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

Hydrogen bromide

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.


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:
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
MS - José A. Martinho Simões
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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 1 to 50

Bromine anion + Hydrogen bromide = (Bromine anion bullet Hydrogen bromide)

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

Bond type: Hydrogen bond (negative ion to hydride)

Quantity Value Units Method Reference Comment
Deltar20.6 ± 2.0kcal/molTDAsCaldwell and Kebarle, 1985gas phase; B,M
Deltar17.5kcal/molFADavidson, Fehsenfeld, et al., 1977gas phase; From thermochemical cycle,switching reaction(Br-/NO3-HNO3/HBr); DG>, «DELTA»rH>; M
Quantity Value Units Method Reference Comment
Deltar22.3cal/mol*KPHPMSCaldwell and Kebarle, 1985gas phase; M
Deltar22.cal/mol*KFADavidson, Fehsenfeld, et al., 1977gas phase; From thermochemical cycle,switching reaction(Br-/NO3-HNO3/HBr); DG>, «DELTA»rH>; M
Quantity Value Units Method Reference Comment
Deltar13.9 ± 2.6kcal/molTDAsCaldwell and Kebarle, 1985gas phase; B

Free energy of reaction

DeltarG° (kcal/mol) T (K) Method Reference Comment
9.4367.FADavidson, Fehsenfeld, et al., 1977gas phase; From thermochemical cycle,switching reaction(Br-/NO3-HNO3/HBr); DG>, «DELTA»rH>; M

Bromine anion + Hydrogen cation = Hydrogen bromide

By formula: Br- + H+ = HBr

Quantity Value Units Method Reference Comment
Deltar323.540 ± 0.050kcal/molD-EABlondel, Cacciani, et al., 1989gas phase; reported: 27129.170±0.015 cm-1; B
Deltar323.4 ± 2.1kcal/molG+TSTaft and Bordwell, 1988gas phase; B
Deltar320.60kcal/molN/ACheck, Faust, et al., 2001gas phase; F-; ; «DELTA»S(acid)=19.2; «DELTA»S(EA)=6.4; B
Quantity Value Units Method Reference Comment
Deltar318.30 ± 0.15kcal/molH-TSBlondel, Cacciani, et al., 1989gas phase; reported: 27129.170±0.015 cm-1; B
Deltar318.2 ± 2.0kcal/molIMRETaft and Bordwell, 1988gas phase; B
Deltar315.40kcal/molN/ACheck, Faust, et al., 2001gas phase; F-; ; «DELTA»S(acid)=19.2; «DELTA»S(EA)=6.4; B

C8H6MoO3 (cr) + Bromine (solution) = Hydrogen bromide (solution) + Cyclopentadienylmolybdenumtricarbonyl bromide (cr)

By formula: C8H6MoO3 (cr) + Br2 (solution) = HBr (solution) + C8H5BrMoO3 (cr)

Quantity Value Units Method Reference Comment
Deltar-35.8 ± 2.8kcal/molN/ANolan, López de la Vega, et al., 1986solvent: Carbon tetrachloride; The reaction enthalpy was calculated Nolan, López de la Vega, et al., 1986 from the experimental values for the enthalpies of the following reactions: Mo(Cp)(CO)3(H)(cr) + 2Br2(solution) = Mo(Cp)(CO)2(Br)3(solution) + HBr(solution) + CO(solution), -60.7 ± 2.0 kcal/mol, and Mo(Cp)(CO)3(Br)(cr) + Br2(solution) = Mo(Cp)(CO)2(Br)3(solution) + CO(solution), -24.9 ± 2.0 kcal/mol; MS

NO3 anion + Hydrogen bromide = (NO3 anion bullet Hydrogen bromide)

By formula: NO3- + HBr = (NO3- bullet HBr)

Quantity Value Units Method Reference Comment
Deltar23.cal/mol*KN/ADavidson, Fehsenfeld, et al., 1977gas phase; switching reaction(NO3-)HNO3, Entropy change calculated or estimated, DG<, «DELTA»rH<; M
Quantity Value Units Method Reference Comment
Deltar17.4 ± 3.9kcal/molTDEqDavidson, Fehsenfeld, et al., 1977gas phase; Anchored to HBr..Br- in Caldwell and Kebarle, 1985.; B

