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Hydrogen

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Reaction thermochemistry data

Go To: Top, 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
MS - José A. Martinho Simões

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.

Reactions 251 to 300

2Hydrogen + Bicyclo[4.2.0]octa-2,4-diene = Bicyclo[4.2.0]octane

By formula: 2H2 + C8H10 = C8H14

Quantity Value Units Method Reference Comment
Deltar-216.0 ± 0.4kJ/molChydTurner, Goebel, et al., 1968liquid phase; solvent: Acetic acid; ALS

Hydrogen + 1,2-Dimethyl cyclopropene = 1,2-Dimethylcyclopropane

By formula: H2 + C5H8 = C5H10

Quantity Value Units Method Reference Comment
Deltar-181. ± 4.2kJ/molChydTurner, Goebel, et al., 1968liquid phase; solvent: Acetic acid; ALS

Hydrogen + trans-Cyclononene = Cyclononane

By formula: H2 + C9H16 = C9H18

Quantity Value Units Method Reference Comment
Deltar-110.8 ± 0.59kJ/molChydTurner and Meador, 1957liquid phase; solvent: Acetic acid; ALS

2Hydrogen + 1,3-Cyclopentadiene, 5,5-dimethyl- = Cyclopentane, 1,1-dimethyl-

By formula: 2H2 + C7H10 = C7H14

Quantity Value Units Method Reference Comment
Deltar-225. ± 0.4kJ/molChydRoth, Klarner, et al., 1980liquid phase; solvent: Cyclohexane; ALS

Hydrogen + 5,5-Dimethylbicyclo[2.2.0]pentane = Cyclopentane, 1,1-dimethyl-

By formula: H2 + C7H12 = C7H14

Quantity Value Units Method Reference Comment
Deltar-230. ± 0.4kJ/molChydRoth, Klarner, et al., 1980liquid phase; solvent: Cyclohexane; ALS

2Hydrogen + cis-1,3-hexadiene = n-Hexane

By formula: 2H2 + C6H10 = C6H14

Quantity Value Units Method Reference Comment
Deltar-226. ± 1.kJ/molChydFang and Rogers, 1992liquid phase; solvent: Cyclohexane; ALS

2Hydrogen + (E)-1,3-Hexadiene = n-Hexane

By formula: 2H2 + C6H10 = C6H14

Quantity Value Units Method Reference Comment
Deltar-221. ± 1.kJ/molChydFang and Rogers, 1992liquid phase; solvent: Cyclohexane; ALS

Hydrogen + Cholest-6-ene = Cholestane

By formula: H2 + C27H46 = C27H48

Quantity Value Units Method Reference Comment
Deltar-114.5 ± 0.4kJ/molChydTurner, Meador, et al., 1957liquid phase; solvent: Acetic acid; ALS

3Hydrogen + Dodecahydrotripyrrolo[1,2-a:1',2'-c:1",2"-e][1,3,5]triazine = 3Pyrrolidine

By formula: 3H2 + C12H21N3 = 3C4H9N

Quantity Value Units Method Reference Comment
Deltar-105. ± 0.4kJ/molChydWiberg, Nakaji, et al., 1993liquid phase; solvent: Acetic acid; ALS

3Hydrogen + 2,4,6-Cycloheptatrien-1-one = Cycloheptanone

By formula: 3H2 + C7H6O = C7H12O

Quantity Value Units Method Reference Comment
Deltar-282.8 ± 1.3kJ/molChydTurner, Meador, et al., 1957, 2liquid phase; solvent: Acetic acid; ALS

4Hydrogen + 1,3,5,7-Cyclooctatetraene = Cyclooctane

By formula: 4H2 + C8H8 = C8H16

Quantity Value Units Method Reference Comment
Deltar-409.9 ± 0.2kJ/molChydTurner, Meador, et al., 1957, 2liquid phase; solvent: Acetic acid; ALS

2Hydrogen + Bicyclo[2.2.2]octa-2,5-diene = Bicyclo[2.2.2]octane

By formula: 2H2 + C8H10 = C8H14

Quantity Value Units Method Reference Comment
Deltar-235.2 ± 0.42kJ/molChydTurner, Meador, et al., 1957, 3liquid phase; solvent: Acetic acid; ALS

3Hydrogen + C9H12 = Cyclononane

By formula: 3H2 + C9H12 = C9H18

Quantity Value Units Method Reference Comment
Deltar-321.7 ± 0.2kJ/molChydRoth, Bang, et al., 1964liquid phase; solvent: Acetic acid; ALS

