Diethyl Phthalate
- Formula: C12H14O4
- Molecular weight: 222.2372
- IUPAC Standard InChIKey: FLKPEMZONWLCSK-UHFFFAOYSA-N
- CAS Registry Number: 84-66-2
- Chemical structure:
This structure is also available as a 2d Mol file - Other names: 1,2-Benzenedicarboxylic acid, diethyl ester; Phthalic acid, diethyl ester; o-Benzenedicarboxylic acid, diethyl ester; Anozol; Ethyl phthalate; Neantine; Palatinol A; Phthalol; Placidol E; Solvanol; Unimoll DA; Diethyl-1,2-benzenedicarboxylate; Diethyl-o-phthalate; Diethylester kyseliny ftalove; Estol 1550; NCI-C60048; Phthalsaeurediaethylester; Rcra waste number U088; Diethyl ester of 1,2-Benzenedicarboxylic acid; DEP; Kodaflex DEP; 1,2-diethyl phthalate; 1,2-Benzenedicarboxylic acid, 1,2-diethyl ester; NSC 8905; o-Bis(ethoxycarbonyl)benzene
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), 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: Donald R. Burgess, Jr.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -661.4 | kJ/mol | N/A | Baroody and Carpenter, 1972 | Value computed using ΔfHliquid° value of -753.08 kj/mol from Baroody and Carpenter, 1972 and ΔvapH° value of 91.7±4.6 kj/mol from missing citation. |
ΔfH°gas | -685. ± 13. | kJ/mol | N/A | Medard and Thomas, 1952 | Value computed using ΔfHliquid° value of -777±12 kj/mol from Medard and Thomas, 1952 and ΔvapH° value of 91.7±4.6 kj/mol from missing citation. |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), 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°liquid | -753.08 | kJ/mol | Ccr | Baroody and Carpenter, 1972 | ALS |
ΔfH°liquid | -777. ± 12. | kJ/mol | Ccb | Medard and Thomas, 1952 | Reanalyzed by Cox and Pilcher, 1970, Original value = -768.2 kJ/mol; Author's hf291_condensed=-189.5 kcal/mol; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -5946. ± 12. | kJ/mol | Ccb | Medard and Thomas, 1952 | Reanalyzed by Cox and Pilcher, 1970, Original value = -5954.7 kJ/mol; Author's hf291_condensed=-189.5 kcal/mol; Corresponding ΔfHºliquid = -776.63 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°liquid | -6073.9 | kJ/mol | Ccb | Ball, 1931 | Corresponding ΔfHºliquid = -648.9 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°liquid | -6077.65 | kJ/mol | Ccb | Ball, 1931 | Corresponding ΔfHºliquid = -645.28 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 425.08 | J/mol*K | N/A | Chang, Horman, et al., 1967 | DH |
Constant pressure heat capacity of liquid
Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
357.7 | 298.15 | Fuchs, 1979 | DH |
366.15 | 298.15 | Chang, Horman, et al., 1967 | T = 10 to 360 K. Glass transition temperature about 180 K. Also data for annealed glass and quenched glass 10 to 170 K.; DH |
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
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 |
---|---|---|---|---|---|
Tboil | 571.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Tboil | 571. | K | N/A | Buckingham and Donaghy, 1982 | BS |
Tboil | 571.65 | K | N/A | Perkin, 1896 | Uncertainty assigned by TRC = 1. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 272.8 | K | N/A | Buckingham and Donaghy, 1982 | BS |
Tfus | 240.15 | K | N/A | Timmermans and Hennaut-Roland, 1955 | Uncertainty assigned by TRC = 1. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 269.92 | K | N/A | Chang, Horman, et al., 1967, 2 | Uncertainty assigned by TRC = 0.02 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 82.1 ± 0.5 | kJ/mol | EB,ME | Rohác, Ruzicka, et al., 2004 | AC |
ΔvapH° | 87.4 | kJ/mol | EB,ME | Rohác, Ruzicka, et al., 2004 | AC |
ΔvapH° | 81.1 ± 0.8 | kJ/mol | GCC | Fuchs and Peacock, 1980 | AC |
Reduced pressure boiling point
Tboil (K) | Pressure (bar) | Reference | Comment |
---|---|---|---|
430. | 0.013 | Buckingham and Donaghy, 1982 | BS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
86.8 | 310. | GS | Grayson and Fosbraey, 2006 | Based on data from 307. to 333. K.; AC |
74.6 | 426. | BG | Katayama, 1988 | AC |
77.9 | 360. | A | Stephenson and Malanowski, 1987 | Based on data from 345. to 453. K.; AC |
59.1 | 436. | A | Stephenson and Malanowski, 1987 | Based on data from 421. to 570. K.; AC |
88.3 ± 2.1 | 233. | V | Hoyer and Peperle, 1958 | Reanalyzed by Pedley, Naylor, et al., 1986, Original value = 85.4 kJ/mol; ALS |
65.9 | 396. | N/A | Stull, 1947 | Based on data from 381. to 567. K.; 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 |
---|---|---|---|---|---|
382.0 to 567. | 5.450 | 2916.977 | -31.406 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
17.984 | 269.92 | Chang, Horman, et al., 1967 | DH |
17.99 | 269.9 | Domalski and Hearing, 1996 | AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
66.63 | 269.92 | Chang, Horman, et al., 1967 | DH |
Reaction thermochemistry data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, IR Spectrum, Mass spectrum (electron ionization), 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: 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.