Free energy of reaction

DeltarG° (kcal/mol) T (K) Method Reference Comment
12.7367.FADavidson, Fehsenfeld, et al., 1977gas phase; switching reaction(NO3-)HNO3, Entropy change calculated or estimated, DG<, «DELTA»rH<; M

Iodide + Hydrogen bromide = (Iodide bullet Hydrogen bromide)

By formula: I- + HBr = (I- bullet HBr)

Bond type: Hydrogen bond (negative ion to hydride)

Quantity Value Units Method Reference Comment
Deltar16.1 ± 2.0kcal/molTDEqCaldwell and Kebarle, 1985gas phase; B,M
Quantity Value Units Method Reference Comment
Deltar19.6cal/mol*KPHPMSCaldwell and Kebarle, 1985gas phase; switching reaction(I-)SO2; M
Quantity Value Units Method Reference Comment
Deltar10.2 ± 2.6kcal/molTDEqCaldwell and Kebarle, 1985gas phase; B

Free energy of reaction

DeltarG° (kcal/mol) T (K) Method Reference Comment
10.2300.PHPMSCaldwell and Kebarle, 1985gas phase; switching reaction(I-)SO2; M

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 bullet Sulfur dioxide) + Hydrogen bromide = (Bromine anion bullet Hydrogen bromide bullet Sulfur dioxide)

By formula: (Br- bullet O2S) + HBr = (Br- bullet HBr bullet O2S)

Bond type: Hydrogen bond (negative ion to hydride)

Quantity Value Units Method Reference Comment
Deltar12.2kcal/molPHPMSCaldwell and Kebarle, 1985gas phase; From thermochemical cycle,switching reaction(Br- HBr)SO2; M
Quantity Value Units Method Reference Comment
Deltar19.2cal/mol*KPHPMSCaldwell and Kebarle, 1985gas phase; From thermochemical cycle,switching reaction(Br- HBr)SO2; M

(NO3 anion bullet Nitric acid) + Hydrogen bromide = (NO3 anion bullet Hydrogen bromide bullet Nitric acid)

By formula: (NO3- bullet HNO3) + HBr = (NO3- bullet HBr bullet HNO3)

Quantity Value Units Method Reference Comment
Deltar16.0kcal/molFADavidson, Fehsenfeld, et al., 1977gas phase; switching reaction(NO3-)2HNO3; M
Quantity Value Units Method Reference Comment
Deltar22.9cal/mol*KFADavidson, Fehsenfeld, et al., 1977gas phase; switching reaction(NO3-)2HNO3; M
Quantity Value Units Method Reference Comment
Deltar9.2kcal/molFADavidson, Fehsenfeld, et al., 1977gas phase; switching reaction(NO3-)2HNO3; M

Hydrogen bromide (g) + CH3BrMg (solution) = Methane (solution) + Br2Mg (solution)

By formula: HBr (g) + CH3BrMg (solution) = CH4 (solution) + Br2Mg (solution)

Quantity Value Units Method Reference Comment
Deltar-65.61 ± 0.53kcal/molRSCHolm, 1981solvent: Diethyl ether; The enthalpy of formation was calculated using the assumptions and the auxiliary data in Holm, 1981, except for the organic compound, whose enthalpy of formation was quoted from Pedley, 1994; MS

(Bromine anion bullet Hydrogen bromide) + Hydrogen bromide = (Bromine anion bullet 2Hydrogen bromide)

By formula: (Br- bullet HBr) + HBr = (Br- bullet 2HBr)

Bond type: Hydrogen bond (negative ion to hydride)

Quantity Value Units Method Reference Comment
Deltar11.0kcal/molPHPMSCaldwell and Kebarle, 1985gas phase; M
Quantity Value Units Method Reference Comment
Deltar17.0cal/mol*KPHPMSCaldwell and Kebarle, 1985gas phase; M