2Hydrogen + 2,4-Hexadiene, 3,4-dimethyl-, (E,Z)- = Hexane, 3,4-dimethyl-

By formula: 2H2 + C8H14 = C8H18

Quantity Value Units Method Reference Comment
Deltar-218.4 ± 0.63kJ/molChydRoth, Lennartz, et al., 1988liquid phase; solvent: Isooctane; ALS

2Hydrogen + 2,4-Hexadiene, 3,4-dimethyl-, (Z,Z)- = Hexane, 3,4-dimethyl-

By formula: 2H2 + C8H14 = C8H18

Quantity Value Units Method Reference Comment
Deltar-213.6 ± 0.8kJ/molChydRoth, Lennartz, et al., 1988liquid phase; solvent: Isooctane; ALS

2Hydrogen + Cyclononyne = Cyclononane

By formula: 2H2 + C9H14 = C9H18

Quantity Value Units Method Reference Comment
Deltar-259.1 ± 1.3kJ/molChydTurner, Jarrett, et al., 1973liquid phase; solvent: Acetic acid; ALS

2Hydrogen + (Z),(Z)-2,4-Hexadiene = n-Hexane

By formula: 2H2 + C6H10 = C6H14

Quantity Value Units Method Reference Comment
Deltar-219. ± 2.kJ/molChydFang and Rogers, 1992liquid phase; solvent: Cyclohexane; ALS

Hydrogen + Cyclopentane, 2-propenyl- = Cyclopentane, propyl-

By formula: H2 + C8H14 = C8H16

Quantity Value Units Method Reference Comment
Deltar-129. ± 2.kJ/molChydRogers and McLafferty, 1971liquid phase; solvent: Hydrocarbon; ALS

Hydrogen + Vinylcyclopentane = Cyclopentane, ethyl-

By formula: H2 + C7H12 = C7H14

Quantity Value Units Method Reference Comment
Deltar-119. ± 0.8kJ/molChydRogers and McLafferty, 1971liquid phase; solvent: Hydrocarbon; ALS

4Hydrogen + 1,8-Cyclotetradecadiyne = Cyclotetradecane

By formula: 4H2 + C14H20 = C14H28

Quantity Value Units Method Reference Comment
Deltar-524.7 ± 0.59kJ/molChydTurner, Jarrett, et al., 1973liquid phase; solvent: Acetic acid; ALS

Hydrogen + Cyclohexene, 4,4-dimethyl- = Cyclohexane, 1,1-dimethyl-

By formula: H2 + C8H14 = C8H16

Quantity Value Units Method Reference Comment
Deltar-111.4 ± 0.50kJ/molChydTurner, Jarrett, et al., 1973liquid phase; solvent: Acetic acid; ALS

(Z)-2,5-Dimethylhex-3-ene + Hydrogen = Hexane, 2,5-dimethyl-

By formula: C8H16 + H2 = C8H18

Quantity Value Units Method Reference Comment
Deltar-120.0 ± 0.08kJ/molChydTurner, Jarrett, et al., 1973liquid phase; solvent: Acetic acid; ALS

Hydrogen + cis-2,2,7,7-Tetramethyl-4-octene = 2,2,7,7-Tetramethyloctane

By formula: H2 + C12H24 = C12H26

Quantity Value Units Method Reference Comment
Deltar-112.5 ± 0.3kJ/molChydTurner, Jarrett, et al., 1973liquid phase; solvent: Acetic acid; ALS

Hydrogen + trans-2,2,7,7-Tetramethyl-4-octene = 2,2,7,7-Tetramethyloctane

By formula: H2 + C12H24 = C12H26

Quantity Value Units Method Reference Comment
Deltar-109.0 ± 0.63kJ/molChydTurner, Jarrett, et al., 1973liquid phase; solvent: Acetic acid; ALS

Hydrogen + cis-Cyclononene = Cyclononane

By formula: H2 + C9H16 = C9H18

Quantity Value Units Method Reference Comment
Deltar-98.8 ± 0.3kJ/molChydTurner and Meador, 1957liquid phase; solvent: Acetic acid; ALS

Hydrogen + Cyclodecene, (Z)- = Cyclodecane

By formula: H2 + C10H18 = C10H20

Quantity Value Units Method Reference Comment
Deltar-86.5 ± 0.3kJ/molChydTurner and Meador, 1957liquid phase; solvent: Acetic acid; ALS

Hydrogen + Cyclodecene, (E)- = Cyclodecane

By formula: H2 + C10H18 = C10H20

Quantity Value Units Method Reference Comment
Deltar-100. ± 4.kJ/molChydTurner and Meador, 1957liquid phase; solvent: Acetic acid; ALS

