Dodecanenitrile
- Formula: C12H23N
- Molecular weight: 181.3177
- IUPAC Standard InChIKey: VXCUURYYWGCLIH-UHFFFAOYSA-N
- CAS Registry Number: 2437-25-4
- 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: Lauronitrile; Decylacetonitrile; Dodecanonitrile; Lauric nitrile; Undecyl cyanide; Lauric acid nitrile; 1-Cyanoundecane; n-Undecyl cyanide; Nitrile 12; NSC 1804
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Phase change data
Go To: Top, Mass spectrum (electron ionization), 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
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 550.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 276.65 | K | N/A | Knight and Zook, 1952 | Uncertainty assigned by TRC = 2. K; TRC |
Tfus | 277.05 | K | N/A | Whitmore, Schiessler, et al., 1946 | Uncertainty assigned by TRC = 0.3 K; TRC |
Tfus | 277.17 | K | N/A | Dorinson and Ralston, 1944 | Uncertainty assigned by TRC = 0.3 K; TRC |
Tfus | 277.17 | K | N/A | Hoerr, Binkerd, et al., 1944 | Uncertainty assigned by TRC = 0.3 K; TRC |
Tfus | 277.15 | K | N/A | Whitmore, Sutherland, et al., 1942 | Uncertainty assigned by TRC = 1. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 18.19 | kcal/mol | N/A | Majer and Svoboda, 1985 | |
ΔvapH° | 17.9 ± 0.05 | kcal/mol | GS | Emel'yanenko, Verevkin, et al., 2005 | Based on data from 298. to 367. K.; AC |
ΔvapH° | 18.2 ± 0.02 | kcal/mol | C | Stridh, Sunner, et al., 1977 | AC |
Reduced pressure boiling point
Tboil (K) | Pressure (atm) | Reference | Comment |
---|---|---|---|
471.2 | 0.132 | Aldrich Chemical Company Inc., 1990 | BS |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
14.5 | 455. | A,EB | Stephenson and Malanowski, 1987 | Based on data from 440. to 556. K. See also Meyer, Renner, et al., 1971 and Meyer and Hotz, 1973.; AC |
15.6 | 408. | EB | Meyer, Renner, et al., 1971 | Based on data from 393. to 462. K.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
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Temperature (K) | A | B | C | Reference |
---|---|---|---|---|
440.90 to 555.30 | 4.20048 ± 0.00059 | 1859.98 ± 0.46 | -106.456 ± 0.049 | Meyer and Hotz, 1973 |
Mass spectrum (electron ionization)
Go To: Top, Phase change data, 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 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-3162 |
NIST MS number | 232039 |
Gas Chromatography
Go To: Top, Phase change 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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Van Den Dool and Kratz RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | DB-5 | 1490. | Rostad and Pereira, 1986 | 30. m/0.26 mm/0.25 μm, He, 50. C @ 4. min, 6. K/min, 300. C @ 20. min |
Lee's RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | DB-5 | 254.48 | Rostad and Pereira, 1986 | 30. m/0.26 mm/0.25 μm, He, 50. C @ 4. min, 6. K/min, 300. C @ 20. min |
References
Go To: Top, Phase change data, Mass spectrum (electron ionization), 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]
Knight and Zook, 1952
Knight, J.A.; Zook, H.D.,
Reduction of Aliphatic Nitriles by the Stephen Reaction.,
J. Am. Chem. Soc., 1952, 74, 4560. [all data]
Whitmore, Schiessler, et al., 1946
Whitmore, F.C.; Schiessler, R.W.; Rowland, C.S.; Cosby, J.N.,
Higher hydrocarbons. IV. Six Phenyleicosanes and six cyclohexyleicosanes. Cyclohexyleicosanes.,
J. Am. Chem. Soc., 1946, 69, 235. [all data]
Dorinson and Ralston, 1944
Dorinson, A.; Ralston, A.W.,
Refractive Indices of the Normal Saturated Aliphatic Nitriles. ammonia,
J. Am. Chem. Soc., 1944, 66, 361. [all data]
Hoerr, Binkerd, et al., 1944
Hoerr, C.W.; Binkerd, E.F.; Pool, W.O.; Ralston, A.W.,
Solubilities of High-Molecular-Weight Normal Aliphatic Nitriles.,
J. Org. Chem., 1944, 9, 68-80. [all data]
Whitmore, Sutherland, et al., 1942
Whitmore, F.C.; Sutherland, L.H.; Cosby, J.N.,
Higher Hydrocarbons. I. Seven Alkyl Substituted Docosanes.,
J. Am. Chem. Soc., 1942, 64, 1360. [all data]
Majer and Svoboda, 1985
Majer, V.; Svoboda, V.,
Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [all data]
Emel'yanenko, Verevkin, et al., 2005
Emel'yanenko, Vladimir N.; Verevkin, Sergey P.; Koutek, Bohumir; Doubsky, Jan,
Vapour pressures and enthalpies of vapourization of a series of the linear aliphatic nitriles,
The Journal of Chemical Thermodynamics, 2005, 37, 1, 73-81, https://doi.org/10.1016/j.jct.2004.08.004
. [all data]
Stridh, Sunner, et al., 1977
Stridh, G.; Sunner, S.; Svensson, C.,
Enthalpies of combustion, vaporization, and formation of some alkanenitriles, and the CH2-increment in the alkanenitrile series,
J. Chem. Thermodyn., 1977, 9, 1005-1010. [all data]
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [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]
Meyer, Renner, et al., 1971
Meyer, Edwin F.; Renner, Terrence A.; Stec, Kenneth S.,
Cohesive energies in polar organic liquids. II. n-Alkane nitriles and the 1-chloro alkanes,
J. Phys. Chem., 1971, 75, 5, 642-648, https://doi.org/10.1021/j100675a008
. [all data]
Meyer and Hotz, 1973
Meyer, Edwin F.; Hotz, Roger D.,
High-precision vapor-pressure data for eight organic compounds,
J. Chem. Eng. Data, 1973, 18, 4, 359-362, https://doi.org/10.1021/je60059a008
. [all data]
Rostad and Pereira, 1986
Rostad, C.E.; Pereira, W.E.,
Kovats and Lee retention indices determined by gas chromatography/mass spectrometry for organic compounds of environmental interest,
J. Hi. Res. Chromatogr. Chromatogr. Comm., 1986, 9, 6, 328-334, https://doi.org/10.1002/jhrc.1240090603
. [all data]
Notes
Go To: Top, Phase change data, Mass spectrum (electron ionization), 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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