3-Hexene, (Z)-

Formula: C₆H₁₂
Molecular weight: 84.1595
IUPAC Standard InChI: InChI=1S/C6H12/c1-3-5-6-4-2/h5-6H,3-4H2,1-2H3/b6-5-
IUPAC Standard InChIKey: ZQDPJFUHLCOCRG-WAYWQWQTSA-N
CAS Registry Number: 7642-09-3
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.
Stereoisomers:
- 3-Hexene, (E)-
- 3-Hexene
Other names: (Z)-3-Hexene; cis-3-Hexene; (Z)-3-C6H12
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- Gas Phase Kinetics Database
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Gas phase thermochemistry data

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Data compiled by: Donald R. Burgess, Jr.

Quantity	Value	Units	Method	Reference	Comment
Δ_fH°_gas	-45.9 ± 0.7	kJ/mol	Chyd	Rogers, Crooks, et al., 1987	Value computed using Δ_fH_liquid° from Rogers, Crooks, et al., 1987 and Δ_vapH° value of 31.2 kJ/mol from Steele and Chirico, 1993.
Δ_fH°_gas	-48.2 ± 1.4	kJ/mol	Chyd	Rogers and Crooks, 1983	Value computed using Δ_fH_liquid° from Rogers and Crooks, 1983 and Δ_vapH° value of 31.2 kJ/mol from Steele and Chirico, 1993.
Δ_fH°_gas	-47.4	kJ/mol	N/A	Wiberg and Wasserman, 1981	Value computed using Δ_fH_liquid° value of -78.07±0.84 kj/mol from Wiberg and Wasserman, 1981 and Δ_vapH° value of 30.7 kj/mol from alkenes correlation.
Δ_fH°_gas	-46.9 ± 0.8	kJ/mol	Eqk	Wiberg and Wasserman, 1981	Value computed using Δ_fH_liquid° from Wiberg and Wasserman, 1981 and Δ_vapH° value of 31.2 kJ/mol from Steele and Chirico, 1993.
Δ_fH°_gas	-48.0 ± 1.4	kJ/mol	Chyd	Rogers, Papadimetriou, et al., 1975	Value computed using Δ_fH_liquid° from Rogers, Papadimetriou, et al., 1975 and Δ_vapH° value of 31.2 kJ/mol from Steele and Chirico, 1993.

Condensed phase thermochemistry data

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

Quantity	Value	Units	Method	Reference	Comment
Δ_fH°_liquid	-77.1 ± 0.7	kJ/mol	Chyd	Rogers, Crooks, et al., 1987	DRB
Δ_fH°_liquid	-79.4 ± 1.4	kJ/mol	Chyd	Rogers and Crooks, 1983	DRB
Δ_fH°_liquid	-78.07 ± 0.84	kJ/mol	Eqk	Wiberg and Wasserman, 1981	ALS
Δ_fH°_liquid	-79.2 ± 1.4	kJ/mol	Chyd	Rogers, Papadimetriou, et al., 1975	DRB

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
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity	Value	Units	Method	Reference	Comment
T_boil	339.8 ± 0.3	K	AVG	N/A	Average of 13 out of 14 values; Individual data points
Quantity	Value	Units	Method	Reference	Comment
T_fus	136. ± 3.	K	AVG	N/A	Average of 7 values; Individual data points
Quantity	Value	Units	Method	Reference	Comment
Δ_vapH°	31.3	kJ/mol	N/A	Reid, 1972	AC
Δ_vapH°	31.3	kJ/mol	V	Camin and Rossini, 1956	ALS
Δ_vapH°	31.3	kJ/mol	V	Camin and Rossini, 1956	ALS
Δ_vapH°	31.3	kJ/mol	N/A	Pennington, Scott, et al., 1956	Based on data from 185. to 340. K.; AC

Enthalpy of vaporization

Δ_vapH (kJ/mol)	Temperature (K)	Method	Reference	Comment
32.1	291.	A	Stephenson and Malanowski, 1987	Based on data from 276. to 348. 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 phase ion energetics data

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Data compiled as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi

View reactions leading to C₆H₁₂⁺ (ion structure unspecified)

Ionization energy determinations

IE (eV)	Method	Reference	Comment
8.954 ± 0.005	PE	Masclet, Grosjean, et al., 1973	LLK
9.15 ± 0.01	PE	Krause, Taylor, et al., 1978	Vertical value; LLK

References

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

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]

Steele and Chirico, 1993
Steele, W.V.; Chirico, R.D., Thermodynamic properties of alkenes (mono-olefins larger than C₄), J. Phys. Chem. Ref. Data, 1993, 22, 377-430. [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]

Wiberg and Wasserman, 1981
Wiberg, K.B.; Wasserman, D.J., Enthalpies of hydration of alkenes. 1. The n-hexenes, J. Am. Chem. Soc., 1981, 103, 6563-6566. [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. [