2,5-Pyrrolidinedione, 1-bromo- + 0.5Hydrazine = Hydrogen bromide + Succinimide + 0.5Nitrogen

By formula: C4H4BrNO2 + 0.5H4N2 = HBr + C4H5NO2 + 0.5N2

Quantity Value Units Method Reference Comment
Deltar-62.22 ± 0.11kcal/molCmHoward and Skinner, 1966solid phase; solvent: Aqueous solution; Reanalyzed by Pedley, Naylor, et al., 1986, Original value = -62.55 ± 0.11 kcal/mol; ALS

Methyl cation + Hydrogen bromide = (Methyl cation bullet Hydrogen bromide)

By formula: CH3+ + HBr = (CH3+ bullet HBr)

Quantity Value Units Method Reference Comment
Deltar55.4kcal/molPHPMSMcMahon, Heinis, et al., 1988gas phase; switching reaction(CH3+)N2, Entropy change calculated or estimated, uses MCA(N2) = 48.3 kcal/mol; Foster, Williamson, et al., 1974; M

C4H9Li (l) + Hydrogen bromide (g) = Butane (l) + Lithium bromide (cr)

By formula: C4H9Li (l) + HBr (g) = C4H10 (l) + BrLi (cr)

Quantity Value Units Method Reference Comment
Deltar-89.39 ± 0.48kcal/molRSCHolm, 1974Please also see Pedley and Rylance, 1977. The reaction enthalpy was quoted from Pedley and Rylance, 1977. See Liebman, Martinho Simões, et al., 1995 for comments; MS

Hydrogen bromide (g) + methyllithium (cr) = Methane (g) + Lithium bromide (cr)

By formula: HBr (g) + CH3Li (cr) = CH4 (g) + BrLi (cr)

Quantity Value Units Method Reference Comment
Deltar-75.84 ± 0.48kcal/molRSCHolm, 1974Please also see Pedley and Rylance, 1977. The reaction enthalpy was quoted from Pedley and Rylance, 1977. See Liebman, Martinho Simões, et al., 1995 for comments; MS

Hydrogen bromide (g) + ethyllithium (cr) = Ethane (g) + Lithium bromide (cr)

By formula: HBr (g) + C2H5Li (cr) = C2H6 (g) + BrLi (cr)

Quantity Value Units Method Reference Comment
Deltar-82.62 ± 0.48kcal/molRSCHolm, 1974Please also see Pedley and Rylance, 1977. The reaction enthalpy was quoted from Pedley and Rylance, 1977. See Liebman, Martinho Simões, et al., 1995 for comments; MS

Hydrogen bromide (g) + C4H9Li (l) = Butane (l) + Lithium bromide (cr)

By formula: HBr (g) + C4H9Li (l) = C4H10 (l) + BrLi (cr)

Quantity Value Units Method Reference Comment
Deltar-84.30 ± 0.48kcal/molRSCHolm, 1974Please also see Pedley and Rylance, 1977. The reaction enthalpy was quoted from Pedley and Rylance, 1977. See Liebman, Martinho Simões, et al., 1995 for comments; MS

(NO3 anion bullet Hydrogen bromide) + Nitric acid = (NO3 anion bullet Nitric acid bullet Hydrogen bromide)

By formula: (NO3- bullet HBr) + HNO3 = (NO3- bullet HNO3 bullet HBr)

Quantity Value Units Method Reference Comment
Deltar16.0 ± 2.0kcal/molTDEqDavidson, Fehsenfeld, et al., 1977gas phase; B
Quantity Value Units Method Reference Comment
Deltar9.6 ± 2.8kcal/molTDEqDavidson, Fehsenfeld, et al., 1977gas phase; B

Hydrogen bromide + 2-Butene, (Z)- = Butane, 2-bromo-

By formula: HBr + C4H8 = C4H9Br

Quantity Value Units Method Reference Comment
Deltar-18.42 ± 0.12kcal/molCmLacher, Billings, et al., 1952gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -18.3 ± 1.6 kcal/mol; Heat of Hydrobromination at 373 K; ALS

