Home Symbol which looks like a small house Up Solid circle with an upward pointer in it

Propane, 2-bromo-

Data at NIST subscription sites:

NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.


Gas phase thermochemistry data

Go To: Top, Condensed phase thermochemistry data, Reaction 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Deltafgas-22.86 ± 0.25kcal/molChydDavies, Lacher, et al., 1965Reanalyzed by Cox and Pilcher, 1970, Original value = -22.71 kcal/mol
Deltafgas-23.55 ± 0.46kcal/molEqkRozhnov and Andreevskii, 1962 
Deltafgas-23.55 ± 0.46kcal/molCcrBjellerup, 1961 

Condensed phase thermochemistry data

Go To: Top, Gas phase thermochemistry data, Reaction 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:
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
Deltafliquid-30.9kcal/molCmHolm, 1973Grignard Rx; ALS
Deltafliquid-30.85 ± 0.42kcal/molCcrBjellerup, 1961ALS
Quantity Value Units Method Reference Comment
Deltacliquid-490.42 ± 0.42kcal/molCcrBjellerup, 1961ALS

Constant pressure heat capacity of liquid

Cp,liquid (cal/mol*K) Temperature (K) Reference Comment
32.41298.15Shehatta, 1993DH
30.31209.6Kushner, Crowe, et al., 1950T = 117 to 209 K. Value is unsmoothed experimental datum.; DH
31.60298.von Reis, 1881T = 287 to 344 K.; DH

Reaction thermochemistry data

Go To: Top, Gas phase thermochemistry data, 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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias

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

Hydrogen bromide + Propene = Propane, 2-bromo-

By formula: HBr + C3H6 = C3H7Br

Quantity Value Units Method Reference Comment
Deltar-20.43kcal/molCmLacher, Kianpour, et al., 1957gas phase; ALS
Deltar-20.050kcal/molCmLacher, Lea, et al., 1950gas phase; Heat of hydrobromination at 367°K; ALS
Deltar-20.10 ± 0.14kcal/molCmLacher, Walden, et al., 1950gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -20.17 ± 0.24 kcal/mol; Heat of hydrobromination; ALS

Bromine anion + Propane, 2-bromo- = (Bromine anion bullet Propane, 2-bromo-)

By formula: Br- + C3H7Br = (Br- bullet C3H7Br)

Quantity Value Units Method Reference Comment
Deltar14.2 ± 1.0kcal/molTDAsLi, Ross, et al., 1996gas phase; B
Deltar12.20kcal/molTDAsDougherty, 1974gas phase; B,M
Quantity Value Units Method Reference Comment
Deltar19.9cal/mol*KHPMSDougherty, 1974gas phase; M
Quantity Value Units Method Reference Comment
Deltar6.30 ± 0.20kcal/molTDAsLi, Ross, et al., 1996gas phase; B
Deltar6.30kcal/molTDAsDougherty, 1974gas phase; B

Propane, 1-bromo- = Propane, 2-bromo-

By formula: C3H7Br = C3H7Br

Quantity Value Units Method Reference Comment
Deltar-2.86 ± 0.13kcal/molEqkAlenin, Rozhnov, et al., 1974liquid phase; Heat of isomerization; ALS
Deltar-2.90 ± 0.38kcal/molCisoRozhnov and Andreevskii, 1964gas phase; At 480.8 K; ALS
Deltar-2.2 ± 0.60kcal/molEqkMayo and Dolnick, 1944liquid phase; Heat of isomerization; ALS

Chlorine anion + Propane, 2-bromo- = (Chlorine anion bullet Propane, 2-bromo-)

By formula: Cl- + C3H7Br = (Cl- bullet C3H7Br)

Quantity Value Units Method Reference Comment
Deltar15.2 ± 1.0kcal/molTDAsLi, Ross, et al., 1996gas phase; B
Quantity Value Units Method Reference Comment
Deltar8.52 ± 0.20kcal/molTDAsLi, Ross, et al., 1996gas phase; B

Hydrogen + Propane, 2-bromo- = Hydrogen bromide + Propane

By formula: H2 + C3H7Br = HBr + C3H8

Quantity Value Units Method Reference Comment
Deltar-10.85 ± 0.22kcal/molChydDavies, Lacher, et al., 1965gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -10.77 kcal/mol; ALS

Lithium ion (1+) + Propane, 2-bromo- = (Lithium ion (1+) bullet Propane, 2-bromo-)

By formula: Li+ + C3H7Br = (Li+ bullet C3H7Br)

Quantity Value Units Method Reference Comment
Deltar30.5kcal/molICRStaley and Beauchamp, 1975gas phase; switching reaction(Li+)H2O, from graph; Dzidic and Kebarle, 1970 extrapolated; M

