2-Pentene, (Z)-
- Formula: C5H10
- Molecular weight: 70.1329
- IUPAC Standard InChIKey: QMMOXUPEWRXHJS-HYXAFXHYSA-N
- CAS Registry Number: 627-20-3
- 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:
- Other names: (Z)-2-Pentene; cis-β-Amylene; cis-Pentene; cis-2-Pentene; 2-(Z)-C5H10; cis-Pentene-2; Pentene-2, cis-; (Z)-pent-2-ene
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Condensed phase thermochemistry data
Go To: Top, 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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°liquid | -12.75 ± 0.10 | kcal/mol | Eqk | Wiberg, Wasserman, et al., 1984 | Trifluoroacetolysis, hrxn[kcal/mol]=-10.92±0.01; ALS |
ΔfH°liquid | -12.78 ± 0.15 | kcal/mol | Ccb | Good and Smith, 1979 | ALS |
ΔfH°liquid | -13.3 ± 0.24 | kcal/mol | Chyd | N/A | DRB |
ΔfH°liquid | -14.3 ± 0.07 | kcal/mol | Cm | Coops, Mulder, et al., 1946 | DRB |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -799.05 ± 0.13 | kcal/mol | Ccb | Good and Smith, 1979 | Corresponding ΔfHºliquid = -12.78 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°liquid | -797.48 ± 0.07 | kcal/mol | Cm | Coops, Mulder, et al., 1946 | Reanalyzed by Cox and Pilcher, 1970, Original value = -797.16 ± 0.07 kcal/mol; Corresponding ΔfHºliquid = -14.35 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 61.85 | cal/mol*K | N/A | Chao, Hall, et al., 1983 | DH |
S°liquid | 61.809 | cal/mol*K | N/A | Todd, Oliver, et al., 1947 | DH |
Constant pressure heat capacity of liquid
Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
36.28 | 298.15 | Chao, Hall, et al., 1983 | T = 13 to 295 K.; DH |
36.260 | 298.15 | Todd, Oliver, et al., 1947 | T = 12 to 300 K.; DH |
Phase change data
Go To: Top, Condensed phase thermochemistry 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 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
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 309.8 ± 0.6 | K | AVG | N/A | Average of 23 out of 25 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 120.67 | K | N/A | Hoff, Greenlee, et al., 1951 | Uncertainty assigned by TRC = 0.5 K; TRC |
Tfus | 121.77 | K | N/A | Hoff, Greenlee, et al., 1951 | Uncertainty assigned by TRC = 0.1 K; TRC |
Tfus | 120.59 | K | N/A | Hoff, Greenlee, et al., 1951 | Uncertainty assigned by TRC = 0.1 K; TRC |
Tfus | 121.74 | K | N/A | Streiff, Murphy, et al., 1946 | Uncertainty assigned by TRC = 0.05 K; TRC |
Tfus | 121.78 | K | N/A | Streiff, Murphy, et al., 1946 | Uncertainty assigned by TRC = 0.04 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 121.78 | K | N/A | Chao, Hall, et al., 1983, 2 | Uncertainty assigned by TRC = 0.02 K; TRC |
Ttriple | 121.80 | K | N/A | Todd, Oliver, et al., 1947, 2 | Uncertainty assigned by TRC = 0.02 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 475. ± 1. | K | N/A | Tsonopoulos and Ambrose, 1996 | |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 36.4 ± 0.99 | atm | N/A | Tsonopoulos and Ambrose, 1996 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 6.41 | kcal/mol | N/A | Reid, 1972 | AC |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
7.12 | 249. | A | Stephenson and Malanowski, 1987 | Based on data from 234. to 318. K.; AC |
6.72 | 289. | EB | Scott and Waddington, 1950 | Based on data from 274. to 341. K.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
