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1,3-Butadiene

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Gas phase thermochemistry data

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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

Quantity Value Units Method Reference Comment
Deltafgas26.00 ± 0.19kcal/molCmProsen, Maron, et al., 1951ALS
Deltafgas26.75 ± 0.23kcal/molCcbProsen and Rossini, 1945ALS
Quantity Value Units Method Reference Comment
Deltacgas-607.16 ± 0.18kcal/molCmProsen, Maron, et al., 1951Corresponding «DELTA»fgas = 26.01 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS

Constant pressure heat capacity of gas

Cp,gas (cal/mol*K) Temperature (K) Reference Comment
8.38750.Thermodynamics Research Center, 1997p=1 bar. Recommended values are in excellent agreement with experiment and other statistically calculated values [ Sverdlov L.M., 1962, Compton D.A.C., 1976]. Discrepancies with earlier calculations [ Aston J.D., 1946] and [ Godnev I., 1947] amount to 4.7 and 2.7 J/mol*K, respectively, in S(T) and 3.6 and 2.4 J/mol*K in Cp(T).; GT
9.873100.
11.54150.
13.66200.
17.61273.15
19.08298.15
19.18300.
24.723400.
29.180500.
32.627600.
35.382700.
37.684800.
39.656900.
41.3721000.
42.8681100.
44.1781200.
45.3251300.
46.3311400.
47.2131500.

Condensed phase thermochemistry data

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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
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Deltafliquid21.63 ± 0.23kcal/molCcbProsen and Rossini, 1945ALS
Quantity Value Units Method Reference Comment
Deltacliquid-602.79 ± 0.23kcal/molCcbProsen and Rossini, 1945Corresponding «DELTA»fliquid = 21.64 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Quantity Value Units Method Reference Comment
liquid47.562cal/mol*KN/AScott, Meyers, et al., 1945At vapor pressure of 2105 Torr.; DH

Constant pressure heat capacity of liquid

Cp,liquid (cal/mol*K) Temperature (K) Reference Comment
29.553298.15Scott, Meyers, et al., 1945T = 15 to 303 K.; DH

Phase change data

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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
Tboil268.6 ± 0.3KAVGN/AAverage of 11 out of 12 values; Individual data points
Quantity Value Units Method Reference Comment
Tfus164.3 ± 0.2KAVGN/AAverage of 7 values; Individual data points
Quantity Value Units Method Reference Comment
Ttriple164.24KN/AScott, Meyers, et al., 1945Uncertainty assigned by TRC = 0.02 K; TRC
Quantity Value Units Method Reference Comment
Tc425. ± 1.KN/ATsonopoulos and Ambrose, 1996 
Tc425.KN/AMajer and Svoboda, 1985 
Quantity Value Units Method Reference Comment
Pc42.6 ± 0.99atmN/ATsonopoulos and Ambrose, 1996 
Quantity Value Units Method Reference Comment
Vc0.221l/molN/ATsonopoulos and Ambrose, 1996 
Quantity Value Units Method Reference Comment
rhoc4.53 ± 0.10mol/lN/ATsonopoulos and Ambrose, 1996 
Quantity Value Units Method Reference Comment
Deltavap5.131kcal/molN/AMajer and Svoboda, 1985 
Deltavap5.04kcal/molN/AReid, 1972See also Prosen and Rossini, 1945, 2.; AC

Enthalpy of vaporization

DeltavapH (kcal/mol) Temperature (K) Method Reference Comment
5.370268.7N/AMajer and Svoboda, 1985 
0.01946273.15N/AScott, Meyers, et al., 1945P = 119.95 kPa; DH
5.5285.AStephenson and Malanowski, 1987Based on data from 270. - 318. K.; AC
6.14203.AStephenson and Malanowski, 1987Based on data from 193. - 213. K.; AC
5.64261.AStephenson and Malanowski, 1987Based on data from 213. - 276. K.; AC
5.35330.AStephenson and Malanowski, 1987Based on data from 315. - 382. K.; AC
5.47395.AStephenson and Malanowski, 1987Based on data from 380. - 425. K.; AC
5.66256.N/ABoublik, Fried, et al., 1984Based on data from 198. - 271. K. See also Heisig, 1933.; AC
5.90235.N/AVaughan, 1932Based on data from 191. - 249. K. See also Boublik, Fried, et al., 1984.; AC

Enthalpy of vaporization

ΔvapH = A exp(-βTr) (1 − Tr)β
    ΔvapH = Enthalpy of vaporization (at saturation pressure) (kcal/mol)
    Tr = reduced temperature (T / Tc)

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Temperature (K) A (kcal/mol) beta Tc (K) Reference Comment
247. - 296.8.3290.2687425.Majer and Svoboda, 1985 

Entropy of vaporization

DeltavapS (cal/mol*K) Temperature (K) Reference Comment
67.075273.15Scott, Meyers, et al., 1945P; DH

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
197.7 - 271.73.99227941.662-32.753Heisig, 1933Coefficents calculated by NIST from author's data.