Propane, 2-bromo- = Hydrogen bromide + Propene

By formula: C3H7Br = HBr + C3H6

Quantity Value Units Method Reference Comment
Deltar19.3 ± 0.5kcal/molEqkRozhnov and Andreevskii, 1962gas phase; ALS

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Notes

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

Davies, Lacher, et al., 1965
Davies, J.; Lacher, J.R.; Park, J.D., Reaction heats of organic compounds. Part 4.-Heats of hydrogenation of n- and iso-Propyl bromides and chlorides, Trans. Faraday Soc., 1965, 61, 2413-2416. [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]

Rozhnov and Andreevskii, 1962
Rozhnov, A.M.; Andreevskii, D.N., Equilibrium in the system propene, hydrogen bromide, bromopropane, Dokl. Akad. Nauk SSSR, 1962, 147, 388-391. [all data]

Bjellerup, 1961
Bjellerup, L., On the accuracy of heat of combustion data obtained with a precision moving-bomb calorimetric method for organic bromine compounds, Acta Chem. Scand., 1961, 15, 121-140. [all data]

Holm, 1973
Holm, T., Thermochemistry of Grignard reagents. Enthalpies of formation of alkylmagnesium bromides and of alkyl bromides, J. Organomet. Chem., 1973, 56, 87-93. [all data]

Shehatta, 1993
Shehatta, I., Heat capacity at constant pressure of some halogen compounds, Thermochim. Acta, 1993, 213, 1-10. [all data]

Kushner, Crowe, et al., 1950
Kushner, L.M.; Crowe, R.W.; Smyth, C.P., The heat capacities and dielectric constants of some alkyl halides in the solid state, J. Am. Chem. Soc., 1950, 72, 1091-1098. [all data]

von Reis, 1881
von Reis, M.A., Die specifische Wärme flüssiger organischer Verbindungen und ihre Beziehung zu deren Moleculargewicht, Ann. Physik [3], 1881, 13, 447-464. [all data]

Lacher, Kianpour, et al., 1957
Lacher, J.R.; Kianpour, A.; Park, J.D., Reaction heats of organic halogen compounds. X. Vapor phase heats of hydrobromination of cyclopropane and propylene, J. Phys. Chem., 1957, 61, 1124-1125. [all data]

Lacher, Lea, et al., 1950
Lacher, J.R.; Lea, K.R.; Walden, C.H.; Olson, G.G.; Park, J.D., Reaction heats of organic fluorine compounds. III. The vapor phase heats of hydrobromination of some simple fluoroolefins, J. Am. Chem. Soc., 1950, 72, 3231-3234. [all data]

Lacher, Walden, et al., 1950
Lacher, J.R.; Walden, C.H.; Lea, K.R.; Park, J.D., Vapor phase heats of hydrobromination of cyclopropane and propylene, J. Am. Chem. Soc., 1950, 72, 331-333. [all data]

Li, Ross, et al., 1996
Li, C.; Ross, P.; Szulejko, J.; McMahon, T.B., High-Pressure Mass Spectrometric Investigations of the Potential Energy Surfaces of Gas-Phase Sn2 Reactions., J. Am. Chem. Soc., 1996, 118, 39, 9360, https://doi.org/10.1021/ja960565o . [all data]

Dougherty, 1974
Dougherty, R.C., SN2 reactions in the gas phase. Alkyl group structural effects, Org. Mass Spectrom., 1974, 8, 85. [all data]

Alenin, Rozhnov, et al., 1974
Alenin, V.I.; Rozhnov, A.M.; Nesterova, T.N.; Strizhkov, V.N., Equilibrium in the isomerisation of liquid C3-C4 monobromoalkanes, Russ. J. Phys. Chem. (Engl. Transl.), 1974, 48, 1702. [all data]

Rozhnov and Andreevskii, 1964
Rozhnov, A.M.; Andreevskii, D.N., Isomerization of bromopropane, Neftekhimiya, 1964, 4, 111-118. [all data]

Mayo and Dolnick, 1944
Mayo, F.R.; Dolnick, A.A., Rearrangement of alkyl halides, J. Am. Chem. Soc., 1944, 66, 985-990. [all data]

Staley and Beauchamp, 1975
Staley, R.H.; Beauchamp, J.L., Intrinsic Acid - Base Properties of Molecules. Binding Energies of Li+ to pi - and n - Donor Bases, J. Am. Chem. Soc., 1975, 97, 20, 5920, https://doi.org/10.1021/ja00853a050 . [all data]

Dzidic and Kebarle, 1970
Dzidic, I.; Kebarle, P., Hydration of the Alkali Ions in the Gas Phase. Enthalpies and Entropies of Reactions M+(H2O)n-1 + H2O = M+(H2O)n, J. Phys. Chem., 1970, 74, 7, 1466, https://doi.org/10.1021/j100702a013 . [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, References