Hydrogen bromide + 2-Butene, (E)- = Butane, 2-bromo-

By formula: HBr + C4H8 = C4H9Br

Quantity Value Units Method Reference Comment
Deltar-17.26 ± 0.12kcal/molCmLacher, Billings, et al., 1952gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -17.3 ± 1.4 kcal/mol; Heat of hydrobromination at 373 K; ALS

Hydrogen bromide + 1-Butene = Butane, 2-bromo-

By formula: HBr + C4H8 = C4H9Br

Quantity Value Units Method Reference Comment
Deltar-20.04 ± 0.12kcal/molCmLacher, Billings, et al., 1952gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -20.1 ± 1.8 kcal/mol; Heat of hydrobromination at 367 K; ALS

Hydrogen bromide + Cyclopropane = Propane, 1-bromo-

By formula: HBr + C3H6 = C3H7Br

Quantity Value Units Method Reference Comment
Deltar-25.77 ± 0.32kcal/molCmLacher, Kianpour, et al., 1957gas phase; ALS
Deltar-22.69 ± 0.16kcal/molCmLacher, Walden, et al., 1950gas phase; Heat of hydrobromination; ALS

(Bromine anion bullet Hydrogen bromide) + Sulfur dioxide = (Bromine anion bullet Sulfur dioxide bullet Hydrogen bromide)

By formula: (Br- bullet HBr) + O2S = (Br- bullet O2S bullet HBr)

Quantity Value Units Method Reference Comment
Deltar10.9kcal/molPHPMSCaldwell and Kebarle, 1985gas phase; M
Quantity Value Units Method Reference Comment
Deltar18.9cal/mol*KPHPMSCaldwell and Kebarle, 1985gas phase; M

Acetyl bromide + Water = Hydrogen bromide + Acetic acid

By formula: C2H3BrO + H2O = HBr + C2H4O2

Quantity Value Units Method Reference Comment
Deltar-23.31kcal/molCmDevore and O'Neal, 1969liquid phase; Heat of hydrolysis; ALS
Deltar-23.06kcal/molCmCarson and Skinner, 1949liquid phase; ALS

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

Hydrogen bromide + Benzene, (bromomethyl)- = Toluene + Bromine

By formula: HBr + C7H7Br = C7H8 + Br2

Quantity Value Units Method Reference Comment
Deltar8.1 ± 1.0kcal/molEqkBenson and Buss, 1957gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = 8.0 ± 0.9 kcal/mol; ALS

Propane, 2,2-dibromo- = Hydrogen bromide + Isopropenyl bromide

By formula: C3H6Br2 = HBr + C3H5Br

Quantity Value Units Method Reference Comment
Deltar15.5kcal/molEqkLevanova, Rodova, et al., 1983liquid phase; Flow reactor; ALS
Deltar16.7 ± 0.2kcal/molEqkSharonov and Rozhnov, 1971gas phase; ALS

Methane, bromotrinitro- + 218.5Water + 11.25Oxygen + Diethyl Phthalate = Hydrogen bromide + 13Carbon dioxide + 1.5Nitrogen

By formula: CBrN3O6 + 218.5H2O + 11.25O2 + C12H14O4 = HBr + 13CO2 + 1.5N2

Quantity Value Units Method Reference Comment
Deltar-1517.74 ± 0.24kcal/molCcrCarpenter, Zimmer, et al., 1970liquid phase; The HBr is in 225H2O; ALS

Ethyl bromide = Hydrogen bromide + Ethylene

By formula: C2H5Br = HBr + C2H4

Quantity Value Units Method Reference Comment
Deltar19.20 ± 0.50kcal/molEqkLane, Linnett, et al., 1953gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = 19.1 kcal/mol; ALS

C8H6MoO3 (cr) + 2Bromine (solution) = C7H5Br3MoO2 (solution) + Hydrogen bromide (solution) + Carbon monoxide (solution)

By formula: C8H6MoO3 (cr) + 2Br2 (solution) = C7H5Br3MoO2 (solution) + HBr (solution) + CO (solution)

