Acetic acid, dichloro-

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Phase change 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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Tboil467.2KN/AWeast and Grasselli, 1989BS
Quantity Value Units Method Reference Comment
Tfus284.KN/ATimmermans, 1935Uncertainty assigned by TRC = 1.5 K; TRC
Tfus283.95KN/APickering, 1895Uncertainty assigned by TRC = 0.1 K; TRC
Quantity Value Units Method Reference Comment
Ttriple286.5KN/AGlasgow and Timmermans, 1961Uncertainty assigned by TRC = 0.2 K; adiabatic calorimeter; TRC

Enthalpy of vaporization

ΔvapH (kJ/mol) Temperature (K) Method Reference Comment
55.7332.AStephenson and Malanowski, 1987Based on data from 317. to 468. K. See also Stull, 1947.; AC

Antoine Equation Parameters

log10(P) = A − (B / (T + C))
    P = vapor pressure (bar)
    T = temperature (K)

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Temperature (K) A B C Reference Comment
317. to 467.65.405042339.536-34.489Stull, 1947Coefficents calculated by NIST from author's data.

Enthalpy of fusion

ΔfusH (kJ/mol) Temperature (K) Reference Comment
12.340286.5Glasgow and Timmerman, 1961DH
12.34286.5Domalski and Hearing, 1996AC
7.644283.95Pickering, 1895DH

Entropy of fusion

ΔfusS (J/mol*K) Temperature (K) Reference Comment
43.1286.5Glasgow and Timmerman, 1961DH
26.9283.95Pickering, 1895DH

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


Gas phase ion energetics 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 by: John E. Bartmess

De-protonation reactions

C2HCl2O2- + Hydrogen cation = Acetic acid, dichloro-

By formula: C2HCl2O2- + H+ = C2H2Cl2O2

Quantity Value Units Method Reference Comment
Δr1374. ± 8.8kJ/molG+TSCaldwell, Renneboog, et al., 1989gas phase
Δr1374. ± 11.kJ/molG+TSCumming and Kebarle, 1978gas phase
Δr1369. ± 8.8kJ/molG+TSFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr1347. ± 8.4kJ/molIMRECaldwell, Renneboog, et al., 1989gas phase
Δr1347. ± 8.4kJ/molIMRECumming and Kebarle, 1978gas phase
Δr1342. ± 8.4kJ/molIMREFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale

References

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

Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]

Timmermans, 1935
Timmermans, J., Researches in Stoichiometry. I. The Heat of Fusion of Organic Compounds., Bull. Soc. Chim. Belg., 1935, 44, 17-40. [all data]

Pickering, 1895
Pickering, S.U., A comparison of some properties of acetic acid and its chloro- and bromo-derivatives, J. Chem. Soc., 1895, 67, 664-684. [all data]

Glasgow and Timmermans, 1961
Glasgow, A.R.; Timmermans, J., Some physical properties of monochloro-, dichloro-, and monobromoacetic acids at 1 atmosphere, Bull. Soc. Chim. Belg., 1961, 70, 5599-622. [all data]

Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw, Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2 . [all data]

Stull, 1947
Stull, Daniel R., Vapor Pressure of Pure Substances. Organic and Inorganic Compounds, Ind. Eng. Chem., 1947, 39, 4, 517-540, https://doi.org/10.1021/ie50448a022 . [all data]

Glasgow and Timmerman, 1961
Glasgow, A.R.; Timmerman, J., Some physical properties of monochloro-, dichloro-, and monobromoacetic acids at 1 atmosphere, Bull. Soc. Chim. Belg., 1961, 70, 599-622. [all data]

Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D., Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III, J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985 . [all data]

Caldwell, Renneboog, et al., 1989
Caldwell, G.; Renneboog, R.; Kebarle, P., Gas Phase Acidities of Aliphatic Carboxylic Acids, Based on Measurements of Proton Transfer Equilibria, Can. J. Chem., 1989, 67, 4, 661, https://doi.org/10.1139/v89-092 . [all data]

Cumming and Kebarle, 1978
Cumming, J.B.; Kebarle, P., Summary of gas phase measurements involving acids AH. Entropy changes in proton transfer reactions involving negative ions. Bond dissociation energies D(A-H) and electron affinities EA(A), Can. J. Chem., 1978, 56, 1. [all data]

Fujio, McIver, et al., 1981
Fujio, M.; McIver, R.T., Jr.; Taft, R.W., Effects on the acidities of phenols from specific substituent-solvent interactions. Inherent substituent parameters from gas phase acidities, J. Am. Chem. Soc., 1981, 103, 4017. [all data]


Notes

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