2-Butenal, (E)-

Formula: C₄H₆O
Molecular weight: 70.0898
IUPAC Standard InChI: InChI=1S/C4H6O/c1-2-3-4-5/h2-4H,1H3/b3-2+
IUPAC Standard InChIKey: MLUCVPSAIODCQM-NSCUHMNNSA-N
CAS Registry Number: 123-73-9
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:
- 2-Butenal, (Z)-
- 2-Butenal
Other names: Crotonaldehyde, (E)-; (E)-Crotonaldehyde; trans-Crotonaldehyde; trans-2-Butenal; Topanel CA; E-Crotonic aldehyde; E-Crotylaldehyde; trans-Crotonal; Aldehyde crotonique; β-Methyl acrolein, trans; NCI-C56279; Rcra waste number U053; Topanel; But-(E)-2-enal; (E)-2-Butenal; (E)-But-2-enal; t-2-Butenal; 2-Butenal, (2E)-; 2-Butenal; Crotonal; Crotonaldehyde
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Gas phase thermochemistry data

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Data compiled by: Glushko Thermocenter, Russian Academy of Sciences, Moscow

Constant pressure heat capacity of gas

C_p,gas (J/mol*K)	Temperature (K)	Reference	Comment
38.98	50.	Thermodynamics Research Center, 1997	p=1 bar. Thermodynamic functions calculated by [ Compton D.A.C., 1977] are larger than recommended ones up to 1.5 and 2.0 J/molK for Cp(T) and S(T), respectively. [ Durig J.R., 1976] have calculated thermodynamic functions for s-trans conformer. Their Cp(T) and S(T) values are lower than those of [ Thermodynamics Research Center, 1997] by 1-4 J/molK.
52.61	100.
63.77	150.
73.94	200.
88.79	273.15
93.92	298.15
94.30	300.
114.29	400.
132.18	500.
147.54	600.
160.64	700.
171.8	800.
181.5	900.
189.8	1000.
196.9	1100.
203.1	1200.
208.4	1300.
213.0	1400.
217.0	1500.

Condensed phase thermochemistry data

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Data compiled by: Eugene S. Domalski and Elizabeth D. Hearing

Constant pressure heat capacity of liquid

C_p,liquid (J/mol*K)	Temperature (K)	Reference	Comment
148.6	298.35	Baglay, Gurariy, et al., 1988	T = 270 to 340 K. Unsmoothed experimental datum.
148.6	298.35	Baglai, Baev, et al., 1984	T = 273 to 343 K. Cp(liq) = -0.23229 + 0.14081T - 2.1x10-5T2 kJ/kg*K (273 to 343 K).

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

Quantity	Value	Units	Method	Reference	Comment
T_boil	377.7	K	N/A	Weast and Grasselli, 1989	BS
T_boil	375.15	K	N/A	Henninger, 1886	Uncertainty assigned by TRC = 2. K; TRC
Quantity	Value	Units	Method	Reference	Comment
T_fus	196.55	K	N/A	Dolliver, Gresham, et al., 1938	Uncertainty assigned by TRC = 0.2 K; TRC

Enthalpy of vaporization

Δ_vapH (kJ/mol)	Temperature (K)	Method	Reference	Comment
36.6 ± 0.1	320.	EB	Steele, Chirico, et al., 2002	Based on data from 314. to 411. K.; AC
34.5 ± 0.2	360.	EB	Steele, Chirico, et al., 2002	Based on data from 314. to 411. K.; AC
32.1 ± 0.5	400.	EB	Steele, Chirico, et al., 2002	Based on data from 314. to 411. 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:

Henry's Law data

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Data compiled by: Rolf Sander

Henry's Law constant (water solution)

k_H(T) = k°_H exp(d(ln(k_H))/d(1/T) ((1/T) - 1/(298.15 K)))
k°_H = Henry's law constant for solubility in water at 298.15 K (mol/(kg*bar))
d(ln(k_H))/d(1/T) = Temperature dependence constant (K)

k°_H (mol/(kg*bar))	d(ln(k_H))/d(1/T) (K)	Method	Reference	Comment
50.		X	N/A
51.		X	N/A	Value given here as quoted by missing citation.
59.	3600.	X	N/A
51.		M	N/A

References

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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]

Compton D.A.C., 1977
Compton D.A.C., Values for the gas-phase thermodynamic functions of conjugated compounds existing as a mixture of conformers, J. Chem. Soc. Perkin Trans. 2, 1977, 1307-1311. [all data]

Durig J.R., 1976
Durig J.R., Low-frequency vibrations of crotonaldehyde, Spectrochim. Acta, 1976, A32, 807-818. [all data]

Baglay, Gurariy, et al., 1988
Baglay, A.K.; Gurariy, L.L.; Kuleshov, G.G., Physical properties of compounds used in vitamin synthesis, J. Chem. Eng. Data, 1988, 33, 512-518. [all data]

Baglai, Baev, et al., 1984
Baglai, A.K.; Baev, A.A.; Belousov, V.P.; Beregovykh, V.V.; Grushenko, M.M.; Gurarii, L.L.; Konstantinov, S.G.; Kostyushko, Yu.L.; Kuleshov, G.G.; Pasechnik, N.I.; Petrashkevich, R.I.; Podkovyrov, A.I.; Sitnov, A.A.; Shishko, M.A.; Shulgin, I.L., Investigation of the physico-chemical characteristics of substances utilized in the synthesis of vitamins A and E, Khim. Farm. Zhur., 1984, 18, 1013-1019. [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]

Henninger, 1886
Henninger, A., Several Derivatives of Erythritol and Formates of Polyatomic Alcohols, Ann. Chim. Phys., 1886, [6] 7, 209. [all data]

Dolliver, Gresham, et al., 1938
Dolliver, M.A.; Gresham, T.L.; Kistiakowsky, G.B.; Smith, E.A.; Vaughan, W.E., Heats of Organic Reactions VI. Heats of Hydrogenation of Some Oxygen- Containing Compounds, J. Am. Chem. Soc., 1938, 60, 440. [all data]

Steele, Chirico, et al., 2002
Steele, W.V.; Chirico, R.D.; Cowell, A.B.; Knipmeyer, S.E.; Nguyen, A., Thermodynamic Properties and Ideal-Gas Enthalpies of Formation for Methyl Benzoate, Ethyl Benzoate, ( R )-(+)-Limonene, tert -Amyl Methyl Ether, trans -Crotonaldehyde, and Diethylene Glycol, J. Chem. Eng. Data, 2002, 47, 4, 667-688, https://doi.org/10.1021/je0100847 . [all data]

Notes

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Symbols used in this document:

C_p,gas	Constant pressure heat capacity of gas
C_p,liquid	Constant pressure heat capacity of liquid
T_boil	Boiling point
T_fus	Fusion (melting) point
d(ln(k_H))/d(1/T)	Temperature dependence parameter for Henry's Law constant
k°_H	Henry's Law constant at 298.15K
Δ_vapH	Enthalpy of vaporization

Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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