Propanoic acid, 2,2-dimethyl-, ethyl ester
- Formula: C7H14O2
- Molecular weight: 130.1849
- IUPAC Standard InChI: InChI=1S/C7H14O2/c1-5-9-6(8)7(2,3)4/h5H2,1-4H3
- IUPAC Standard InChIKey: HHEIMYAXCOIQCJ-UHFFFAOYSA-N
- CAS Registry Number: 3938-95-2
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Other names: Pivalic acid, ethyl ester; Ethyl pivalate; Ethyl 2,2-dimethylpropionate; Trimethylacetic acid, ethyl ester; 2,2-Dimethylpropanoic acid ethyl ester; Ethyl trimethylacetate; 2,2-Dimethylpropionic acid, ethyl ester; Ethyl 2,2-dimethylpropanoate; NSC 17494
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Phase change data
Go To: Top, Gas Chromatography, 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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 391.2 | K | N/A | Weast and Grasselli, 1989 | BS |
| Tboil | 391.55 | K | N/A | Hancock, Watson, et al., 1954 | Uncertainty assigned by TRC = 0.4 K; TRC |
| Tboil | 391.5 | K | N/A | Howard, Mears, et al., 1947 | Uncertainty assigned by TRC = 0.1 K; TRC |
| Tboil | 389.65 | K | N/A | Whitmore, 1938 | Uncertainty assigned by TRC = 2. K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| Tfus | 183.6 | K | N/A | Howard, Mears, et al., 1947 | Uncertainty assigned by TRC = 0.1 K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔvapH° | 9.85 | kcal/mol | N/A | Verevkin, Beckhaus, et al., 1992 | DRB |
| ΔvapH° | 9.86 ± 0.03 | kcal/mol | C | Wadso, 1966 | ALS |
| ΔvapH° | 992. | kcal/mol | C | Pawlenko, 1963 | ALS |
Enthalpy of vaporization
| ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 9.51 ± 0.02 | 320. | EB | Steele, Chirico, et al., 2002 | Based on data from 308. to 429. K.; AC |
| 8.82 ± 0.05 | 360. | EB | Steele, Chirico, et al., 2002 | Based on data from 308. to 429. K.; AC |
| 8.1 ± 0.1 | 400. | EB | Steele, Chirico, et al., 2002 | Based on data from 308. to 429. K.; AC |
Gas Chromatography
Go To: Top, Phase change 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
Kovats' RI, non-polar column, isothermal
| Column type | Active phase | Temperature (C) | I | Reference | Comment |
|---|---|---|---|---|---|
| Packed | SE-30 | 180. | 772. | Oszczapowicz, Ciszkowski, et al., 1986 | N2, Chromosorb W AW; Column length: 3. m |
| Packed | SE-30 | 120. | 771. | Haken, Chretien, et al., 1981 | Chromosorb W AW DMCS; Column length: 3.7 m |
| Packed | SE-30 | 100. | 777. | Chastrette, Heintz, et al., 1974 | N2, Chromosorb W AW (60-80 mesh); Column length: 3. m |
Kovats' RI, polar column, isothermal
| Column type | Active phase | Temperature (C) | I | Reference | Comment |
|---|---|---|---|---|---|
| Packed | Carbowax 20M | 100. | 950. | Chastrette, Heintz, et al., 1974 | Chromosorb WAW (60-80 mesh); Column length: 3. m |
Normal alkane RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | SE-30 | 776. | Vinogradov, 2004 | Program: not specified |
Normal alkane RI, polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | Carbowax 20M | 947. | Vinogradov, 2004 | Program: not specified |
References
Go To: Top, Phase change data, Gas Chromatography, 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]
Hancock, Watson, et al., 1954
Hancock, C.K.; Watson, G.M.; Gilby, R.F.,
Heats of Combustion of Five-Carbon Fatty Acids and Their Methyl and Ethyl Esters,
J. Phys. Chem., 1954, 58, 127. [all data]
Howard, Mears, et al., 1947
Howard, F.L.; Mears, T.W.; Fookson, A.; Pomerantz, P.; Brooks, D.B.,
Preparation and physical properties of several aliphatic hydrocarbons and intermediates,
J. Res. Natl. Bur. Stand. (U. S.), 1947, 38, 365. [all data]
Whitmore, 1938
Whitmore, F.C.,
The Reducing Action of Grignard Reagents on Acyl Chlorides,
Recl. Trav. Chim. Pays-Bas, 1938, 57, 562. [all data]
Verevkin, Beckhaus, et al., 1992
Verevkin, S.P.; Beckhaus, H.-D.; Ruchardt, C.,
Geminale substituenteneffekte Teil 5α. Standardbildungsenthalpien von alkylsubstituierten Malonsaure- und α-aminocarbonsaureestern,
Thermochim. Acta, 1992, 197, 27-39. [all data]
Wadso, 1966
Wadso, I.,
Acta Chem. Scand., 1966, 20, 544. [all data]
Pawlenko, 1963
Pawlenko, S.,
Kennzahlen und IR-Spektren Einiger Pivalinsaureester,
Liebigs Ann. Chem., 1963, 663, 8-11. [all data]
Steele, Chirico, et al., 2002
Steele, W.V.; Chirico, R.D.; Cowell, A.B.; Knipmeyer, S.E.; Nguyen, A.,
Thermodynamic Properties and Ideal-Gas Enthalpies of Formation for trans -Methyl Cinnamate, α-Methyl Cinnamaldehyde, Methyl Methacrylate, 1-Nonyne, Trimethylacetic Acid, Trimethylacetic Anhydride, and Ethyl Trimethyl Acetate,
J. Chem. Eng. Data, 2002, 47, 4, 700-714, https://doi.org/10.1021/je010086r
. [all data]
Oszczapowicz, Ciszkowski, et al., 1986
Oszczapowicz, J.; Ciszkowski, K.; Osek, J.,
Amidines. XXVI. Retention indices of N1,N1-dimethylpropionamidines, isobutyramidines, pivalamidines and phenylacetamidines on a non-polar column,
J. Chromatogr., 1986, 362, 383-389, https://doi.org/10.1016/S0021-9673(01)86990-9
. [all data]
Haken, Chretien, et al., 1981
Haken, J.K.; Chretien, J.R.; Lion, C.,
Gas-liquid chromatographic retention behaviour of hindered aliphatic esters,
J. Chromatogr., 1981, 217, 125-137, https://doi.org/10.1016/S0021-9673(00)88067-X
. [all data]
Chastrette, Heintz, et al., 1974
Chastrette, M.; Heintz, M.; Druilhe, A.; Lefort, D.,
Analyse chromatographique d'esters aliphatiques saturés. Relations rétention-structure et prévision de la rétention,
Bull. Soc. Chim. Fr., 1974, 9/10,Pt.1, 1852-1856. [all data]
Vinogradov, 2004
Vinogradov, B.A.,
Production, composition, properties and application of essential oils, 2004, retrieved from http://viness.narod.ru. [all data]
Notes
Go To: Top, Phase change data, Gas Chromatography, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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