Amylene hydrate
- Formula: C5H12O
- Molecular weight: 88.1482
- IUPAC Standard InChI: InChI=1S/C5H12O/c1-4-5(2,3)6/h6H,4H2,1-3H3
- IUPAC Standard InChIKey: MSXVEPNJUHWQHW-UHFFFAOYSA-N
- CAS Registry Number: 75-85-4
- 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: 2-Butanol, 2-methyl-; tert-Pentyl alcohol; tert-Amyl alcohol; tert-Pentanol; Dimethyl ethyl carbinol; Ethyl dimethyl carbinol; 1,1-Dimethyl-1-propanol; 2-Methyl-2-butanol; C2H5C(CH3)2OH; 2-Methyl butanol-2; 3-Methylbutan-3-ol; t-Amyl alcohol; 2-Methylbutan-2-ol; tert-Isoamyl alcohol; 3-Methyl-butanol-(3); Methyl-2 butanol-2; Methyl-3 butanol-3; NSC 25498; 2-methyl-2-butanol (tert-amyl alcohol)
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry 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 as indicated in comments:
DRB - Donald R. Burgess, Jr.
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | -78.70 | kcal/mol | N/A | Chao and Rossini, 1965 | Value computed using ΔfHliquid° value of -379.5±0.54 kj/mol from Chao and Rossini, 1965 and ΔvapH° value of 50.17 kj/mol from missing citation.; DRB |
| Quantity | Value | Units | Method | Reference | Comment |
| S°gas | 86.7 ± 1.6 | cal/mol*K | N/A | Wilhoit R.C., 1973 | Other third-law value of entropy at 298.15 K is 366.85 J/mol*K [ Stull D.R., 1969].; GT |
Constant pressure heat capacity of gas
| Cp,gas (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 40.08 ± 0.99 | 381.35 | Stromsoe E., 1970 | Ideal gas heat capacities are given by [ Stromsoe E., 1970] as a linear function Cp=f1*(a+bT). This expression approximates the experimental values with the average deviation of 4.14 J/mol*K. The accuracy of the experimental heat capacities [ Stromsoe E., 1970] is estimated as less than 0.3%.; GT |
| 40.30 ± 0.99 | 384.65 | ||
| 40.49 ± 0.99 | 387.45 | ||
| 41.07 ± 0.99 | 396.05 | ||
| 41.21 ± 0.99 | 398.05 | ||
| 43.10 ± 0.99 | 425.95 | ||
| 46.43 ± 0.99 | 475.25 | ||
| 49.52 ± 0.99 | 520.85 | ||
| 53.25 ± 0.99 | 576.05 |
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:
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 |
|---|---|---|---|---|---|
| ΔfH°liquid | -90.71 ± 0.13 | kcal/mol | Ccb | Chao and Rossini, 1965 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°liquid | -789.45 ± 0.11 | kcal/mol | Ccb | Chao and Rossini, 1965 | Corresponding ΔfHºliquid = -90.70 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| S°liquid | 54.80 | cal/mol*K | N/A | Parks, Huffman, et al., 1933 | Extrapolation below 90 K, 46.78 J/mol*K.; DH |
Constant pressure heat capacity of liquid
| Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 59.070 | 298.15 | Piekarski and Somsen, 1988 | DH |
| 59.479 | 298.15 | Benson and D'Arcy, 1986 | DH |
| 59.479 | 298.15 | Benson and D'Arcy, 1986, 2 | DH |
| 59.11 | 298.15 | D'Aprano, DeLisi, et al., 1983 | Data given at 288 and 298 K.; DH |
| 58.351 | 294.4 | Parks, Huffman, et al., 1933 | T = 92 to 294 K. Value is unsmoothed experimental datum.; DH |
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
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
C5H11O- + =
By formula: C5H11O- + H+ = C5H12O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 373.1 ± 2.0 | kcal/mol | CIDC | Haas and Harrison, 1993 | gas phase; Both metastable and 50 eV collision energy.; B |
