1-Octanamine, N,N-dioctyl-

Formula: C₂₄H₅₁N
Molecular weight: 353.6684
IUPAC Standard InChI: InChI=1S/C24H51N/c1-4-7-10-13-16-19-22-25(23-20-17-14-11-8-5-2)24-21-18-15-12-9-6-3/h4-24H2,1-3H3
IUPAC Standard InChIKey: XTAZYLNFDRKIHJ-UHFFFAOYSA-N
CAS Registry Number: 1116-76-3
Chemical structure:
This structure is also available as a 2d Mol file
Other names: Trioctylamine; Alamine 336; Tri-n-octylamine; Tri-N-caprylylamine; Tricaprylamine; Tricaprylylamine; Alamine 336S; Alamine 3365; 336S; Alamine 308; Farmin 08; NSC 11034; TOA
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Information on this page:
Other data available:
- Mass spectrum (electron ionization)
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NIST / TRC Web Thermo Tables, professional edition (thermophysical and thermochemical data)

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Gas phase thermochemistry data

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Data compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.

Quantity	Value	Units	Method	Reference	Comment
Δ_fH°_gas	-114.0 ± 3.6	kcal/mol	Ccr	Steele, Chirico, et al., 1996	ALS
Δ_fH°_gas	-113.5	kcal/mol	N/A	Lebedeva, 1966	Value computed using Δ_fH_liquid° value of -585.3±2.1 kj/mol from Lebedeva, 1966 and Δ_vapH° value of 110.5 kj/mol from Steele, Chirico, et al., 1996.; DRB

Condensed phase thermochemistry data

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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
Δ_fH°_liquid	-140.4 ± 0.91	kcal/mol	Ccr	Steele, Chirico, et al., 1996	ALS
Δ_fH°_liquid	-139.89 ± 0.50	kcal/mol	Ccb	Lebedeva, 1966	ALS
Quantity	Value	Units	Method	Reference	Comment
Δ_cH°_liquid	-3858.84 ± 0.86	kcal/mol	Ccr	Steele, Chirico, et al., 1996	ALS
Δ_cH°_liquid	-3859.44 ± 0.50	kcal/mol	Ccb	Lebedeva, 1966	ALS

Constant pressure heat capacity of liquid

C_p,liquid (cal/mol*K)	Temperature (K)	Reference	Comment
179.4	298.15	Steele, Chirico, et al., 1993	DH

Phase change data

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Data compiled as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos

Quantity	Value	Units	Method	Reference	Comment
T_boil	639.2	K	N/A	Weast and Grasselli, 1989	BS
T_boil	630.15	K	N/A	Merz and Gasiorowski, 1884	Uncertainty assigned by TRC = 4. K; TRC
Quantity	Value	Units	Method	Reference	Comment
T_fus	238.55	K	N/A	Ralston, Hoerr, et al., 1944	Uncertainty assigned by TRC = 1. K; TRC
Quantity	Value	Units	Method	Reference	Comment
Δ_vapH°	26.4 ± 3.6	kcal/mol	V	Steele, Chirico, et al., 1996	ALS
Δ_vapH°	26.41	kcal/mol	N/A	Steele, Chirico, et al., 1996	DRB
Δ_vapH°	26.39 ± 0.36	kcal/mol	EB	Steele, Chirico, et al., 1996	Based on data from 415. to 536. K.; AC

Enthalpy of vaporization

Δ_vapH (kcal/mol)	Temperature (K)	Method	Reference	Comment
16.9	520.	A	Stephenson and Malanowski, 1987	Based on data from 505. to 702. K.; AC

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:

Gas Chromatography

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Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Kovats' RI, non-polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	DB-1	2297.	Hall, Whitehead, et al., 1986	He, 6. K/min; Column length: 15. m; Column diameter: 0.25 mm; T_start: 100. C; T_end: 270. C
Capillary	DB-5	2297.	Hall, Whitehead, et al., 1986	He, 6. K/min; Column length: 15. m; Column diameter: 0.25 mm; T_start: 100. C; T_end: 270. C

Normal alkane RI, non-polar column, temperature ramp

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	Ultra-1	2290.	Okumura, 1991	25. m/0.32 mm/0.25 μm, He, 3. K/min; T_start: 80. C; T_end: 260. C

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas Chromatography, Notes

Steele, Chirico, et al., 1996
Steele, W.V.; Chirico, R.D.; Knipmeyer, S.E.; Nguyen, A.; Smith, N.K.; Tasker, I.R., Thermodynamic properties and ideal-gas enthalpies of formation for cyclohexene, phthalan (2,5-dihydrobenzo-3,4-furan), isoxazole, octylamine, dioctylamine, trioctylamine, phenyl isocyanate, and 1,4,5,6-tetrahydropyrimidine, J. Chem. Eng. Data, 1996, 41, 1269-1284. [all data]

Lebedeva, 1966
Lebedeva, N.D., Heats of combustion and formation of aliphatic tertiary amine homologues, Russ. J. Phys. Chem. (Engl. Transl.), 1966, 40, 1465-1467. [all data]

Steele, Chirico, et al., 1993
Steele, W.V.; Chirico, R.D.; Knipmeyer, S.E.; Nguyen, A.; Tasker, I.R., Determination of ideal gas enthalpies of formation for key compounds the 1991 project results, DIPPR Project, 1993, 871, NIPER-716. [all data]

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]

Merz and Gasiorowski, 1884
Merz, V.; Gasiorowski, K., Chem. Ber., 1884, 17, 623. [all data]

Ralston, Hoerr, et al., 1944
Ralston, A.W.; Hoerr, C.W.; Du Brow, P.L., Solubilities of High-Molecular-Weight Symmetrical Normal Aliphatic Tertiary Amines., J. Org. Chem., 1944, 9, 259-66. [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]

Hall, Whitehead, et al., 1986
Hall, G.L.; Whitehead, W.E.; Mourer, C.R.; Shibamoto, T., A new gas chromatographic retention index for pesticides and related compounds, J. Hi. Res. Chromatogr. Chromatogr. Comm., 1986, 9, 5, 266-271, https://doi.org/10.1002/jhrc.1240090503 . [all data]

Okumura, 1991
Okumura, T., retention indices of environmental chemicals on methyl silicone capillary column, Journal of Environmental Chemistry (Japan), 1991, 1, 2, 333-358, https://doi.org/10.5985/jec.1.333 . [all data]

Notes

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Symbols used in this document:

C_p,liquid	Constant pressure heat capacity of liquid
T_boil	Boiling point
T_fus	Fusion (melting) point
Δ_cH°_liquid	Enthalpy of combustion of liquid at standard conditions
Δ_fH°_gas	Enthalpy of formation of gas at standard conditions
Δ_fH°_liquid	Enthalpy of formation of liquid at standard conditions
Δ_vapH	Enthalpy of vaporization
Δ_vapH°	Enthalpy of vaporization at standard conditions

Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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