3-Hexene, 2,2-dimethyl-, (Z)-
- Formula: C8H16
- Molecular weight: 112.2126
- IUPAC Standard InChIKey: JPLZSSHKQZJYTJ-SREVYHEPSA-N
- CAS Registry Number: 690-92-6
- 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:
- Other names: (Z)-2,2-Dimethyl-3-hexene; cis-2,2-Dimethyl-3-hexene; 2,2-Dimethyl-cis-3-hexene; 2,2-Dimethyl-3-hexene (cis); (Z)-2,2-Dimethylhex-3-ene
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Condensed phase thermochemistry data
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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°liquid | -136.4 ± 1.5 | kJ/mol | Ccb | Yates and McDonald, 1973 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -5298.4 ± 1.5 | kJ/mol | Ccb | Yates and McDonald, 1973 | Corresponding ΔfHºliquid = -136.4 kJ/mol (simple calculation by NIST; no Washburn corrections) |
ΔcH°liquid | -5288.45 ± 0.71 | kJ/mol | Ccb | Yates and McDonald, 1971 | Corresponding ΔfHºliquid = -146.3 kJ/mol (simple calculation by NIST; no Washburn corrections) |
ΔcH°liquid | -5308.3 ± 2.5 | kJ/mol | Ccb | Rockenfeller and Rossini, 1961 | Derived from the ratio of Heat of combustion; Corresponding ΔfHºliquid = -126.4 kJ/mol (simple calculation by NIST; no Washburn corrections) |
Phase change data
Go To: Top, Condensed phase 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:
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 |
---|---|---|---|---|---|
Tboil | 378.7 | K | N/A | Weast and Grasselli, 1989 | BS |
Tboil | 379.0 | K | N/A | Boord, Henne, et al., 1949 | Uncertainty assigned by TRC = 0.5 K; TRC |
Tboil | 378.95 | K | N/A | Boord, Greenlee, et al., 1946 | Uncertainty assigned by TRC = 0.6 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 135.76 | K | N/A | Streiff, Hulme, et al., 1955 | Uncertainty assigned by TRC = 0.07 K; TRC |
Tfus | 135.77 | K | N/A | Streiff, Hulme, et al., 1955 | Uncertainty assigned by TRC = 0.05 K; TRC |
Tfus | 135.8 | K | N/A | Streiff, Hulme, et al., 1955 | Uncertainty assigned by TRC = 0.03 K; TRC |
Tfus | 135.770 | K | N/A | Anonymous, 1951 | Uncertainty assigned by TRC = 0.06 K; TRC |
Tfus | 135.800 | K | N/A | Anonymous, 1951 | Uncertainty assigned by TRC = 0.03 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 37.2 | kJ/mol | N/A | Reid, 1972 | AC |
ΔvapH° | 37.1 | kJ/mol | V | Camin and Rossini, 1960 | ALS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
35.3 | 334. | A | Stephenson and Malanowski, 1987 | Based on data from 319. to 380. K.; AC |
36.1 | 320. | MM | Camin and Rossini, 1960, 2 | Based on data from 305. to 379. K.; AC |
Mass spectrum (electron ionization)
Go To: Top, Condensed phase thermochemistry data, Phase change data, 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
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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. |
---|---|
NIST MS number | 1588 |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Yates and McDonald, 1973
Yates, K.; McDonald, R.S.,
Kinetics and mechanisms of electrophilic addition. II. A thermochemical-kinetic approach to transition-state structure,
J. Org. Chem., 1973, 38, 2465-2478. [all data]
Yates and McDonald, 1971
Yates, K.; McDonald, R.S.,
A thermochemical probe into the mechanism of electrophilic addition to olefins,
J. Am. Chem. Soc., 1971, 93, 6297-6299. [all data]
Rockenfeller and Rossini, 1961
Rockenfeller, J.D.; Rossini, F.D.,
Heats of combustion, isomerization, and formation of selected C7, C8, and C10 monoolefin hydrocarbons,
J. Phys. Chem., 1961, 65, 267-272. [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]
Boord, Henne, et al., 1949
Boord, C.E.; Henne, A.L.; Greenlee, K.W.; Perilstein, W.L.; Derfer, J.M.,
The Grignard Reagent in hydrocarbon synthesis,
Ind. Eng. Chem., 1949, 41, 609. [all data]
Boord, Greenlee, et al., 1946
Boord, C.E.; Greenlee, K.W.; Perilstein, W.L.,
The Synthesis, Purification and Prop. of Hydrocarbons of Low Mol. Weight, Am. Pet. Inst. Res. Proj. 45, Eighth Annu. Rep., Ohio State Univ., June 30, 1946. [all data]
Streiff, Hulme, et al., 1955
Streiff, A.J.; Hulme, A.R.; Cowie, P.A.; Krouskop, N.C.; Rossini, F.D.,
Purification, Purity, and Freezing Points of Sixty-four American Petroleum Institute Standard and Research Hydrocarbons,
Anal. Chem., 1955, 27, 411. [all data]
Anonymous, 1951
Anonymous, R.,
, Sunbury Rep. No. 4199, Anglo-Iranian Oil Co., 1951. [all data]
Reid, 1972
Reid, Robert C.,
Handbook on vapor pressure and heats of vaporization of hydrocarbons and related compounds, R. C. Wilhort and B. J. Zwolinski, Texas A Research Foundation. College Station, Texas(1971). 329 pages.$10.00,
AIChE J., 1972, 18, 6, 1278-1278, https://doi.org/10.1002/aic.690180637
. [all data]
Camin and Rossini, 1960
Camin, D.L.; Rossini, F.D.,
Physical properties of to selected C7 and C8 alkene hydrocarbons,
J. Chem. Eng. Data, 1960, 5, 368. [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]
Camin and Rossini, 1960, 2
Camin, D.L.; Rossini, F.D.,
Physical Properties of 16 Selected C 7 and C 8 Alkene Hydrocarbons.,
J. Chem. Eng. Data, 1960, 5, 3, 368-372, https://doi.org/10.1021/je60007a037
. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions 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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