1-Nonanol
- Formula: C9H20O
- Molecular weight: 144.2545
- IUPAC Standard InChIKey: ZWRUINPWMLAQRD-UHFFFAOYSA-N
- CAS Registry Number: 143-08-8
- 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. - Species with the same structure:
- Other names: Nonyl alcohol; n-Nonyl alcohol; Octyl carbinol; Pelargonic alcohol; Alcohol C-9; Nonan-1-ol; Nonanol-(1); n-Nonan-1-ol; n-Nonanol; 1-Hydroxynonane; Nonanol; NSC 5521
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Condensed phase thermochemistry data
Go To: Top, Phase change 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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°liquid | -453.6 ± 0.6 | kJ/mol | Ccb | Mosselman and Dekker, 1975 | ALS |
ΔfH°liquid | -459.2 ± 1.2 | kJ/mol | Ccb | Chao and Rossini, 1965 | see Rossini, 1934; ALS |
ΔfH°liquid | -460.5 ± 3.0 | kJ/mol | Ccb | Green, 1960 | ALS |
ΔfH°liquid | -460.4 ± 3.0 | kJ/mol | Ccb | Verkade and Coops, 1927 | estimated uncertainty; DRB |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -5946.3 ± 0.6 | kJ/mol | Ccb | Mosselman and Dekker, 1975 | Corresponding ΔfHºliquid = -453.6 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°liquid | -5947.0 ± 1.0 | kJ/mol | Ccb | Hayes, 1971 | Corresponding ΔfHºliquid = -452.92 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°liquid | -5940.8 ± 1.0 | kJ/mol | Ccb | Chao and Rossini, 1965 | see Rossini, 1934; Corresponding ΔfHºliquid = -459.07 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°liquid | -5939.5 ± 3.0 | kJ/mol | Ccb | Green, 1960 | Corresponding ΔfHºliquid = -460.41 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°liquid | -5939.48 | kJ/mol | Ccb | Verkade and Coops, 1927 | Corrected for 298 and 1 atm.; Corresponding ΔfHºliquid = -460.41 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 |
---|---|---|---|
356.3 | 303.1 | Naziev, Bashirov, et al., 1986 | T = 303 to 474 K. p = 0.1 MPa. Unsmoothed experimental datum given as 2.470 kJ/kg*K.; DH |
342.9 | 304.17 | Griigo'ev, Yanin, et al., 1979 | T = 304 to 464 K. p = 0.98 bar.; DH |
Phase change data
Go To: Top, Condensed phase 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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 485. ± 9. | K | AVG | N/A | Average of 10 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 672. ± 8. | K | AVG | N/A | Average of 7 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 25.3 ± 0.5 | bar | N/A | Gude and Teja, 1995 | |
Pc | 25.10 | bar | N/A | Quadri, Khilar, et al., 1991 | Uncertainty assigned by TRC = 0.60 bar; TRC |
Pc | 25.46 | bar | N/A | Rosenthal and Teja, 1990 | Uncertainty assigned by TRC = 0.20 bar; TRC |
Pc | 25.46 | bar | N/A | Rosenthal and Teja, 1989 | Uncertainty assigned by TRC = 0.20 bar; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Vc | 0.572 | l/mol | N/A | Gude and Teja, 1995 | |
Quantity | Value | Units | Method | Reference | Comment |
ρc | 1.75 ± 0.05 | mol/l | N/A | Gude and Teja, 1995 | |
ρc | 1.83 | mol/l | N/A | Teja, Lee, et al., 1989 | TRC |
ρc | 1.75 | mol/l | N/A | Anselme and Teja, 1988 | Uncertainty assigned by TRC = 0.04 mol/l; TRC |
ρc | 1.84 | mol/l | N/A | Efremov, 1966 | Uncertainty assigned by TRC = 0.02 mol/l; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 77. ± 6. | kJ/mol | AVG | N/A | Average of 9 values; Individual data points |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
65.0 | 383. | A | Stephenson and Malanowski, 1987 | Based on data from 368. to 500. K.; AC |
62.9 | 396. | A | Stephenson and Malanowski, 1987 | Based on data from 381. to 495. K.; AC |
59.7 | 440. | EB | Hon, Singh, et al., 1976 | Based on data from 425. to 494. K.; AC |
64.5 | 383. | N/A | Wilhoit and Zwolinski, 1973 | Based on data from 368. to 487. K.; AC |
65.5 | 380. | DTA | Kemme and Kreps, 1969 | Based on data from 365. to 487. K.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
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Temperature (K) | A | B | C | Reference |
---|---|---|---|---|
364.8 to 486.8 | 3.96157 | 1373.417 | -139.182 | Kemme and Kreps, 1969 |
Gas phase ion energetics 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: John E. Bartmess
De-protonation reactions
C9H19O- + =
By formula: C9H19O- + H+ = C9H20O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1567. ± 8.8 | kJ/mol | G+TS | Higgins and Bartmess, 1998 | gas phase |
ΔrH° | 1561. ± 13. | kJ/mol | CIDC | Haas and Harrison, 1993 | gas phase; Kinetic method gives energy-dependent results. |
ΔrH° | 1553. ± 12. | kJ/mol | G+TS | Boand, Houriet, et al., 1983 | gas phase; value altered from reference due to change in acidity scale |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1540. ± 8.4 | kJ/mol | IMRE | Higgins and Bartmess, 1998 | gas phase |
ΔrG° | 1534. ± 13. | kJ/mol | H-TS | Haas and Harrison, 1993 | gas phase; Kinetic method gives energy-dependent results. |
ΔrG° | 1525. ± 11. | kJ/mol | CIDC | Boand, Houriet, et al., 1983 | gas phase; value altered from reference due to change in acidity scale |
Mass spectrum (electron ionization)
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics 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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Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
Due to licensing restrictions, this spectrum cannot be downloaded.
