Propane, 2-bromo- - The NIST WebBook

Propane, 2-bromo-

• Formula: C3H7Br
• Molecular weight: 122.992
• IUPAC Standard InChI: InChI=1S/C3H7Br/c1-3(2)4/h3H,1-2H3 Copy
• IUPAC Standard InChIKey: NAMYKGVDVNBCFQ-UHFFFAOYSA-N Copy
• CAS Registry Number: 75-26-3
• Chemical structure: This structure is also available as a 2d Mol file
• Other names: Isopropyl bromide; 2-Bromopropane; iso-C3H7Br; sec-Propyl bromide; UN 2344
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• Information on this page:
  • Reaction thermochemistry data
  • References
  • Notes
• Other data available:
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  • Phase change data
  • Henry's Law data
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  • Ion clustering data
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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: 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

+ =

By formula: HBr + C3H6 = C3H7Br

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-85.48	kJ/mol	Cm	Lacher, Kianpour, et al., 1957	gas phase; ALS
ΔrH°	-83.889	kJ/mol	Cm	Lacher, Lea, et al., 1950	gas phase; Heat of hydrobromination at 367°K; ALS
ΔrH°	-84.10 ± 0.59	kJ/mol	Cm	Lacher, Walden, et al., 1950	gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -84.4 ± 1.0 kJ/mol; Heat of hydrobromination; ALS

+ = ( • )

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

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	59.4 ± 4.2	kJ/mol	TDAs	Li, Ross, et al., 1996	gas phase; B
ΔrH°	51.04	kJ/mol	TDAs	Dougherty, 1974	gas phase; B,M
Quantity	Value	Units	Method	Reference	Comment
ΔrS°	83.3	J/mol*K	HPMS	Dougherty, 1974	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
ΔrG°	26.4 ± 0.84	kJ/mol	TDAs	Li, Ross, et al., 1996	gas phase; B
ΔrG°	26.4	kJ/mol	TDAs	Dougherty, 1974	gas phase; B

=

By formula: C3H7Br = C3H7Br

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-12.0 ± 0.54	kJ/mol	Eqk	Alenin, Rozhnov, et al., 1974	liquid phase; Heat of isomerization; ALS
ΔrH°	-12.1 ± 1.6	kJ/mol	Ciso	Rozhnov and Andreevskii, 1964	gas phase; At 480.8 K; ALS
ΔrH°	-9.2 ± 2.5	kJ/mol	Eqk	Mayo and Dolnick, 1944	liquid phase; Heat of isomerization; ALS

+ = ( • )

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

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	63.6 ± 4.2	kJ/mol	TDAs	Li, Ross, et al., 1996	gas phase; B
Quantity	Value	Units	Method	Reference	Comment
ΔrG°	35.6 ± 0.84	kJ/mol	TDAs	Li, Ross, et al., 1996	gas phase; B

+ = +

By formula: H2 + C3H7Br = HBr + C3H8

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-45.40 ± 0.92	kJ/mol	Chyd	Davies, Lacher, et al., 1965	gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -45.06 kJ/mol; ALS

+ = ( • )

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

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	128.	kJ/mol	ICR	Staley and Beauchamp, 1975	gas phase; switching reaction(Li+)H2O, from graph; Dzidic and Kebarle, 1970 extrapolated; M

= +

By formula: C3H7Br = HBr + C3H6

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	81. ± 2.	kJ/mol	Eqk	Rozhnov and Andreevskii, 1962	gas phase; ALS

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.

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]

Cox and Pilcher, 1970 Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [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]

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]

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]

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]

Notes

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• Symbols used in this document:

  ΔrG°	Free energy of reaction at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions
  ΔrS°	Entropy of reaction at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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