1,4-Benzenedicarbonyl dichloride
- Formula: C8H4Cl2O2
- Molecular weight: 203.022
- IUPAC Standard InChIKey: LXEJRKJRKIFVNY-UHFFFAOYSA-N
- CAS Registry Number: 100-20-9
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Other names: p-Phenylenedicarbonyl dichloride; p-Phthaloyl chloride; p-Phthaloyl dichloride; Terephthalic acid chloride; Terephthalic acid dichloride; Terephthalic dichloride; Terephthaloyl chloride; Terephthaloyl dichloride; p-Phthalyl dichloride; Terephthalyl dichloride; 1,4-Benzenedicarbonyl chloride; NSC 41885
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Condensed phase thermochemistry data
Go To: Top, Phase change data, IR Spectrum, 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 |
---|---|---|---|---|---|
ΔfH°solid | -338.9 ± 2.5 | kJ/mol | Ccb | Karyakin, Rabinovich, et al., 1978 | ALS |
ΔfH°solid | -384. | kJ/mol | Ccb | Sapozhnikov, Mochalov, et al., 1973 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -3380.8 ± 2.5 | kJ/mol | Ccb | Karyakin, Rabinovich, et al., 1978 | ALS |
ΔcH°solid | -3382. ± 3. | kJ/mol | Ccb | Sapozhnikov, Mochalov, et al., 1973 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°solid,1 bar | 226.1 | J/mol*K | N/A | Sapozhnikov and Mochalov, 1973 | DH |
Constant pressure heat capacity of solid
Cp,solid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
207.9 | 300. | Sapozhnikov and Mochalov, 1973 | T = 20 to 300 K.; DH |
Phase change data
Go To: Top, Condensed phase thermochemistry data, IR Spectrum, 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:
BS - Robert L. Brown and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
CAL - James S. Chickos, William E. Acree, Jr., Joel F. Liebman, Students of Chem 202 (Introduction to the Literature of Chemistry), University of Missouri -- St. Louis
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 539.2 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
56.2 | 463. | A | Stephenson and Malanowski, 1987 | Based on data from 454. to 473. K. See also Dykyj, Svoboda, et al., 1999.; AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
21.1 | 356.1 | Domalski and Hearing, 1996 | AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
6.92 | 337.3 | Domalski and Hearing, 1996 | CAL |
59.25 | 356.1 |
Enthalpy of phase transition
ΔHtrs (kJ/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
2.335 | 337.3 | crystaline, II | crystaline, I | Karyakin and Shvetsova, 1982 | DH |
21.100 | 356.1 | crystaline, I | liquid | Karyakin and Shvetsova, 1982 | DH |
Entropy of phase transition
ΔStrs (J/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
6.90 | 337.3 | crystaline, II | crystaline, I | Karyakin and Shvetsova, 1982 | DH |
59.3 | 356.1 | crystaline, I | liquid | Karyakin and Shvetsova, 1982 | DH |
IR Spectrum
Go To: Top, Condensed phase thermochemistry data, Phase change 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: Coblentz Society, Inc.
Condensed Phase Spectrum
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Notice: Except where noted, spectra from this collection were measured on dispersive instruments, often in carefully selected solvents, and hence may differ in detail from measurements on FTIR instruments or in other chemical environments. More information on the manner in which spectra in this collection were collected can be found here.
Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.
Additional Data
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Owner | COBLENTZ SOCIETY Collection (C) 2018 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | DOW CHEMICAL COMPANY |
Source reference | COBLENTZ NO. 3246 |
Date | Not specified, most likely prior to 1970 |
Name(s) | terephthaloyl dichloride |
State | SOLUTION (2% CCl4 FOR 5000-1330, 2% CS2 FOR 1330-625 CM-1) |
Instrument | Not specified, most likely a prism, grating, or hybrid spectrometer. |
Path length | 0.0114 CM, 0.0114 CM SPECTRAL CONTAMINATION DUE TO CCl4 AROUND 1550 CM-1 |
Resolution | 4 |
Sampling procedure | TRANSMISSION |
Data processing | DIGITIZED BY NIST FROM HARD COPY |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, IR Spectrum, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Karyakin, Rabinovich, et al., 1978
Karyakin, N.V.; Rabinovich, I.B.; Sokolov, L.B.,
Thermodynamics of the synthesis of isomeric poly(phenylenephthalamides),
Vysokomol. Soedin. Ser. B, 1978, 20, 662-666. [all data]
Sapozhnikov, Mochalov, et al., 1973
Sapozhnikov, V.N.; Mochalov, A.N.; Karyakin, N.V.; Kunyavskaya, S.G.; Chernova, V.I.; Rabinovich, I.B.,
Low-temperature heat capacity and thermodynamic properties of some acid dichlorides,
Tr. Khim. Khim. Tekhnol., 1973, 55-57. [all data]
Sapozhnikov and Mochalov, 1973
Sapozhnikov, V.N.; Mochalov, A.N.,
Karyakin, N.V. Kunyavskaya, S.G., Chernova, V.I., and Rabinovich, I.B.,
Low-temperature heat capacity and thermodynamic properties of some acid dichlorides, 1973, Tr. [all data]
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [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]
Dykyj, Svoboda, et al., 1999
Dykyj, J.; Svoboda, J.; Wilhoit, R.C.; Frenkel, M.L.; Hall, K.R.,
Vapor Pressure of Chemicals: Part A. Vapor Pressure and Antoine Constants for Hydrocarbons and Sulfur, Selenium, Tellurium and Hydrogen Containing Organic Compounds, Springer, Berlin, 1999, 373. [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]
Karyakin and Shvetsova, 1982
Karyakin, N.V.; Shvetsova, K.G.,
Thermodynamics of reactions of 1,4-butanediol with terephthalic acid and its derivatives,
Deposited Doc. SPSTL 861 Khp-D82, 1982, 14pp. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, IR Spectrum, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid S°solid,1 bar Entropy of solid at standard conditions (1 bar) Tboil Boiling point ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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