| ΔrH° | 373.0 ± 2.8 | kcal/mol | G+TS | Boand, Houriet, et al., 1983 | gas phase; value altered from reference due to change in acidity scale; B |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 366.5 ± 2.1 | kcal/mol | H-TS | Haas and Harrison, 1993 | gas phase; Both metastable and 50 eV collision energy.; B |
| ΔrG° | 366.4 ± 2.7 | kcal/mol | CIDC | Boand, Houriet, et al., 1983 | gas phase; value altered from reference due to change in acidity scale; B |
+
=
+
By formula: C4F6O3 + C5H12O = C7H11F3O2 + C2HF3O2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -21.16 ± 0.02 | kcal/mol | Cm | Wiberg and Hao, 1991 | liquid phase; Trifuoroacetolysis; ALS |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Chao and Rossini, 1965
Chao, J.; Rossini, F.D.,
Heats of combustion, formation, and isomerization of nineteen alkanols,
J. Chem. Eng. Data, 1965, 10, 374-379. [all data]
Wilhoit R.C., 1973
Wilhoit R.C.,
Physical and thermodynamic properties of aliphatic alcohols,
J. Phys. Chem. Ref. Data, 1973, 2, Suppl. 1, 1-420. [all data]
Stull D.R., 1969
Stull D.R., Jr.,
The Chemical Thermodynamics of Organic Compounds. Wiley, New York, 1969. [all data]
Stromsoe E., 1970
Stromsoe E.,
Heat capacity of alcohol vapors at atmospheric pressure,
J. Chem. Eng. Data, 1970, 15, 286-290. [all data]
Parks, Huffman, et al., 1933
Parks, G.S.; Huffman, H.M.; Barmore, M.,
Thermal data on organic compounds. XI. The heat capacities,
entropies and free energies of ten compounds containing oxygen or nitrogen. J. Am. Chem. Soc., 1933, 55, 2733-2740. [all data]
Piekarski and Somsen, 1988
Piekarski, H.; Somsen, G.,
Heat capacities and volumes of mixtures of N,N-dimethylformamide with isobutanol, sec-butanol and t-pentanol, J. Chem. Soc.,
Faraday Trans. 1, 1988, 84(2), 529-537. [all data]
Benson and D'Arcy, 1986
Benson, G.C.; D'Arcy, P.J.,
Excess isobaric heat capacities of some binary mixtures: (a C5-alkanol + n-heptane) at 298.15 K,
J. Chem. Thermodynam., 1986, 18, 493-498. [all data]
Benson and D'Arcy, 1986, 2
Benson, G.C.; D'Arcy, P.J.,
Heat capacities of binary mixtures of n-dodecane with hexane isomers,
Thermochim. Acta, 1986, 102, 75-81. [all data]
D'Aprano, DeLisi, et al., 1983
D'Aprano, A.; DeLisi, R.; Donato, D.I.,
Thermodynamics of binary mixtures: volumes, heat capacities, and dilution enthalpies for the n-pentanol + 2-methyl-2-butanol system,
J. Solution Chem., 1983, 12, 383-400. [all data]
Haas and Harrison, 1993
Haas, M.J.; Harrison, A.G.,
The Fragmentation of Proton-Bound Cluster Ions and the Gas-Phase Acidities of Alcohols,
Int. J. Mass Spectrom. Ion Proc., 1993, 124, 2, 115, https://doi.org/10.1016/0168-1176(93)80003-W
. [all data]
Boand, Houriet, et al., 1983
Boand, G.; Houriet, R.; Baumann, T.,
The gas phase acidity of aliphatic alcohols,
J. Am. Chem. Soc., 1983, 105, 2203. [all data]
Wiberg and Hao, 1991
Wiberg, K.B.; Hao, S.,
Enthalpies of hydration of alkenes. 4. Formation of acyclic tert-alcohols,
J. Org. Chem., 1991, 56, 5108-5110. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, References
- Symbols used in this document:
Cp,gas Constant pressure heat capacity of gas Cp,liquid Constant pressure heat capacity of liquid S°gas Entropy of gas at standard conditions S°liquid Entropy of liquid at standard conditions ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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