Enthalpy of fusion

DeltafusH (kcal/mol) Temperature (K) Reference Comment
1.9082164.24Scott, Meyers, et al., 1945DH
1.91164.2Acree, 1991AC

Entropy of fusion

DeltafusS (cal/mol*K) Temperature (K) Reference Comment
11.62164.24Scott, Meyers, et al., 1945DH

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:


Reaction thermochemistry data

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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
B - John E. Bartmess
RCD - Robert C. Dunbar

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.

Individual Reactions

1,3-Butadiene + 2Hydrogen = Butane

By formula: C4H6 + 2H2 = C4H10

Quantity Value Units Method Reference Comment
Deltar-56.57 ± 0.10kcal/molChydKistiakowsky, Ruhoff, et al., 1936gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -57.1 ± 0.1 kcal/mol; At 355 °K; ALS

C4H5- + Hydrogen cation = 1,3-Butadiene

By formula: C4H5- + H+ = C4H6

Quantity Value Units Method Reference Comment
Deltar399.5 ± 3.1kcal/molG+TSDevisser, Dekoning, et al., 1995gas phase; B
Quantity Value Units Method Reference Comment
Deltar391.3 ± 3.0kcal/molIMRBDevisser, Dekoning, et al., 1995gas phase; B

Sodium ion (1+) + 1,3-Butadiene = (Sodium ion (1+) bullet 1,3-Butadiene)

By formula: Na+ + C4H6 = (Na+ bullet C4H6)

Free energy of reaction

DeltarG° (kcal/mol) T (K) Method Reference Comment
10.3298.IMREMcMahon and Ohanessian, 2000Anchor alanine=39.89; RCD

(CAS Reg. No. 88032-19-3 bullet 42949672951,3-Butadiene) + 1,3-Butadiene = CAS Reg. No. 88032-19-3

By formula: (CAS Reg. No. 88032-19-3 bullet 4294967295C4H6) + C4H6 = CAS Reg. No. 88032-19-3

Quantity Value Units Method Reference Comment
Deltar14.7 ± 2.1kcal/molN/ADePuy, Gronert, et al., 1989gas phase; B

1,3-Isobenzofurandione, 3a,4,7,7a-tetrahydro- = 1,3-Butadiene + Maleic anhydride

By formula: C8H8O3 = C4H6 + C4H2O3

Quantity Value Units Method Reference Comment
Deltar67.79 ± 0.23kcal/molCmGhitau, Ciopec, et al., 1983solid phase; At 65 to 90°C; ALS

1,3-Butadiene + Sulfur dioxide = 2,3-Dihydrothiophene 1,1-dioxide

By formula: C4H6 + O2S = C4H6O2S

Quantity Value Units Method Reference Comment
Deltar-17.9kcal/molEqkMackle and McNally, 1969gas phase; ALS

1,3-Butadiene + Maleic anhydride = 1,3-Isobenzofurandione, 3a,4,7,7a-tetrahydro-

By formula: C4H6 + C4H2O3 = C8H8O3

Quantity Value Units Method Reference Comment
Deltar-67.788kcal/molCmGhitau, Ciopec, et al., 1983liquid phase; ALS

1,3-Butadiene + Sulfur dioxide = 2,5-Dihydrothiophene sulfone

By formula: C4H6 + O2S = C4H6O2S

Quantity Value Units Method Reference Comment
Deltar-16.5kcal/molEqkMackle and McNally, 1969gas phase; ALS

1,2-Butadiene = 1,3-Butadiene

By formula: C4H6 = C4H6

Quantity Value Units Method Reference Comment
Deltar12.78 ± 0.16kcal/molCcbProsen, Maron, et al., 1949gas phase; ALS

Gold ion (1+) + 1,3-Butadiene = (Gold ion (1+) bullet 1,3-Butadiene)

By formula: Au+ + C4H6 = (Au+ bullet C4H6)

Quantity Value Units Method Reference Comment
Deltar>75.kcal/molIMRBSchroeder, Hrusak, et al., 1995RCD

IR Spectrum

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Data compiled by: Coblentz Society, Inc.