Quantity Value Units Method Reference Comment
Deltar-60.7 ± 2.0kcal/molRSCNolan, López de la Vega, et al., 1986solvent: Carbon tetrachloride; MS

Propanedioic acid + Bromine = Hydrogen bromide + Propanedioic acid, 2-bromo-

By formula: C3H4O4 + Br2 = HBr + C3H3BrO4

Quantity Value Units Method Reference Comment
Deltar-15.8 ± 0.69kcal/molCmKoros, Orban, et al., 1979liquid phase; solvent: Sulfuric acid (1M); Bromination; ALS

Benzenamine, 4-methoxy- + Benzoyl bromide = Hydrogen bromide + p-Benzanisidide

By formula: C7H9NO + C7H5BrO = HBr + C14H13NO2

Quantity Value Units Method Reference Comment
Deltar-41.0 ± 0.2kcal/molCacKiselev, Khuzyasheva, et al., 1979liquid phase; solvent: Benzene; ALS

p-Aminotoluene + Benzoyl bromide = Hydrogen bromide + Benzamide, N-(4-methylphenyl)-

By formula: C7H9N + C7H5BrO = HBr + C14H13NO

Quantity Value Units Method Reference Comment
Deltar-40.7 ± 0.2kcal/molCacKiselev, Khuzyasheva, et al., 1979liquid phase; solvent: Benzene; ALS

Hydrogen bromide + Bromoacetone = Acetone + Bromine

By formula: HBr + C3H5BrO = C3H6O + Br2

Quantity Value Units Method Reference Comment
Deltar7.4 ± 2.0kcal/molEqkKing, Golden, et al., 1971gas phase; Heat of bromination at 516-618 K; ALS

Hydrogen bromide + Ethene, tetrafluoro- = 1-Bromo-1,1,2,2-tetrafluoroethane

By formula: HBr + C2F4 = C2HBrF4

Quantity Value Units Method Reference Comment
Deltar-32.92 ± 0.18kcal/molCmLacher, Lea, et al., 1950gas phase; Heat of hydrobromination at 367°K; ALS

Benzoyl bromide + Aniline = Hydrogen bromide + Benzamide, N-phenyl-

By formula: C7H5BrO + C6H7N = HBr + C13H11NO

Quantity Value Units Method Reference Comment
Deltar-38.6 ± 0.2kcal/molCacKiselev, Khuzyasheva, et al., 1979liquid phase; solvent: Benzene; ALS

Hydrogen bromide + Ethene, chlorotrifluoro- = 1-Bromo-2-chloro-1,1,2-trifluoroethane

By formula: HBr + C2ClF3 = C2HBrClF3

Quantity Value Units Method Reference Comment
Deltar-26.07 ± 0.23kcal/molCmLacher, Lea, et al., 1950gas phase; Heat of hydrobromination at 367°K; ALS

Carbonic dibromide + Water = 2Hydrogen bromide + Carbon dioxide

By formula: CBr2O + H2O = 2HBr + CO2

Quantity Value Units Method Reference Comment
Deltar-49.06 ± 0.16kcal/molCmAnthoney, Finch, et al., 1970liquid phase; Heat of hydrolysis; ALS

1-Bromo-1-chloroethane = Hydrogen bromide + Ethene, chloro-

By formula: C2H4BrCl = HBr + C2H3Cl

Quantity Value Units Method Reference Comment
Deltar19.9 ± 0.2kcal/molEqkBusheva, Levanova, et al., 1980gas phase; Dehydrohalogenation; ALS

Hydrogen bromide (g) + C2H3BrMg (solution) = Ethylene (solution) + Br2Mg (solution)

By formula: HBr (g) + C2H3BrMg (solution) = C2H4 (solution) + Br2Mg (solution)

Quantity Value Units Method Reference Comment
Deltar-70.29 ± 0.53kcal/molRSCHolm, 1981solvent: Tetrahydrofuran; MS

C4H9BrMg (solution) + Hydrogen bromide (g) = Butane (solution) + Br2Mg (solution)