2Hydrogen + 1,4-Hexadiene, (Z)- = n-Hexane

By formula: 2H2 + C6H10 = C6H14

Quantity Value Units Method Reference Comment
Deltar-244. ± 2.kJ/molChydFang and Rogers, 1992liquid phase; solvent: Cyclohexane; ALS

2Hydrogen + trans-1,4-Hexadiene = n-Hexane

By formula: 2H2 + C6H10 = C6H14

Quantity Value Units Method Reference Comment
Deltar-241. ± 2.kJ/molChydFang and Rogers, 1992liquid phase; solvent: Cyclohexane; ALS

2Hydrogen + 2,4-Hexadiene, (E,Z)- = n-Hexane

By formula: 2H2 + C6H10 = C6H14

Quantity Value Units Method Reference Comment
Deltar-215. ± 2.kJ/molChydFang and Rogers, 1992liquid phase; solvent: Cyclohexane; ALS

2Hydrogen + 2,4-Hexadiene, (E,E)- = n-Hexane

By formula: 2H2 + C6H10 = C6H14

Quantity Value Units Method Reference Comment
Deltar-211. ± 2.kJ/molChydFang and Rogers, 1992liquid phase; solvent: Cyclohexane; ALS

Hydrogen + Cholest-5-ene = Cholestane

By formula: H2 + C27H46 = C27H48

Quantity Value Units Method Reference Comment
Deltar-108.2 ± 0.54kJ/molChydTurner, Meador, et al., 1957liquid phase; solvent: Acetic acid; ALS

3Hydrogen + Dodecahydro-1H,6H,11H-tripyrido[1,2-a:1',2'-c:1",2"-e][1,3,5]triazine = 3Piperidine

By formula: 3H2 + C15H27N3 = 3C5H11N

Quantity Value Units Method Reference Comment
Deltar-126. ± 2.kJ/molChydWiberg, Nakaji, et al., 1993liquid phase; solvent: Acetic acid; ALS

3Hydrogen + 3-Decen-1-yne, (Z)- = Decane

By formula: 3H2 + C10H16 = C10H22

Quantity Value Units Method Reference Comment
Deltar-400. ± 2.kJ/molChydSkinner and Snelson, 1959liquid phase; solvent: Acetic acid; ALS

Hydrogen + Bicyclo[2.2.2]oct-2-ene = Bicyclo[2.2.2]octane

By formula: H2 + C8H12 = C8H14

Quantity Value Units Method Reference Comment
Deltar-118.2 ± 0.84kJ/molChydTurner, Meador, et al., 1957, 3liquid phase; solvent: Acetic acid; ALS

2Hydrogen + trans-1-propenyl-cyclopropane = n-Hexane

By formula: 2H2 + C6H10 = C6H14

Quantity Value Units Method Reference Comment
Deltar-264. ± 0.8kJ/molChydRoth, Kirmse, et al., 1982liquid phase; solvent: Isooctane; ALS

2Hydrogen + 1,1-Difluoro-2-(trans-1-propenyl)cyclopropane = C6H12F2

By formula: 2H2 + C6H8F2 = C6H12F2

Quantity Value Units Method Reference Comment
Deltar-321. ± 1.kJ/molChydRoth, Kirmse, et al., 1982liquid phase; solvent: Isooctane; ALS

2Hydrogen + cis-1,1-Difluoro-2-methyl-3-vinylcyclopropane = C6H12F2

By formula: 2H2 + C6H8F2 = C6H12F2

Quantity Value Units Method Reference Comment
Deltar-320. ± 0.4kJ/molChydRoth, Kirmse, et al., 1982liquid phase; solvent: Isooctane; ALS

Hydrogen + 4,4-Difluorocyclopentene = Cyclopentane, 1,1-difluoro

By formula: H2 + C5H6F2 = C5H8F2

Quantity Value Units Method Reference Comment
Deltar-121. ± 0.4kJ/molChydRoth, Kirmse, et al., 1982liquid phase; solvent: Isooctane; ALS

2Hydrogen + Cycloundecyne = Cycloundecane

By formula: 2H2 + C11H18 = C11H22

Quantity Value Units Method Reference Comment
Deltar-239.3 ± 0.84kJ/molChydTurner, Jarrett, et al., 1973liquid phase; solvent: Acetic acid; ALS

Hydrogen + Bicyclo(3.2.1)oct-2-ene = Bicyclo[3.2.1]octane

By formula: H2 + C8H12 = C8H14

Quantity Value Units Method Reference Comment
Deltar-112.3 ± 0.46kJ/molChydTurner, Jarrett, et al., 1973liquid phase; solvent: Acetic acid; ALS

