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Allene

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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:
B - John E. Bartmess
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
RCD - Robert C. Dunbar

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Individual Reactions

C3H3- + Hydrogen cation = Allene

By formula: C3H3- + H+ = C3H4

Quantity Value Units Method Reference Comment
Deltar380.0 ± 2.0kcal/molD-EARobinson, Polak, et al., 1995gas phase; Neutral acid: allene. Propyne would be 1.0 kcal/mol less acidic.; B
Deltar381.4 ± 3.1kcal/molG+TSRobinson, Polak, et al., 1995gas phase; Relative to MeOH at 375.0; kinetic scheme factors in isomerization; B
Deltar380.6 ± 2.1kcal/molD-EAOakes and Ellison, 1983gas phase; Neutral acid: allene. Propyne would be 1.0 kcal/mol less acidic.; B
Quantity Value Units Method Reference Comment
Deltar372.8 ± 3.0kcal/molIMRERobinson, Polak, et al., 1995gas phase; Relative to MeOH at 375.0; kinetic scheme factors in isomerization; B
Deltar372.0 ± 2.2kcal/molH-TSOakes and Ellison, 1983gas phase; Neutral acid: allene. Propyne would be 1.0 kcal/mol less acidic.; B

2Hydrogen + Allene = Propane

By formula: 2H2 + C3H4 = C3H8

Quantity Value Units Method Reference Comment
Deltar-70.54 ± 0.25kcal/molChydKistiakowsky, Ruhoff, et al., 1936gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -71.28 ± 0.20 kcal/mol; At 355 °K; ALS

(CAS Reg. No. 86046-90-4 bullet 4294967295Allene) + Allene = CAS Reg. No. 86046-90-4

By formula: (CAS Reg. No. 86046-90-4 bullet 4294967295C3H4) + C3H4 = CAS Reg. No. 86046-90-4

Quantity Value Units Method Reference Comment
Deltar14.8 ± 3.7kcal/molTherBartmess and Burnham, 1984gas phase; value altered from reference due to change in acidity scale; B

(CAS Reg. No. 83268-51-3 bullet 4294967295Allene) + Allene = CAS Reg. No. 83268-51-3

By formula: (CAS Reg. No. 83268-51-3 bullet 4294967295C3H4) + C3H4 = CAS Reg. No. 83268-51-3

Quantity Value Units Method Reference Comment
Deltar25.4 ± 2.4kcal/molN/ABartmess and Burnham, 1984gas phase; value altered from reference due to change in acidity scale; B

(CAS Reg. No. 1724-46-5 bullet 4294967295Allene) + Allene = CAS Reg. No. 1724-46-5

By formula: (CAS Reg. No. 1724-46-5 bullet 4294967295C3H4) + C3H4 = CAS Reg. No. 1724-46-5

Quantity Value Units Method Reference Comment
Deltar50.2 ± 2.2kcal/molN/ABartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale; B

Allene = Propyne

By formula: C3H4 = C3H4

Quantity Value Units Method Reference Comment
Deltar-0.90 ± 0.50kcal/molCmCordes and Gunzler, 1959gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -0.81 kcal/mol; ALS

(CAS Reg. No. 86046-88-0 bullet 4294967295Allene) + Allene = CAS Reg. No. 86046-88-0

By formula: (CAS Reg. No. 86046-88-0 bullet 4294967295C3H4) + C3H4 = CAS Reg. No. 86046-88-0

Quantity Value Units Method Reference Comment
Deltar26.6 ± 9.4kcal/molTherBartmess and Burnham, 1984gas phase; Between H2O, MeOH; B

Rh+ + Allene = (Rh+ bullet Allene)

By formula: Rh+ + C3H4 = (Rh+ bullet C3H4)

Enthalpy of reaction

DeltarH° (kcal/mol) T (K) Method Reference Comment
53.0 (+4.6,-0.) CIDChen and Armetrout, 1995gas phase; guided ion beam CID; M

Chromium ion (1+) + Allene = (Chromium ion (1+) bullet Allene)

By formula: Cr+ + C3H4 = (Cr+ bullet C3H4)

Quantity Value Units Method Reference Comment
Deltar42.0 ± 2.0kcal/molCIDTFisher and Armentrout, 1992propyne or allene; RCD

References

Go To: Top, Reaction thermochemistry data, Notes

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

Robinson, Polak, et al., 1995
Robinson, M.S.; Polak, M.L.; Bierbaum, V.M.; DePuy, C.H.; Lineberger, W.C., Experimental Studies of Allene, Methylacetylene, and the Propargyl Radical: Bond Dissociation Energies, Gas-Phase Acidities, and Ion-Molecule Chemistry, J. Am. Chem. Soc., 1995, 117, 25, 6766, https://doi.org/10.1021/ja00130a017 . [all data]

Oakes and Ellison, 1983
Oakes, J.M.; Ellison, B.G., Photoelectron spectroscopy of the allenyl anion CH2=C=CH-, J. Am. Chem. Soc., 1983, 105, 2969. [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]

Bartmess and Burnham, 1984
Bartmess, J.E.; Burnham, R., Effect of central substituents on the gas phase acidities of propenes, J. Org. Chem., 1984, 49, 1382. [all data]

Bartmess, Scott, et al., 1979
Bartmess, J.E.; Scott, J.A.; McIver, R.T., Jr., The gas phase acidity scale from methanol to phenol, J. Am. Chem. Soc., 1979, 101, 6047. [all data]

Cordes and Gunzler, 1959
Cordes, J.F.; Gunzler, H., Das propin/propadien-gleichgewicht, Chem. Ber., 1959, 92, 1055-1062. [all data]

Chen and Armetrout, 1995
Chen, Y.M.; Armetrout, P.B., Activation of C2H6, C3H8, and c-C3H6 by Gas-Phase Rh+ and the Thermochemistry of Rh-Ligand Complexes, J. Am. Chem. Soc., 1995, 117, 36, 9291, https://doi.org/10.1021/ja00141a022 . [all data]

Fisher and Armentrout, 1992
Fisher, E.R.; Armentrout, P.B., Activation of Alkanes by Cr+: Unique Reactivity of Ground-State Cr+(6S) and Thermochemistry of Neutral and Ionic Chromium-Carbon Bonds, J. Am. Chem. Soc., 1992, 114, 6, 2039, https://doi.org/10.1021/ja00032a017 . [all data]


Notes

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