N-Hexane - The NIST WebBook

n-Hexane

• Formula: C6H14
• Molecular weight: 86.1754
• IUPAC Standard InChI: InChI=1S/C6H14/c1-3-5-6-4-2/h3-6H2,1-2H3 Copy
• IUPAC Standard InChIKey: VLKZOEOYAKHREP-UHFFFAOYSA-N Copy
• CAS Registry Number: 110-54-3
• Chemical structure: This structure is also available as a 2d Mol file or as a computed 3d SD file View 3d structure (requires JavaScript / HTML 5)
• Isotopologues:
  • Hexane-d14
  • Hexane-d7
• Other names: Hexane; Skellysolve B; n-C6H14; Esani; Heksan; Hexanen; Hexyl hydride; Gettysolve-B; NCI-C60571; NSC 68472
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Reaction thermochemistry data
  • References
  • Notes
• Other data available:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Henry's Law data
  • Gas phase ion energetics data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • Fluid Properties
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  • Gas Phase Kinetics Database
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Reaction thermochemistry data

Go To: Top, 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 MS - José A. Martinho Simões

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

+ =

By formula: H2 + C6H12 = C6H14

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-125. ± 3.	kJ/mol	AVG	N/A	Average of 8 values; Individual data points

2 + =

By formula: 2H2 + C6H10 = C6H14

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-252. ± 2.	kJ/mol	Chyd	Fang and Rogers, 1992	liquid phase; solvent: Cyclohexane; ALS
ΔrH°	-253.9 ± 2.7	kJ/mol	Chyd	Molnar, Rachford, et al., 1984	liquid phase; solvent: Dioxane; ALS
ΔrH°	-251.8 ± 1.5	kJ/mol	Chyd	Turner, Mallon, et al., 1973	liquid phase; solvent: Glacial acetic acid; ALS
ΔrH°	-251.2 ± 0.42	kJ/mol	Chyd	Kistiakowsky, Ruhoff, et al., 1936	gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -253.3 ± 0.63 kJ/mol; At 355 °K; ALS

+ =

By formula: H2 + C6H12 = C6H14

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-116.1 ± 0.45	kJ/mol	Chyd	Rogers, Crooks, et al., 1987	liquid phase; ALS
ΔrH°	-481.2 ± 3.5	kJ/mol	Chyd	Rogers and Crooks, 1983	liquid phase; solvent: Hexane; ALS
ΔrH°	-111.3 ± 1.1	kJ/mol	Chyd	Rogers, Papadimetriou, et al., 1975	liquid phase; solvent: Hexane; ALS

+ =

By formula: H2 + C6H12 = C6H14

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-121.6 ± 0.32	kJ/mol	Chyd	Rogers, Crooks, et al., 1987	liquid phase; ALS
ΔrH°	-119.3 ± 1.2	kJ/mol	Chyd	Rogers, Papadimetriou, et al., 1975	liquid phase; solvent: Hexane; ALS
ΔrH°	-119.5 ± 1.2	kJ/mol	Chyd	Rogers and Siddiqui, 1975	liquid phase; solvent: n-Hexane; ALS

+ =

By formula: C6H12 + H2 = C6H14

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-117.9 ± 0.73	kJ/mol	Chyd	Rogers, Crooks, et al., 1987	liquid phase; ALS
ΔrH°	-117.9 ± 0.82	kJ/mol	Chyd	Rogers and Crooks, 1983	liquid phase; solvent: Hexane; ALS
ΔrH°	-109.8 ± 1.7	kJ/mol	Chyd	Rogers, Papadimetriou, et al., 1975	liquid phase; solvent: Hexane; ALS

+ =

By formula: H2 + C6H12 = C6H14

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-119.5 ± 0.69	kJ/mol	Chyd	Rogers, Crooks, et al., 1987	liquid phase; ALS
ΔrH°	-119.0 ± 0.78	kJ/mol	Chyd	Rogers and Crooks, 1983	liquid phase; solvent: Hexane; ALS
ΔrH°	-113.2 ± 0.92	kJ/mol	Chyd	Rogers, Papadimetriou, et al., 1975	liquid phase; solvent: Hexane; ALS

3 + =

By formula: 3H2 + C6H8 = C6H14

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-339. ± 3.	kJ/mol	Chyd	Fang and Rogers, 1992	liquid phase; solvent: Cyclohexane; ALS
ΔrH°	-336.8 ± 1.4	kJ/mol	Chyd	Turner, Mallon, et al., 1973	liquid phase; solvent: Glacial acetic acid; ALS

