Hydrogen bromide

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Gas phase thermochemistry data

Go To: Top, 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.

Quantity Value Units Method Reference Comment
ΔfH°gas-8.674 ± 0.038kcal/molReviewCox, Wagman, et al., 1984CODATA Review value
ΔfH°gas-8.709kcal/molReviewChase, 1998Data last reviewed in September, 1965
Quantity Value Units Method Reference Comment
S°gas,1 bar47.4904 ± 0.001cal/mol*KReviewCox, Wagman, et al., 1984CODATA Review value
S°gas,1 bar47.490cal/mol*KReviewChase, 1998Data last reviewed in September, 1965

Gas Phase Heat Capacity (Shomate Equation)

Cp° = A + B*t + C*t2 + D*t3 + E/t2
H° − H°298.15= A*t + B*t2/2 + C*t3/3 + D*t4/4 − E/t + F − H
S° = A*ln(t) + B*t + C*t2/2 + D*t3/3 − E/(2*t2) + G
    Cp = heat capacity (cal/mol*K)
    H° = standard enthalpy (kcal/mol)
    S° = standard entropy (cal/mol*K)
    t = temperature (K) / 1000.

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Temperature (K) 298. to 1100.1100. to 6000.
A 7.5798507.860691
B -3.2743600.674502
C 5.582140-0.114253
D -2.1530910.007759
E -0.006873-0.758833
F -10.89260-12.53900
G 57.3716155.17679
H -8.710101-8.710101
ReferenceChase, 1998Chase, 1998
Comment Data last reviewed in September, 1965 Data last reviewed in September, 1965

Reaction thermochemistry data

Go To: Top, Gas 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:
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 • Hydrogen bromide)

By formula: Br- + HBr = (Br- • HBr)

Bond type: Hydrogen bond (negative ion to hydride)

Quantity Value Units Method Reference Comment
ΔrH°20.6 ± 2.0kcal/molTDAsCaldwell and Kebarle, 1985gas phase; B,M
ΔrH°17.5kcal/molFADavidson, Fehsenfeld, et al., 1977gas phase; From thermochemical cycle,switching reaction(Br-/NO3-HNO3/HBr); DG>, ΔrH>; M
Quantity Value Units Method Reference Comment
ΔrS°22.3cal/mol*KPHPMSCaldwell and Kebarle, 1985gas phase; M
ΔrS°22.cal/mol*KFADavidson, Fehsenfeld, et al., 1977gas phase; From thermochemical cycle,switching reaction(Br-/NO3-HNO3/HBr); DG>, ΔrH>; M
Quantity Value Units Method Reference Comment
ΔrG°13.9 ± 2.6kcal/molTDAsCaldwell and Kebarle, 1985gas phase; B

Free energy of reaction

ΔrG° (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>, ΔrH>; M

Bromine anion + Hydrogen cation = Hydrogen bromide

By formula: Br- + H+ = HBr

Quantity Value Units Method Reference Comment
ΔrH°323.540 ± 0.050kcal/molD-EABlondel, Cacciani, et al., 1989gas phase; reported: 27129.170±0.015 cm-1; B
ΔrH°323.4 ± 2.1kcal/molG+TSTaft and Bordwell, 1988gas phase; B
ΔrH°320.60kcal/molN/ACheck, Faust, et al., 2001gas phase; F-; ; ΔS(acid)=19.2; ΔS(EA)=6.4; B
Quantity Value Units Method Reference Comment
ΔrG°318.30 ± 0.15kcal/molH-TSBlondel, Cacciani, et al., 1989gas phase; reported: 27129.170±0.015 cm-1; B
ΔrG°318.2 ± 2.0kcal/molIMRETaft and Bordwell, 1988gas phase; B
ΔrG°315.40kcal/molN/ACheck, Faust, et al., 2001gas phase; F-; ; ΔS(acid)=19.2; ΔS(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
ΔrH°-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 • Hydrogen bromide)

By formula: NO3- + HBr = (NO3- • HBr)

Quantity Value Units Method Reference Comment
ΔrS°23.cal/mol*KN/ADavidson, Fehsenfeld, et al., 1977gas phase; switching reaction(NO3-)HNO3, Entropy change calculated or estimated, DG<, ΔrH<; M
Quantity Value Units Method Reference Comment
ΔrG°17.4 ± 3.9kcal/molTDEqDavidson, Fehsenfeld, et al., 1977gas phase; Anchored to HBr..Br- in Caldwell and Kebarle, 1985.; B

Free energy of reaction

ΔrG° (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<, ΔrH<; M

Iodide + Hydrogen bromide = (Iodide • Hydrogen bromide)

By formula: I- + HBr = (I- • HBr)

Bond type: Hydrogen bond (negative ion to hydride)

Quantity Value Units Method Reference Comment
ΔrH°16.1 ± 2.0kcal/molTDEqCaldwell and Kebarle, 1985gas phase; B,M
Quantity Value Units Method Reference Comment
ΔrS°19.6cal/mol*KPHPMSCaldwell and Kebarle, 1985gas phase; switching reaction(I-)SO2; M
Quantity Value Units Method Reference Comment
ΔrG°10.2 ± 2.6kcal/molTDEqCaldwell and Kebarle, 1985gas phase; B