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Data compiled by: Pamela M. Chu, Franklin R. Guenther, George C. Rhoderick, and Walter J. Lafferty


Mass spectrum (electron ionization)

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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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Mass spectrum
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Additional Data

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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.
NIST MS number 18901

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Vibrational and/or electronic energy levels

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: Takehiko Shimanouchi

Symmetry:   C2h     Symmetry Number sigma = 2


 Sym.   No   Approximate   Selected Freq.  Infrared   Raman   Comments 
 Species   type of mode   Value   Rating   Value  Phase  Value  Phase

ag 1 CH2 a-str 3087  D  ia 3087 M sln.
ag 2 CH str 3003  D  ia 3003 M sln.
ag 3 CH2 s-str 2992  D  ia 2992 S sln.
ag 4 C=C str 1630  D  ia 1630 VS sln.
ag 5 CH2 scis 1438  D  ia 1438 S sln.
ag 6 CH bend 1280  D  ia 1280 S sln.
ag 7 C-C str 1196  D  ia 1196 S sln.
ag 8 CH2 rock 894  D  ia 894 W sln.
ag 9 CCC deform 512  D  ia 512 S sln.
au 10 CH bend 1013  B 1013.4 VS  ia
au 11 CH2 wag 908  B 907.8 VS  ia
au 12 CH2 twist 522  B 522.2 M  ia
au 13 C-C torsion 162  B 162.3 VW  ia
bg 14 CH bend 976  D  ia 976 W sln.
bg 15 CH2 wag 912  D  ia 912 S sln.
bg 16 CH2 twist 770  D  ia 770 VW sln.
bu 17 CH2 a-str 3101  B 3100.6 S  ia
bu 18 CH str 3055  B 3054.9 S  ia
bu 19 CH2 s-str 2984  B 2984.3 S  ia
bu 20 C=C str 1596  B 1596.0 S  ia
bu 21 CH2 scis 1381  B 1380.7 W  ia
bu 22 CH bend 1294  B 1294.3 W  ia
bu 23 CH2 rock 990  B 989.7 M  ia
bu 24 CCC deform 301  B 300.6 VW  ia

Source: Shimanouchi, 1972

Notes

VSVery strong
SStrong
MMedium
WWeak
VWVery weak
iaInactive
B1~3 cm-1 uncertainty
D6~15 cm-1 uncertainty

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), Vibrational and/or electronic energy levels, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Prosen, Maron, et al., 1951
Prosen, E.J.; Maron, F.W.; Rossini, F.D., Heats of combustion, formation, and insomerization of ten C4 hydrocarbons, J. Res. NBS, 1951, 46, 106-112. [all data]

Prosen and Rossini, 1945
Prosen, E.J.; Rossini, F.D., Heats of formation and combustion of 1,3-butadiene and styrene, J. Res. NBS, 1945, 34, 59-63. [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]

Sverdlov L.M., 1962
Sverdlov L.M., Calculation of thermodynamic functions of gaseous 1,3-butadiene from spectroscopic data, Zh. Fiz. Khim., 1962, 36, 2765-2767. [all data]

Compton D.A.C., 1976
Compton D.A.C., Conformations of conjugated hydrocarbons. Part 1. A spectroscopic and thermodynamic study of buta-1,3-diene and 2-methylbuta-1,3-diene, J. Chem. Soc. Perkin Trans. 2, 1976, 1666-1671. [all data]

Aston J.D., 1946
Aston J.D., Thermodynamic properties of gaseous 1,3-butadiene and normal butenes above 25 C. Equilibria in the system 1,3-butadiene, n-butenes, and n-butane, J. Chem. Phys., 1946, 14, 67-79. [all data]

Godnev I., 1947
Godnev I., Thermodynamic functions of divinyl and equilibrium constant of formation of divinyl from alcohol, Zh. Fiz. Khim., 1947, 21, 799-809. [all data]