By formula: C4H9BrMg (solution) + HBr (g) = C4H10 (solution) + Br2Mg (solution)

Quantity Value Units Method Reference Comment
Deltar-69.91 ± 0.53kcal/molRSCHolm, 1981solvent: Diethyl ether; MS

C4H9BrMg (solution) + Hydrogen bromide (g) = Butane (solution) + Br2Mg (solution)

By formula: C4H9BrMg (solution) + HBr (g) = C4H10 (solution) + Br2Mg (solution)

Quantity Value Units Method Reference Comment
Deltar-73.11 ± 0.53kcal/molRSCHolm, 1981solvent: Diethyl ether; MS

C5H11BrMg (solution) + Hydrogen bromide (g) = Pentane (solution) + Br2Mg (solution)

By formula: C5H11BrMg (solution) + HBr (g) = C5H12 (solution) + Br2Mg (solution)

Quantity Value Units Method Reference Comment
Deltar-73.21 ± 0.53kcal/molRSCHolm, 1981solvent: Diethyl ether; MS

C19H15BrMg (solution) + Hydrogen bromide (g) = Triphenylmethane (solution) + Br2Mg (solution)

By formula: C19H15BrMg (solution) + HBr (g) = C19H16 (solution) + Br2Mg (solution)

Quantity Value Units Method Reference Comment
Deltar-55.21 ± 0.53kcal/molRSCHolm, 1981solvent: Diethyl ether; MS

1-Propene, 3-bromo- + Water = Hydrogen bromide + 2-Propen-1-ol

By formula: C3H5Br + H2O = HBr + C3H6O

Quantity Value Units Method Reference Comment
Deltar-3.7kcal/molCmGellner and Skinner, 1949liquid phase; Heat of hydrolysis; ALS

Benzene, (bromomethyl)- + Water = Hydrogen bromide + Benzyl alcohol

By formula: C7H7Br + H2O = HBr + C7H8O

Quantity Value Units Method Reference Comment
Deltar-1.9kcal/molCmGellner and Skinner, 1949liquid phase; Heat of hydrloysis; ALS

C3H7BrMg (solution) + Hydrogen bromide (g) = Propane (solution) + Br2Mg (solution)

By formula: C3H7BrMg (solution) + HBr (g) = C3H8 (solution) + Br2Mg (solution)

Quantity Value Units Method Reference Comment
Deltar-73.11 ± 0.53kcal/molRSCHolm, 1981solvent: Diethyl ether; MS

Benzoyl bromide + Water = Hydrogen bromide + Benzoic acid

By formula: C7H5BrO + H2O = HBr + C7H6O2

Quantity Value Units Method Reference Comment
Deltar-27.04kcal/molCmCarson, Pritchard, et al., 1950liquid phase; Heat of hydrolysis; ALS

Hydrogen bromide (g) + C2H5BrMg (solution) = Ethane (solution) + Br2Mg (solution)

By formula: HBr (g) + C2H5BrMg (solution) = C2H6 (solution) + Br2Mg (solution)

Quantity Value Units Method Reference Comment
Deltar-71.51 ± 0.53kcal/molRSCHolm, 1981solvent: Diethyl ether; MS

Benzyltrimethylammonium bromide = Hydrogen bromide + C10H15N

By formula: C10H16N.Br = HBr + C10H15N

Quantity Value Units Method Reference Comment
Deltar-21.0 ± 0.9kcal/molCmArnett and Wernett, 1993liquid phase; solvent: DMSO; ALS

Hydrogen bromide + α-Methylstyrene = Benzene, (1-bromo-1-methylethyl)-

By formula: HBr + C9H10 = C9H11Br

Quantity Value Units Method Reference Comment
Deltar-15.2 ± 1.3kcal/molCmNesterova, Kovzel, et al., 1977liquid phase; Hydrobromination; 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.