Free energy of reaction

ΔrG° (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
ΔrH°-20.43kcal/molCmLacher, Kianpour, et al., 1957gas phase; ALS
ΔrH°-20.050kcal/molCmLacher, Lea, et al., 1950gas phase; Heat of hydrobromination at 367°K; ALS
ΔrH°-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 • Sulfur dioxide) + Hydrogen bromide = (Bromine anion • Hydrogen bromide • Sulfur dioxide)

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

Bond type: Hydrogen bond (negative ion to hydride)

Quantity Value Units Method Reference Comment
ΔrH°12.2kcal/molPHPMSCaldwell and Kebarle, 1985gas phase; From thermochemical cycle,switching reaction(Br- HBr)SO2; M
Quantity Value Units Method Reference Comment
ΔrS°19.2cal/mol*KPHPMSCaldwell and Kebarle, 1985gas phase; From thermochemical cycle,switching reaction(Br- HBr)SO2; M

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

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

Quantity Value Units Method Reference Comment
ΔrH°16.0kcal/molFADavidson, Fehsenfeld, et al., 1977gas phase; switching reaction(NO3-)2HNO3; M
Quantity Value Units Method Reference Comment
ΔrS°22.9cal/mol*KFADavidson, Fehsenfeld, et al., 1977gas phase; switching reaction(NO3-)2HNO3; M
Quantity Value Units Method Reference Comment
ΔrG°9.2kcal/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
ΔrH°-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 • Hydrogen bromide) + Hydrogen bromide = (Bromine anion • 2Hydrogen bromide)

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

Bond type: Hydrogen bond (negative ion to hydride)

Quantity Value Units Method Reference Comment
ΔrH°11.0kcal/molPHPMSCaldwell and Kebarle, 1985gas phase; M
Quantity Value Units Method Reference Comment
ΔrS°17.0cal/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
ΔrH°-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 • Hydrogen bromide)

By formula: CH3+ + HBr = (CH3+ • HBr)

Quantity Value Units Method Reference Comment
ΔrH°55.4kcal/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
ΔrH°-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
ΔrH°-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
ΔrH°-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
ΔrH°-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 • Hydrogen bromide) + Nitric acid = (NO3 anion • Nitric acid • Hydrogen bromide)

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

Quantity Value Units Method Reference Comment
ΔrH°16.0 ± 2.0kcal/molTDEqDavidson, Fehsenfeld, et al., 1977gas phase; B
Quantity Value Units Method Reference Comment
ΔrG°9.6 ± 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
ΔrH°-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
ΔrH°-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
ΔrH°-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
ΔrH°-25.77 ± 0.32kcal/molCmLacher, Kianpour, et al., 1957gas phase; ALS
ΔrH°-22.69 ± 0.16kcal/molCmLacher, Walden, et al., 1950gas phase; Heat of hydrobromination; ALS

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

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

Quantity Value Units Method Reference Comment
ΔrH°10.9kcal/molPHPMSCaldwell and Kebarle, 1985gas phase; M
Quantity Value Units Method Reference Comment
ΔrS°18.9cal/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
ΔrH°-23.31kcal/molCmDevore and O'Neal, 1969liquid phase; Heat of hydrolysis; ALS
ΔrH°-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
ΔrH°-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
ΔrH°8.1 ± 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
ΔrH°15.5kcal/molEqkLevanova, Rodova, et al., 1983liquid phase; Flow reactor; ALS
ΔrH°16.7 ± 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
ΔrH°-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
ΔrH°19.20 ± 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
ΔrH°-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
ΔrH°-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
ΔrH°-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
ΔrH°-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
ΔrH°7.4 ± 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
ΔrH°-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
ΔrH°-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
ΔrH°-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
ΔrH°-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
ΔrH°19.9 ± 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
ΔrH°-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
ΔrH°-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
ΔrH°-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
ΔrH°-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
ΔrH°-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
ΔrH°-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
ΔrH°-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
ΔrH°-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
ΔrH°-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
ΔrH°-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
ΔrH°-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
ΔrH°-15.2 ± 1.3kcal/molCmNesterova, Kovzel, et al., 1977liquid phase; Hydrobromination; ALS

References

Go To: Top, Gas 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.

Cox, Wagman, et al., 1984
Cox, J.D.; Wagman, D.D.; Medvedev, V.A., CODATA Key Values for Thermodynamics, Hemisphere Publishing Corp., New York, 1984, 1. [all data]

Chase, 1998
Chase, M.W., Jr., NIST-JANAF Themochemical Tables, Fourth Edition, J. Phys. Chem. Ref. Data, Monograph 9, 1998, 1-1951. [all data]

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 α-methylstyrene, Vses. Konf. Kalorim. Rasshir. Tezisy Dokl. 7th, 1977, 1, 132. [all data]

Notes

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