3 + =

By formula: 3H2 + C6H8 = C6H14

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-335. ± 3.	kJ/mol	Chyd	Fang and Rogers, 1992	liquid phase; solvent: Cyclohexane; ALS
ΔrH°	-332.3 ± 0.92	kJ/mol	Chyd	Turner, Mallon, et al., 1973	liquid phase; solvent: Glacial acetic acid; ALS

4 + =

By formula: 4H2 + C6H6 = C6H14

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-582.8 ± 4.2	kJ/mol	Chyd	Skinner and Snelson, 1959	liquid phase; solvent: Acetic acid; Reanalyzed by Cox and Pilcher, 1970, Original value = -583.2 ± 4.2 kJ/mol; ALS

2 + =

By formula: 2H2 + C6H10 = C6H14

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-226. ± 1.	kJ/mol	Chyd	Fang and Rogers, 1992	liquid phase; solvent: Cyclohexane; ALS

2 + =

By formula: 2H2 + C6H10 = C6H14

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-221. ± 1.	kJ/mol	Chyd	Fang and Rogers, 1992	liquid phase; solvent: Cyclohexane; ALS

2 + =

By formula: 2H2 + C6H10 = C6H14

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-219. ± 2.	kJ/mol	Chyd	Fang and Rogers, 1992	liquid phase; solvent: Cyclohexane; ALS

2 + =

By formula: 2H2 + C6H10 = C6H14

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-244. ± 2.	kJ/mol	Chyd	Fang and Rogers, 1992	liquid phase; solvent: Cyclohexane; ALS

2 + =

By formula: 2H2 + C6H10 = C6H14

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-241. ± 2.	kJ/mol	Chyd	Fang and Rogers, 1992	liquid phase; solvent: Cyclohexane; ALS

2 + =

By formula: 2H2 + C6H10 = C6H14

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-215. ± 2.	kJ/mol	Chyd	Fang and Rogers, 1992	liquid phase; solvent: Cyclohexane; ALS

2 + =

By formula: 2H2 + C6H10 = C6H14

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-211. ± 2.	kJ/mol	Chyd	Fang and Rogers, 1992	liquid phase; solvent: Cyclohexane; ALS

2 + =

By formula: 2H2 + C6H10 = C6H14

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-264. ± 0.8	kJ/mol	Chyd	Roth, Kirmse, et al., 1982	liquid phase; solvent: Isooctane; ALS

4 + =

By formula: 4H2 + C6H6 = C6H14

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-522. ± 2.	kJ/mol	Chyd	Roth, Hopf, et al., 1994	liquid phase; solvent: Isooctane; ALS

C5O5W (g) + (g) = C11H14O5W (g)

By formula: C5O5W (g) + C6H14 (g) = C11H14O5W (g)

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-45. ± 13.	kJ/mol	EqG	Brown, Ishikawa, et al., 1990	Temperature range: ca. 300-350 K; MS

2 + =

By formula: 2H2 + C6H10 = C6H14

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-289.4 ± 0.46	kJ/mol	Chyd	Rogers, Dagdagan, et al., 1979	liquid phase; solvent: Hexane; ALS

2 + =

By formula: 2H2 + C6H10 = C6H14

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-272.4 ± 1.2	kJ/mol	Chyd	Rogers, Dagdagan, et al., 1979	liquid phase; solvent: Hexane; ALS

2 + =

By formula: 2H2 + C6H10 = C6H14

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-275. ± 2.	kJ/mol	Chyd	Rogers, Dagdagan, et al., 1979	liquid phase; solvent: Hexane; ALS

=

By formula: C6H14 = C6H14

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-5.44 ± 0.88	kJ/mol	Ciso	Prosen and Rossini, 1941	liquid phase; Calculated from ΔHc; ALS

=

By formula: C6H14 = C6H14

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-3.2 ± 0.79	kJ/mol	Ciso	Prosen and Rossini, 1941	liquid phase; Calculated from ΔHc; ALS

=

By formula: C6H14 = C6H14

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-8.20 ± 0.84	kJ/mol	Ciso	Prosen and Rossini, 1941	liquid phase; Calculated from ΔHc; ALS

=

By formula: C6H14 = C6H14

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-14.6 ± 0.75	kJ/mol	Ciso	Prosen and Rossini, 1941	liquid phase; Calculated from ΔHc; ALS

5 + =

By formula: 5H2 + C6H4 = C6H14

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-705. ± 2.	kJ/mol	Chyd	Roth, Adamczak, et al., 1991	liquid phase; ALS