Scott, Meyers, et al., 1945
Scott, R.B.; Meyers, C.H.; Rands, R.D., Jr.; Brickwedde, F.G.; Bekkedahl, N., Thermodynamic properties of 1,3-butadiene in the solid, liquid, and vapor states, J. Res. NBS, 1945, 35, 39-85. [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]

Majer and Svoboda, 1985
Majer, V.; Svoboda, V., Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [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]

Prosen and Rossini, 1945, 2
Prosen, E.J.; Rossini, F.D., Heats of formation and combustion of 1,3-butadiene and styrene, J. RES. NATL. BUR. STAN., 1945, 34, 1, 59-17, https://doi.org/10.6028/jres.034.031 . [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]

Boublik, Fried, et al., 1984
Boublik, T.; Fried, V.; Hala, E., The Vapour Pressures of Pure Substances: Selected Values of the Temperature Dependence of the Vapour Pressures of Some Pure Substances in the Normal and Low Pressure Region, 2nd ed., Elsevier, New York, 1984, 972. [all data]

Heisig, 1933
Heisig, G.B., Action of Radon on Some Unsaturated Hydrocarbons. III. Vinylacetylene and Butadiene, J. Am. Chem. Soc., 1933, 55, 6, 2304-2311, https://doi.org/10.1021/ja01333a015 . [all data]

Vaughan, 1932
Vaughan, William E., THE HOMOGENEOUS THERMAL POLYMERIZATION OF 1,3-BUTADIENE, J. Am. Chem. Soc., 1932, 54, 10, 3863-3876, https://doi.org/10.1021/ja01349a008 . [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]

Kistiakowsky, Ruhoff, et al., 1936
Kistiakowsky, G.B.; Ruhoff, J.R.; Smith, H.A.; Vaughan, W.E., Heats of organic reactions. IV. Hydrogenation of some dienes and of benzene, J. Am. Chem. Soc., 1936, 58, 146-153. [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]

Devisser, Dekoning, et al., 1995
Devisser, S.P.; Dekoning, L.J.; Vanderhart, W.J.; Nibbering, N.M.M., Chemical properties of butadienyl anions in the gas-phase, Recl. Trav. Chim. Pays-Bas, 1995, 114, 6, 267, https://doi.org/10.1002/recl.19951140603 . [all data]

McMahon and Ohanessian, 2000
McMahon, T.B.; Ohanessian, G., An Experimental and Ab Initio Study of the Nature of the Binding in Gas-Phase Complexes of Sodium Ions, Chem. Eur. J., 2000, 6, 16, 2931, https://doi.org/10.1002/1521-3765(20000818)6:16<2931::AID-CHEM2931>3.0.CO;2-7 . [all data]

DePuy, Gronert, et al., 1989
DePuy, C.H.; Gronert, S.; Barlow, S.E.; Bierbaum, V.M.; Damrauer, R., The Gas Phase Acidities of the Alkanes, J. Am. Chem. Soc., 1989, 111, 6, 1968, https://doi.org/10.1021/ja00188a003 . [all data]

Ghitau, Ciopec, et al., 1983
Ghitau, M.; Ciopec, M.; Pintea, O., Study on Diels-Alder reaction for the synthesis of tetrahydrophthalic anhydride, Rev. Chim. (Bucharest), 1983, 34, 299-305. [all data]

Mackle and McNally, 1969
Mackle, H.; McNally, D.V., Studies in the thermochemistry of sulphones. Part 9 - Thermochemistry of the butadiene and isoprene sulphones, Trans. Faraday Soc., 1969, 65, 1738-1741. [all data]

Prosen, Maron, et al., 1949
Prosen, E.J.; Maron, F.W.; Rossini, F.D., Heat of isomerization of the two butadienes, J. Res. NBS, 1949, 42, 269-275. [all data]

Schroeder, Hrusak, et al., 1995
Schroeder, D.; Hrusak, J.; Hertwig, R.H.; Koch, W.; Schwerdtfeger, P.; Schwarz, H., Experimental and Theoretical Studies of Gold(I) Complexes Au(L)+ (L=H2O, CO, NH3, C2H4, C3H6, C4H6, C6H6, C6F6), Organometallics, 1995, 14, 1, 312, https://doi.org/10.1021/om00001a045 . [all data]

Shimanouchi, 1972
Shimanouchi, T., Tables of Molecular Vibrational Frequencies Consolidated Volume I, National Bureau of Standards, 1972, 1-160. [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), Vibrational and/or electronic energy levels, References