984
Caldwell, G.; Kebarle, P., Binding energies and structural effects in halide anion-ROH and -RCOOH complexes from gas phase equilibria measurements, J. Am. Chem. Soc., 1984, 106, 967. [all data]
Conn, Kistiakowsky, et al., 1942
Conn, J.B.; Kistiakowsky, G.B.; Roberts, R.M.; Smith, E.A., Heats of organic reactions. XIII. Heats of hydrolysis of some acid anhydrides, J. Am. Chem. Soc., 1942, 64, 1747-17. [all data]
Go To: Top, Reaction thermochemistry data, References
- Symbols used in this document:
rG° Free energy of reaction at standard conditions rH° Enthalpy of reaction at standard conditions rS° Entropy of reaction at standard conditions
- Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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