1-Octanol
- Formula: C8H18O
- Molecular weight: 130.2279
- IUPAC Standard InChI: InChI=1S/C8H18O/c1-2-3-4-5-6-7-8-9/h9H,2-8H2,1H3
- IUPAC Standard InChIKey: KBPLFHHGFOOTCA-UHFFFAOYSA-N
- CAS Registry Number: 111-87-5
- 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: Octyl alcohol; n-Octan-1-ol; n-Octanol; n-Octyl alcohol; Alfol 8; Caprylic alcohol; Heptyl carbinol; Octanol; Octilin; Sipol L8; Alcohol C-8; n-Heptyl carbinol; Octan-1-ol; Prim-n-octyl alcohol; Octanol-(1); Dytol M-83; Lorol 20; Octyl alcohol, normal-primary; Primary octyl alcohol; Epal 8; 1-Hydroxyoctane; Emery 3322; Emery 3324; Lorol C 8-98; 1-Octyl alcohol; NSC 9823
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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.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | -356. ± 5. | kJ/mol | AVG | N/A | Average of 6 values; Individual data points |
Condensed phase thermochemistry data
Go To: Top, Gas 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:
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 | -426.6 ± 0.6 | kJ/mol | Ccb | Mosselman and Dekker, 1975 | ALS |
| ΔfH°liquid | -428.0 ± 1.1 | kJ/mol | Ccb | Gundry, Harrop, et al., 1969 | Heat of formation derived by Cox and Pilcher, 1970; ALS |
| ΔfH°liquid | -425.2 ± 1.1 | kJ/mol | Ccb | Chao and Rossini, 1965 | see Rossini, 1934; ALS |
| ΔfH°liquid | -435.0 ± 2.7 | kJ/mol | Ccb | Green, 1960 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°liquid | -5294.0 ± 0.6 | kJ/mol | Ccb | Mosselman and Dekker, 1975 | Corresponding ΔfHºliquid = -426.6 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
| ΔcH°liquid | -5295.5 ± 1.0 | kJ/mol | Ccb | Chao and Rossini, 1965 | see Rossini, 1934; Corresponding ΔfHºliquid = -425.05 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
| ΔcH°liquid | -5285.7 ± 2.7 | kJ/mol | Ccb | Green, 1960 | Corresponding ΔfHºliquid = -434.84 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
| ΔcH°liquid | -5285.6 | kJ/mol | Ccb | Verkade and Coops, 1927 | Corrected for 298 and 1 atm.; Corresponding ΔfHºliquid = -434.7 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
Constant pressure heat capacity of liquid
| Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 304.0 | 298.15 | Vesely, Barcal, et al., 1989 | T = 298.15 to 318.15 K.; DH |
| 329.5 | 303.2 | Naziev, Bashirov, et al., 1986 | T = 303.2 to 448 K. p = 0.1 MPa. Unsmoothed experimental datum given as 2.53 kJ/kg*K.; DH |
| 305.55 | 298.15 | Zegers and Somsen, 1984 | DH |
| 318.3 | 310.67 | Griigo'ev, Yanin, et al., 1979 | T = 310 to 452 K. p = 0.98 bar.; DH |
| 312.1 | 298. | Hutchinson and Bailey, 1959 | DH |
| 284.5 | 286.0 | Cline and Andrews, 1931 | T = 102 to 286 K. Value is unsmoothed experimental datum.; DH |
| 324.3 | 298. | von Reis, 1881 | T = 291 to 470 K.; DH |
Reaction thermochemistry data
Go To: Top, Gas phase thermochemistry data, Condensed phase 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:
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
C8H17O- + =
By formula: C8H17O- + H+ = C8H18O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1566. ± 8.8 | kJ/mol | G+TS | Higgins and Bartmess, 1998 | gas phase; B |
| ΔrH° | 1563. ± 13. | kJ/mol | CIDC | Haas and Harrison, 1993 | gas phase; Kinetic method gives energy-dependent results.; B |
| ΔrH° | 1556. ± 12. | kJ/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° | 1538. ± 8.4 | kJ/mol | IMRE | Higgins and Bartmess, 1998 | gas phase; B |
| ΔrG° | 1535. ± 13. | kJ/mol | H-TS | Haas and Harrison, 1993 | gas phase; Kinetic method gives energy-dependent results.; B |
| ΔrG° | 1528. ± 11. | kJ/mol | CIDC | Boand, Houriet, et al., 1983 | gas phase; value altered from reference due to change in acidity scale; B |
+
= C8H18O4S +
By formula: C8H18O + ClHO3S = C8H18O4S + HCl
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 55. ± 1. | kJ/mol | Cm | Markitanova, Barsukov, et al., 1981 | liquid phase; solvent: Dichloromethane; Sulfation; ALS |
+
= C8H18O4S
By formula: C8H18O + O3S = C8H18O4S
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 93. ± 2. | kJ/mol | Cm | Markitanova, Barsukov, et al., 1981 | liquid phase; solvent: Dichloromethane; 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.