Caldwell and Kebarle, 1985
Caldwell, G.; Kebarle, P., The hydrogen bond energies of the bihalide ions XHX- and YHX-, Can. J. Chem., 1985, 63, 1399. [all data]

Davidson, Fehsenfeld, et al., 1977
Davidson, J.A.; Fehsenfeld, F.C.; Howard, C.J., The heats of formation of NO3- and NO3- association complexes with HNO3 and HBr, Int. J. Chem. Kinet., 1977, 9, 17. [all data]

Blondel, Cacciani, et al., 1989
Blondel, C.; Cacciani, P.; Delsart, C.; Trainham, R., High Resolution Determination of the Electron Affinity of Fluorine and Bromine using Crossed Ion and Laser Beams, Phys. Rev. A, 1989, 40, 7, 3698, https://doi.org/10.1103/PhysRevA.40.3698 . [all data]

Taft and Bordwell, 1988
Taft, R.W.; Bordwell, F.G., Structural and Solvent Effects Evaluated from Acidities Measured in Dimethyl Sulfoxide and in the Gas Phase, Acc. Chem. Res., 1988, 21, 12, 463, https://doi.org/10.1021/ar00156a005 . [all data]

Check, Faust, et al., 2001
Check, C.E.; Faust, T.O.; Bailey, J.M.; Wright, B.J.; Gilbert, T.M.; Sunderlin, L.S., Addition of Polarization and Diffuse Functions to the LANL2DZ Basis Set for P-Block Elements, J. Phys. Chem. A,, 2001, 105, 34, 8111, https://doi.org/10.1021/jp011945l . [all data]

Nolan, López de la Vega, et al., 1986
Nolan, S.P.; López de la Vega, R.; Hoff, C.D., J. Organometal. Chem., 1986, 315, 187. [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]

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

Holm, 1981
Holm, T., J. Chem. Soc., Perkin Trans. II, 1981, 464.. [all data]

Pedley, 1994
Pedley, J.B., Thermodynamic Data and Structures of Organic Compounds; Thermodynamics Research Center Data Series, Vol I, Thermodynamics Research Center, College Station, 1994. [all data]

Howard and Skinner, 1966
Howard, P.B.; Skinner, H.A., Thermochemistry of some reactions of aqueous hydrazine with halogens, hydrogen halides and N-halogenosuccinimides, J. Chem. Soc. A, 1966, 1536-1540. [all data]

Pedley, Naylor, et al., 1986
Pedley, J.B.; Naylor, R.D.; Kirby, S.P., Thermochemical Data of Organic Compounds, Chapman and Hall, New York, 1986, 1-792. [all data]

McMahon, Heinis, et al., 1988
McMahon, T.; Heinis, T.; Nicol, G.; Hovey, J.K.; Kebarle, P., Methyl Cation Affinities, J. Am. Chem. Soc., 1988, 110, 23, 7591, https://doi.org/10.1021/ja00231a002 . [all data]

Foster, Williamson, et al., 1974
Foster, M.S.; Williamson, A.D.; Beauchamp, J.L., Photoionization mass spectrometry of trans-azomethane, Int. J. Mass Spectrom. Ion Phys., 1974, 15, 429. [all data]

Holm, 1974
Holm, T., J. Organometal. Chem., 1974, 77, 27. [all data]

Pedley and Rylance, 1977
Pedley, J.B.; Rylance, J., Computer Analysed Thermochemical Data: Organic and Organometallic Compounds, University of Sussex, Brigton, 1977. [all data]

Liebman, Martinho Simões, et al., 1995
Liebman, J.F.; Martinho Simões, J.A.; Slayden, S.W., In Lithium Chemistry: A Theoretical and Experimental Overview Wiley: New York, Sapse, A.-M.; Schleyer, P. von Ragué, ed(s)., 1995. [all data]

Lacher, Billings, et al., 1952
Lacher, J.R.; Billings, T.J.; Campion, D.E., Vapor phase heats of hydrobromination of the isomeric butenes, J. Am. Chem. Soc., 1952, 74, 5291-52. [all data]

Devore and O'Neal, 1969
Devore, J.A.; O'Neal, H.E., Heats of formation of the acetyl halides and of the acetyl radical, J. Phys. Chem., 1969, 73, 2644-2648. [all data]