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-3672 |
NIST MS number | 229864 |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics 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.
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]
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]
Hayes, 1971
Hayes, C.W.,
Bomb calorimetric studies on normal alkan-1-ols, steroregular polymethylmethacrylates, α-olefinic polymers, trioxane and oxygenated polymers,
Diss. Abs., 1971, 31, 5903-5904. [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]
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]
Gude and Teja, 1995
Gude, M.; Teja, A.S.,
Vapor-Liquid Critical Properties of Elements and Compounds. 4. Aliphatic Alkanols,
J. Chem. Eng. Data, 1995, 40, 1025-1036. [all data]
Quadri, Khilar, et al., 1991
Quadri, S.K.; Khilar, K.C.; Kudchadker, A.P.; Patni, M.J.,
Measurement of the critical temperatures and critical pressures of some thermally stable or mildly unstable alkanols,
J. Chem. Thermodyn., 1991, 23, 67-76. [all data]
Rosenthal and Teja, 1990
Rosenthal, D.J.; Teja, A.S.,
The Critical Pressures and temperatures of Isomeric Alkanols,
Ind. Eng. Chem. to be published 1990 1990, 1990. [all data]
Rosenthal and Teja, 1989
Rosenthal, D.J.; Teja, A.S.,
Critical pressures and temperatures of isomeric alkanols,
Ind. Eng. Chem. Res., 1989, 28, 1693. [all data]
Teja, Lee, et al., 1989
Teja, A.S.; Lee, R.J.; Rosenthal, D.J.; Anselme, M.J.,
Correlation of the Critical Properties of Alkanes and Alkanols
in 5th IUPAC Conference on Alkanes and AlkanolsGradisca, 1989. [all data]
Anselme and Teja, 1988
Anselme, M.J.; Teja, A.S.,
Critical Temperatures and Densities of Isomeric Alkanols with Six to Ten Carbon Atoms,
Fluid Phase Equilib., 1988, 40, 127-34. [all data]
Efremov, 1966
Efremov, Yu.V.,
Density, Surface Tension, Saturated Vapor Pressurs and Critical Parameters of Alcohols,
Zh. Fiz. Khim., 1966, 40, 1240. [all data]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Hon, Singh, et al., 1976
Hon, Huynh C.; Singh, Rakesh P.; Kudchadker, Arvind P.,
Vapor pressure-boiling point measurements of five organic substances by twin ebulliometry,
J. Chem. Eng. Data, 1976, 21, 4, 430-431, https://doi.org/10.1021/je60071a011
. [all data]
Wilhoit and Zwolinski, 1973
Wilhoit, R.C.; Zwolinski, B.J.,
Physical and thermodynamic properties of aliphatic alcohols,
J. Phys. Chem. Ref. Data Suppl., 1973, 1, 2, 1. [all data]
Kemme and Kreps, 1969
Kemme, Herbert R.; Kreps, Saul I.,
Vapor pressure of primary n-alkyl chlorides and alcohols,
J. Chem. Eng. Data, 1969, 14, 1, 98-102, https://doi.org/10.1021/je60040a011
. [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]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid Pc Critical pressure Tboil Boiling point Tc Critical temperature Vc Critical volume ΔcH°liquid Enthalpy of combustion of liquid 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 ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions ρc Critical density - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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