2Hydrogen + Anti-tricyclo[3.2.0.0(2,4)]hept-6-ene = Bicyclo[3.2.0]heptane

By formula: 2H2 + C7H8 = C7H12

Quantity Value Units Method Reference Comment
Deltar-381. ± 0.4kJ/molChydRoth, Klaerner, et al., 1983liquid phase; solvent: Isooctane; ALS

Hydrogen + Cyclohexane, ethenyl- = Cyclohexane, ethyl-

By formula: H2 + C8H14 = C8H16

Quantity Value Units Method Reference Comment
Deltar-117. ± 3.kJ/molChydRogers and McLafferty, 1971liquid phase; solvent: Hydrocarbon; ALS

Hydrogen + Benzene, (2-methyl-2-propenyl)- = Benzene, (2-methylpropyl)-

By formula: H2 + C10H12 = C10H14

Quantity Value Units Method Reference Comment
Deltar-119. ± 0.8kJ/molChydRogers and McLafferty, 1971liquid phase; solvent: Hydrocarbon; ALS

Hydrogen + 2Methane, iodo- = 2Methane + Iodine

By formula: H2 + 2CH3I = 2CH4 + I2

Quantity Value Units Method Reference Comment
Deltar-126. ± 3.kJ/molChydCarson, Carter, et al., 1961liquid phase; solvent: Ether; ALS

3Hydrogen + 3-Decen-1-yne, (E)- = Decane

By formula: 3H2 + C10H16 = C10H22

Quantity Value Units Method Reference Comment
Deltar-401.3 ± 0.8kJ/molChydSkinner and Snelson, 1959liquid phase; solvent: Acetic acid; ALS

Hydrogen + Tricyclo[4.3.2.0(1,6)undeca-3-ene = 3a,7a-Ethano-1H-indene, hexahydro-

By formula: H2 + C11H16 = C11H18

Quantity Value Units Method Reference Comment
Deltar-105. ± 0.4kJ/molChydRoth, Klarner, et al., 1992liquid phase; solvent: Isooctane; ALS

4Hydrogen + 1,5-Cyclooctadiyne = Cyclooctane

By formula: 4H2 + C8H8 = C8H16

Quantity Value Units Method Reference Comment
Deltar640. ± 1.kJ/molChydRoth, Hopf, et al., 1994liquid phase; solvent: Isooctane; ALS

4Hydrogen + (Z)-3,5-Hexadien-1-yne = n-Hexane

By formula: 4H2 + C6H6 = C6H14

Quantity Value Units Method Reference Comment
Deltar-522. ± 2.kJ/molChydRoth, Hopf, et al., 1994liquid phase; solvent: Isooctane; ALS

C20H32Zr (solution) + Iodine (solution) = C20H30I2Zr (solution) + Hydrogen (g)

By formula: C20H32Zr (solution) + I2 (solution) = C20H30I2Zr (solution) + H2 (g)

Quantity Value Units Method Reference Comment
Deltar-309.2 ± 3.3kJ/molRSCSchock and Marks, 1988solvent: Toluene; MS

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.

Turner, Goebel, et al., 1968
Turner, R.B.; Goebel, P.; Mallon, B.J.; Doering, W.E.; Coburn, J.F., Jr.; Pomerantz, M., Heats of hydrogenation. VIII. Compounds with three- and four-membered rings, J. Am. Chem. Soc., 1968, 90, 4315-4322. [all data]

Turner and Meador, 1957
Turner, R.B.; Meador, W.R., Heats of hydrogenation. IV. Hydrogenation of some cis- and trans-cycloolefins, J. Am. Chem. Soc., 1957, 79, 4133-4136. [all data]

Roth, Klarner, et al., 1980
Roth, W.R.; Klarner, F.-G.; Lennartz, H.-W., Heats of hydrogenation. II. Heat of hydrogenation of bicyclo[2.1.0]pent-2-ene, an antiaromatic system, Chem. Ber., 1980, 113, 1806-1818. [all data]

Fang and Rogers, 1992
Fang, W.; Rogers, D.W., Enthalpy of hydrogenation of the hexadienes and cis- and trans-1,3,5-hexatriene, J. Org. Chem., 1992, 57, 2294-2297. [all data]

Turner, Meador, et al., 1957
Turner, R.B.; Meador, W.R.; Winkler, R.E., Heats of hydrogenation. II. Heats of hydrogenation and the acid-catalyzed isomerization of some unsaturated steroids, J. Am. Chem. Soc., 1957, 79, 4122-4127. [all data]