Carson and Skinner, 1949
Carson, A.S.; Skinner, H.A., 201. Carbon-halogen bond energies in the acetyl halides, J. Chem. Soc., 1949, 936-939. [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]

Benson and Buss, 1957
Benson, S.W.; Buss, J.H., The thermodynamics of bromination of toluene and the heat of formation of the benzyl radical, J. Phys. Chem., 1957, 61, 104-109. [all data]

Levanova, Rodova, et al., 1983
Levanova, S.V.; Rodova, R.M.; Tereshkina, T.P.; Zabrodina, T.I., Thermocatalytic reactions of bromochloropropanes, Russ. J. Phys. Chem. (Engl. Transl.), 1983, 57, 1142-1146. [all data]

Sharonov and Rozhnov, 1971
Sharonov, K.G.; Rozhnov, A.M., Dehydrobromination of 2,2-dibromopropane, Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol., 1971, 14, 389-393. [all data]

Carpenter, Zimmer, et al., 1970
Carpenter, G.A.; Zimmer, M.F.; Baroody, E.E.; Robb, R.A., Enthalpy of formation of bromotrinitromethane, J. Chem. Eng. Data, 1970, 15, 553-556. [all data]

Lane, Linnett, et al., 1953
Lane, M.R.; Linnett, J.W.; Oswin, H.G., A study of the C2H4+HCl=C2H5Cl and C2H4+Hbr=C2H5Br equilibria, Proc. Roy. Soc. London A, 1953, 216, 361-374. [all data]

Koros, Orban, et al., 1979
Koros, E.; Orban, M.; Nagy, Z., Calorimetric studies on the Belousov-Zhabotinsky oscillatory chemical reaction, Acta Chim. Acad. Sci. Hung., 1979, 100, 449-461. [all data]

Kiselev, Khuzyasheva, et al., 1979
Kiselev, V.D.; Khuzyasheva, d.G.; Konovalov, A.I., Thermochemical study of the acylation of para-substituted anilines, J. Gen. Chem. USSR, 1979, 49, 2273-2276. [all data]

King, Golden, et al., 1971
King, K.D.; Golden, D.M.; Benson, S.W., Thermochemistry of the gas-phase equilibrium CH3COCH3 + Br2 = CH3COCH2Br + HBr. The enthalpy of formation of bromoacetone, J. Chem. Thermodyn., 1971, 3, 129-134. [all data]

Anthoney, Finch, et al., 1970
Anthoney, M.E.; Finch, A.; Gardner, P.J., The enthalpy of hydrolysis and thermodynamic properties of carbonyl bromide, J. Chem. Thermodyn., 1970, 2, 697-700. [all data]

Busheva, Levanova, et al., 1980
Busheva, L.I.; Levanova, S.V.; Rodova, R.M.; Rozhnov, A.M., Thermocatalytic reactions of 1,1-bromochloroethane, Russ. J. Phys. Chem. (Engl. Transl.), 1980, 54, 1403-1404. [all data]

Gellner and Skinner, 1949
Gellner, O.H.; Skinner, H.A., Dissociation energies of carbon-halogen bonds. The bond strengths allyl-X and benzyl-X, J. Chem. Soc., 1949, 1145-1148. [all data]

Carson, Pritchard, et al., 1950
Carson, A.S.; Pritchard, H.O.; Skinner, H.A., The heats of hydrolysis of the benzoyl halides, J. Chem. Soc., 1950, 656-659. [all data]

Arnett and Wernett, 1993
Arnett, E.M.; Wernett, P.C., Energetics of P, S, and N ylide formation and reaction in solution, J. Org. Chem., 1993, 58, 301-303. [all data]

Nesterova, Kovzel, et al., 1977
Nesterova, T.N.; Kovzel, E.N.; Karaseva, S.Ya.; Rozhnov, A.M., Heats of reaction of the hydrohalogenation of styrene and «alpha»-methylstyrene, Vses. Konf. Kalorim. Rasshir. Tezisy Dokl. 7th, 1977, 1, 132. [all data]


Notes

Go To: Top, Reaction thermochemistry data, References