- Formula: C6H8
- Molecular weight: 80.1277
- IUPAC Standard InChI:
- Download the identifier in a file.
- IUPAC Standard InChIKey: AFVDZBIIBXWASR-WAYWQWQTSA-N
- CAS Registry Number: 2612-46-6
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
- Other names: (Z)-1,3,5-Hexatriene; cis-Hexatriene; cis-1,3,5-Hexatriene; 1,3,5-Hexatriene, cis-; (Z)-CH2=CHCH=CHCH=CH2
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Gas phase thermochemistry data
Go To: Top, Phase change data, Reaction thermochemistry 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
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow
|fH°gas||172. ± 3.||kJ/mol||Chyd||Fang and Rogers, 1992||ALS|
Constant pressure heat capacity of gas
|Cp,gas (J/mol*K)||Temperature (K)||Reference||Comment|
|41.29||50.||Thermodynamics Research Center, 1997||GT|
Phase change data
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, Mass spectrum (electron ionization), References, Notes
Data compiled as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Kenneth Kroenlein director
AC - William E. Acree, Jr., James S. Chickos
|Tboil||351.2||K||N/A||Weast and Grasselli, 1989||BS|
|Tboil||356.||K||N/A||Sondheimer, Ben-Efraim, et al., 1961||Uncertainty assigned by TRC = 3. K; TRC|
|Tboil||356.||K||N/A||Hwa, De Benneville, et al., 1960||Uncertainty assigned by TRC = 2. K; TRC|
|Tboil||352.||K||N/A||Farmer, Laroiz, et al., 1927||Uncertainty assigned by TRC = 10. K; TRC|
Enthalpy of vaporization
|vapH (kJ/mol)||Temperature (K)||Method||Reference||Comment|
|33.3||314.||A,MM||Stephenson and Malanowski, 1987||Based on data from 306. - 323. K. See also Letcher and Marsicano, 1974.; AC|
Reaction thermochemistry data
Go To: Top, Gas phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), References, Notes
Data compiled by: 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.
3 + =
By formula: 3H2 + C6H8 = C6H14
|rH°||-339. ± 3.||kJ/mol||Chyd||Fang and Rogers, 1992||liquid phase; solvent: Cyclohexane|
|rH°||-336.8 ± 1.4||kJ/mol||Chyd||Turner, Mallon, et al., 1973||liquid phase; solvent: Glacial acetic acid|
Mass spectrum (electron ionization)
Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, References, Notes
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
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|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||D.HENNEBERG, MAX-PLANCK INSTITUTE, MULHEIM, WEST GERMANY|
|NIST MS number||60714|
Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, Mass spectrum (electron ionization), Notes
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]
Thermodynamics Research Center, 1997
Thermodynamics Research Center, Selected Values of Properties of Chemical Compounds., Thermodynamics Research Center, Texas A&M University, College Station, Texas, 1997. [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]
Sondheimer, Ben-Efraim, et al., 1961
Sondheimer, F.; Ben-Efraim, D.A.; Wolovsky, R., Unsaturated Macrocyclic Compounds XVII. The Prototropic Rearrangement of Linear 1,5-Enynes to COnjugated Polyenes. The Synthesis of A Series of Vinylogs of Butadiene, J. Am. Chem. Soc., 1961, 83, 1675-81. [all data]
Hwa, De Benneville, et al., 1960
Hwa, J.C.H.; De Benneville, P.L.; Sims, H.J., A New Preparation of 1,3,5-Hexatriene and the Separation of Its Geometrical Isomers, J. Am. Chem. Soc., 1960, 82, 2537-40. [all data]
Farmer, Laroiz, et al., 1927
Farmer, E.H.; Laroiz, B.D.; Switz, T.M.; Thorpe, J.F., Properties of Conjugated Compounds Part III. The Bearing of Hexatriene Chemistry on the Reactive Forms of Conjugated Hydrocarbons, J. Chem. Soc., 1927, 1927, 2937-58. [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]
Letcher and Marsicano, 1974
Letcher, T.M.; Marsicano, F., Vapour pressures and densities of some unsaturated C6 acyclic and cyclic hydrocarbons between 300 and 320 K, The Journal of Chemical Thermodynamics, 1974, 6, 5, 509-514, https://doi.org/10.1016/0021-9614(74)90013-5 . [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]
Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, Mass spectrum (electron ionization), References
- Symbols used in this document:
Cp,gas Constant pressure heat capacity of gas Tboil Boiling point fH°gas Enthalpy of formation of gas at standard conditions rH° Enthalpy of reaction at standard conditions vapH Enthalpy of vaporization
- Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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