Mosselman and Dekker, 1975
Mosselman, C.; Dekker, H.,
Enthalpies of formation of n-alkan-1-ols,
J. Chem. Soc. Faraday Trans. 1, 1975, 417-424. [all data]
Gundry, Harrop, et al., 1969
Gundry, H.A.; Harrop, D.; Head, A.J.; Lewis, G.B.,
Thermodynamic properties of organic oxygen compounds. 21. Enthalpies of combustion of benzoic acid, pentan-1-ol, octan-1-ol, and hexadecan-1-ol,
J. Chem. Thermodyn., 1969, 1, 321-332. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
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]
Rossini, 1934
Rossini, F.D.,
Heats of combustion and of formation of the normal aliphatic alcohols in the gaseous and liquid states, and the energies of their atomic linkages,
J. Res. NBS, 1934, 13, 189-197. [all data]
Green, 1960
Green, J.H.S.,
Revision of the values of the heats of formation of normal alcohols,
Chem. Ind. (London), 1960, 1215-1216. [all data]
Verkade and Coops, 1927
Verkade, P.E.; Coops, J., Jr.,
Calorimetric researches XIV. Heats of combustion of successive members of homologous series: the normal primary aliphatic alcohols,
Recl. Trav. Chim. Pays-Bas, 1927, 46, 903-917. [all data]
Vesely, Barcal, et al., 1989
Vesely, F.; Barcal, P.; Zabransky, M.; Svoboda, V.,
Heat capacities of 4-methyl-2-pentanone, 2,6-dimethyl-4-heptanone, 1-hexanol, 1-heptanol, and 1-octanol in the temperature range 298-318 K,
Collect. Czech. Chem. Commun., 1989, 54, 602-607. [all data]
Naziev, Bashirov, et al., 1986
Naziev, Ya.M.; Bashirov, M.M.; Badalov, Yu.A.,
Experimental study of isobaric specific heat of higher alcohols at high pressures,
Inzh.-Fiz. Zhur., 1986, 51, 998-1004. [all data]
Zegers and Somsen, 1984
Zegers, H.C.; Somsen, G.,
Partial molar volumes and heat capacities in (dimethylformamide + an n-alkanol),
J. Chem. Thermodynam., 1984, 16, 225-235. [all data]
Griigo'ev, Yanin, et al., 1979
Griigo'ev, B.A.; Yanin, G.S.; Rastorguev, Yu.L.; Thermophysical parameters of alcohols, Tr. GIAP,
54, 1979, 57-64. [all data]
Hutchinson and Bailey, 1959
Hutchinson, E.; Bailey, L.G.,
A thermodynamic study of colloidal electrolyte solutions. II. Heat capacities of solubilized systems, experimental,
Z. Physik. Chem. [N.G.], 1959, 21, 30-37. [all data]
Cline and Andrews, 1931
Cline, J.K.; Andrews, D.H.,
Thermal energy studies. III. The octanols,
J. Am. Chem. Soc., 1931, 53, 3668-3673. [all data]
von Reis, 1881
von Reis, M.A.,
Die specifische Wärme flüssiger organischer Verbindungen und ihre Beziehung zu deren Moleculargewicht,
Ann. Physik [3], 1881, 13, 447-464. [all data]
Higgins and Bartmess, 1998
Higgins, P.R.; Bartmess, J.E.,
The Gas Phase Acidities of Long Chain Alcohols.,
Int. J. Mass Spectrom., 1998, 175, 1-2, 71-79, https://doi.org/10.1016/S0168-1176(98)00125-6
. [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]
Markitanova, Barsukov, et al., 1981
Markitanova, L.I.; Barsukov, I.I.; Passet, B.V.,
Determination of heat of sulfation by calorimetric titration,
J. Gen. Chem. USSR, 1981, 51, 1286-1289. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid 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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