274.74 to 342.03 | 3.99413 | 1069.229 | -42.393 | Scott and Waddington, 1950 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
1.700 | 121.78 | Chao, Hall, et al., 1983 | DH |
1.6997 | 121.80 | Todd, Oliver, et al., 1947 | DH |
1.70 | 121.8 | Acree, 1991 | AC |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
13.96 | 121.78 | Chao, Hall, et al., 1983 | DH |
13.96 | 121.80 | Todd, Oliver, et al., 1947 | DH |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Wiberg, Wasserman, et al., 1984
Wiberg, K.B.; Wasserman, D.J.; Martin, E.,
Enthalpies of hydration of alkenes. 2. The n-heptenes and n-pentenes,
J. Phys. Chem., 1984, 88, 3684-3688. [all data]
Good and Smith, 1979
Good, W.D.; Smith, N.K.,
The enthalpies of combustion of the isomeric pentenes in the liquid state. A warning to combustion calorimetrists about sample drying,
J. Chem. Thermodyn., 1979, 11, 111-118. [all data]
Coops, Mulder, et al., 1946
Coops, J.; Mulder, D.; Dienske, J.W.; Smittenberg, J.,
The heats of combustion of a number of hydrocarbons,
Rec. Trav. Chim. Pays/Bas, 1946, 65, 128. [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]
Chao, Hall, et al., 1983
Chao, J.; Hall, K.R.; Yao, J.M.,
Thermodynamic properties of simple alkenes,
Thermochim. Acta, 1983, 64(3), 285-303. [all data]
Todd, Oliver, et al., 1947
Todd, S.S.; Oliver, G.D.; Huffman, H.M.,
The heat capacities, heats of fusion and entropies of the six pentenes,
J. Am. Chem. Soc., 1947, 69, 1519-1525. [all data]
Hoff, Greenlee, et al., 1951
Hoff, M.C.; Greenlee, K.W.; Boord, C.E.,
The Quantitavitve Inversion of cis- and trans-Alkene Isomers: A New Synthesis of Normal cis-Alkenes,
J. Am. Chem. Soc., 1951, 73, 3329-36. [all data]
Streiff, Murphy, et al., 1946
Streiff, A.J.; Murphy, E.T.; Sedlak, V.A.; Willingham, C.B.; Rossini, F.D.,
Purification, Purity, and Freezing Points of 7 Heptanes, 16 Octanes, 6 Pentene, Cyclopentene, and 7 C9H12 Alkylbenzenes of the API-Standard and API-NBS Series,
J. Res. Natl. Bur. Stand. (U. S.), 1946, 37, 331. [all data]
Chao, Hall, et al., 1983, 2
Chao, J.; Hall, K.R.; Yao, J.M.,
Thermodynamic Properties of Simple Alkenes,
Thermochim. Acta, 1983, 64, 285. [all data]
Todd, Oliver, et al., 1947, 2
Todd, S.S.; Oliver, G.D.; Huffman, H.M.,
The heat capacities, heats of fusion and entropies of the six pentenes.,
J. Am. Chem. Soc., 1947, 69, 1519. [all data]
Tsonopoulos and Ambrose, 1996
Tsonopoulos, C.; Ambrose, D.,
Vapor-Liquid Critical Properties of Elements and Compounds. 6. Unsaturated Aliphatic Hydrocarbons,
J. Chem. Eng. Data, 1996, 41, 645-656. [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]
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]
Scott and Waddington, 1950
Scott, Donald W.; Waddington, Guy,
Vapor Pressure of cis-2-Pentene, trans-2-Pentene and 3-Methyl-1-butene,
J. Am. Chem. Soc., 1950, 72, 9, 4310-4311, https://doi.org/10.1021/ja01165a542
. [all data]
Acree, 1991
Acree, William E.,
Thermodynamic properties of organic compounds: enthalpy of fusion and melting point temperature compilation,
Thermochimica Acta, 1991, 189, 1, 37-56, https://doi.org/10.1016/0040-6031(91)87098-H
. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid Pc Critical pressure S°liquid Entropy of liquid at standard conditions Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion 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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