5 + =

By formula: 5H2 + C6H4 = C6H14

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-709. ± 2.	kJ/mol	Chyd	Roth, Adamczak, et al., 1991	liquid phase; ALS

3 + C6H8 =

By formula: 3H2 + C6H8 = C6H14

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-432. ± 1.	kJ/mol	Chyd	Roth, Adamczak, et al., 1991	liquid phase; ALS

References

Go To: Top, Reaction thermochemistry data, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Fang and Rogers, 1992 Fang, W.; Rogers, D.W., Enthalpy of hydrogenation of the hexadienes and cis- and trans-1,3,5-hexatriene, J. Org. Chem., 1992, 57, 2294-2297. [all data]

Molnar, Rachford, et al., 1984 Molnar, A.; Rachford, R.; Smith, G.V.; Liu, R., Heats of hydrogenation by a simple and rapid flow calorimetric method, Appl. Catal., 1984, 9, 219-223. [all data]

Turner, Mallon, et al., 1973 Turner, R.B.; Mallon, B.J.; Tichy, M.; Doering, W.v.E.; Roth, W.R.; Schroder, G., Heats of hydrogenation. X. Conjugative interaction in cyclic dienes and trienes, J. Am. Chem. Soc., 1973, 95, 8605-8610. [all data]

Kistiakowsky, Ruhoff, et al., 1936 Kistiakowsky, G.B.; Ruhoff, J.R.; Smith, H.A.; Vaughan, W.E., Heats of organic reactions. IV. Hydrogenation of some dienes and of benzene, J. Am. Chem. Soc., 1936, 58, 146-153. [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]

Rogers, Crooks, et al., 1987 Rogers, D.W.; Crooks, E.; Dejroongruang, K., Enthalpies of hydrogenation of the hexenes, J. Chem. Thermodyn., 1987, 19, 1209-1215. [all data]

Rogers and Crooks, 1983 Rogers, D.W.; Crooks, E.L., Enthalpies of hydrogenation of the isomers of n-hexene, J. Chem. Thermodyn., 1983, 15, 1087-1092. [all data]

Rogers, Papadimetriou, et al., 1975 Rogers, D.W.; Papadimetriou, P.M.; Siddiqui, N.A., An improved hydrogen microcalorimeter for use with large molecules, Mikrochim. Acta, 1975, 2, 389-400. [all data]

Rogers and Siddiqui, 1975 Rogers, D.W.; Siddiqui, N.A., Heats of hydrogenation of large molecules. I. Esters of unsaturated fatty acids, J. Phys. Chem., 1975, 79, 574-577. [all data]

Skinner and Snelson, 1959 Skinner, H.A.; Snelson, A., Heats of hydrogenation Part 3., Trans. Faraday Soc., 1959, 55, 405-407. [all data]

Roth, Kirmse, et al., 1982 Roth, W.R.; Kirmse, W.; Hoffmann, W.; Lennartz, H.W., Heats of hydrogenation. III. Effect of fluoro substituents on the thermal rearrangement of cyclopropane systems, Chem. Ber., 1982, 115, 2508-2515. [all data]

Roth, Hopf, et al., 1994 Roth, W.R.; Hopf, H.; Horn, C., Propargyl-Stabilisierungsenergie, Chem. Ber., 1994, 127, 1781-1795. [all data]

Brown, Ishikawa, et al., 1990 Brown, C.E.; Ishikawa, Y.; Hackett, P.A.; Rayner, D.M., J. Am. Chem. Soc., 1990, 112, 2530. [all data]

Rogers, Dagdagan, et al., 1979 Rogers, D.W.; Dagdagan, O.A.; Allinger, N.L., Heats of hydrogenation and formation of linear alkynes and a molecular mechanics interpretation, J. Am. Chem. Soc., 1979, 101, 671-676. [all data]

Prosen and Rossini, 1941 Prosen, E.J.R.; Rossini, F.D., Heats of isomerization of the five hexanes, J. Res. NBS, 1941, 27, 289-310. [all data]

Roth, Adamczak, et al., 1991 Roth, W.R.; Adamczak, O.; Breuckmann, R.; Lennartz, H.-W.; Boese, R., Die Berechnung von Resonanzenergien; das MM2ERW-Kraftfeld, Chem. Ber., 1991, 124, 2499-2521. [all data]

Notes

Go To: Top, Reaction thermochemistry data, References

• Symbols used in this document:

  ΔrH°	Enthalpy of reaction at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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