Wiberg, Nakaji, et al., 1993
Wiberg, K.B.; Nakaji, D.Y.; Morgan, K.M., Heat of hydrogenation of a cis imine. An experimental and theoretical study, J. Am. Chem. Soc., 1993, 115, 3527-3532. [all data]

Turner, Meador, et al., 1957, 2
Turner, R.B.; Meador, W.R.; Doering, W.E.; Knox, L.H.; Mayer, J.R.; Wiley, D.W., Heats of hydrogenation. III. Hydrogenation of cycllooctatetraene and of some seven-membered non-benzenoid aromatic compounds, J. Am. Chem. Soc., 1957, 79, 4127-4133. [all data]

Turner, Meador, et al., 1957, 3
Turner, R.B.; Meador, W.R.; Winkler, R.E., Heats of hydrogenation. I. Apparatus and the heats of hydrogenation of bicyclo[2,2,1]heptene, bicyclo[2,2,1]heptadiene, bicyclo[2,2,2]octene and bicyclo[2,2,2]octadiene, J. Am. Chem. Soc., 1957, 79, 4116-4121. [all data]

Roth, Bang, et al., 1964
Roth, W.R.; Bang, W.B.; Goebel, P.; Sass, R.L.; Sass, R.L.; Turner, R.B.; Yu, A.P., On the question of homoconjugation in cis,cis,cis-1,4,7-cyclononatriene, J. Am. Chem. Soc., 1964, 86, 3178-3179. [all data]

Roth, Lennartz, et al., 1988
Roth, W.R.; Lennartz, H-W.; Doering, W.v.E.; Dolbier, W.R., Jr.; Schmidhauser, J.C., Thermochemistry of the "orthogonal" butadienes (Z,Z)-3,4-dimethylhexa-2,4-diene and 2,3-di-tert-butylbuta-1,3-diene, J. Am. Chem. Soc., 1988, 110, 1883-1889. [all data]

Turner, Jarrett, et al., 1973
Turner, R.B.; Jarrett, A.D.; Goebel, P.; Mallon, B.J., Heats of hydrogenation. 9. Cyclic acetylenes and some miscellaneous olefins, J. Am. Chem. Soc., 1973, 95, 790-792. [all data]

Rogers and McLafferty, 1971
Rogers, D.W.; McLafferty, F.J., A new hydrogen calorimeter. Heats of hydrogenation of allyl and vinyl unsaturation adjacent to a ring, Tetrahedron, 1971, 27, 3765-3775. [all data]

Skinner and Snelson, 1959
Skinner, H.A.; Snelson, A., Heats of hydrogenation Part 3., Trans. Faraday Soc., 1959, 55, 405-407. [all data]

Roth, Kirmse, et al., 1982
Roth, W.R.; Kirmse, W.; Hoffmann, W.; Lennartz, H.W., Heats of hydrogenation. III. Effect of fluoro substituents on the thermal rearrangement of cyclopropane systems, Chem. Ber., 1982, 115, 2508-2515. [all data]

Roth, Klaerner, et al., 1983
Roth, W.R.; Klaerner, F.G.; Gerit, F.; Grimme, W.; Koeser, H.G.; Busch, R.; Muskulus, B.; Breuckmann, R.; Scholz, B.P.; Lennartz, H.W., Stereochemistry of the bicyclo[2.1.0]pentane ring opening: thermolysis of tricyclo[3.2.0.0(,)]heptane derivatives, Chem. Ber., 1983, 116, 2717-2737. [all data]

Carson, Carter, et al., 1961
Carson, A.S.; Carter, W.; Pedley, J.B., The thermochemistry of reductions caused by lithium aluminium hydride I. The C-I bond dissociation energy in CH3I, Proc. Roy. Soc. London A, 1961, 260, 550-557. [all data]

Roth, Klarner, et al., 1992
Roth, W.R.; Klarner, F.-G.; Siepert, G.; Lennartz, H.-W., Zur Frage der Homoaromatizitat von Norcaradien und Cycloheptatrien, Chem. Ber., 1992, 125, 217-224. [all data]

Roth, Hopf, et al., 1994
Roth, W.R.; Hopf, H.; Horn, C., Propargyl-Stabilisierungsenergie, Chem. Ber., 1994, 127, 1781-1795. [all data]

Schock and Marks, 1988
Schock, L.E.; Marks, T.J., J. Am. Chem. Soc., 1988, 110, 7701. [all data]


Notes

Go To: Top, Reaction thermochemistry data, References