Individual Reactions
+ 218.5
+ 11.25
+
=
+ 13
+ 1.5
By formula: CBrN3O6 + 218.5H2O + 11.25O2 + C12H14O4 = HBr + 13CO2 + 1.5N2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -6350.2 ± 1.0 | kJ/mol | Ccr | Carpenter, Zimmer, et al., 1970 | liquid phase; The HBr is in 225H2O |
IR Spectrum
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Data compiled by: Coblentz Society, Inc.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Mass spectrum (electron ionization)
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction 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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
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Due to licensing restrictions, this spectrum cannot be downloaded.
Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | NIST Mass Spectrometry Data Center |
NIST MS number | 341377 |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Baroody and Carpenter, 1972
Baroody, E.E.; Carpenter, G.A.,
Heats of formation of propellant compounds (U), Rpt. Naval Ordnance Systems Command Task No. 331-003/067-1/UR2402-001 for Naval Ordance Station, Indian Head, MD, 1972, 1-9. [all data]
Medard and Thomas, 1952
Medard, L.; Thomas, M.,
Determination des chaleurs de combustion de douze composes organiques utilises dans les poudres et enplosies,
Mem. Poudres, 1952, 34, 421-442. [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]
Ball, 1931
Ball, A.M.,
Burning characteristics of smokeless powder,
Ind. Eng. Chem., 1931, 23, 498-501. [all data]
Chang, Horman, et al., 1967
Chang, S.S.; Horman, J.A.; Bestul, A.B.,
Heat capacities and related thermal data for diethyl phthalate crystal, glass, and liquid to 360K,
J. Res., 1967, NBS 71A, 293-305. [all data]
Fuchs, 1979
Fuchs, R.,
Heat capacities of some liquid aliphatic, alicyclic, and aromatic esters at 298.15 K,
J. Chem. Thermodyn., 1979, 11, 959-961. [all data]
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]
Buckingham and Donaghy, 1982
Buckingham, J.; Donaghy, S.M.,
Dictionary of Organic Compounds: Fifth Edition, Chapman and Hall, New York, 1982, 1. [all data]
Perkin, 1896
Perkin, W.H.,
LXIX. On Magnetic Rotatory Power, especially of Aromatic Compounds,
J. Chem. Soc., 1896, 69, 1025-1257. [all data]
Timmermans and Hennaut-Roland, 1955
Timmermans, J.; Hennaut-Roland, M.,
Work of the International Bureau of Physical-Chemical Standards. IX. The Physical Constants of Twenty Organic Compounds,
J. Chim. Phys. Phys.-Chim. Biol., 1955, 52, 223. [all data]
Chang, Horman, et al., 1967, 2
Chang, S.S.; Horman, J.A.; Bestul, A.B.,
Heat Capacities and Related Thermal Data for Diethyl Phthalate Crystal, Glass, and Liquid to 360 K,
J. Res. Natl. Bur. Stand., Sect. A, 1967, 71, 293. [all data]
Rohác, Ruzicka, et al., 2004
Rohác, Vladislav; Ruzicka, Kvetoslav; Ruzicka, Vlastimil; Zaitsau, Dzmitry H.; Kabo, Gennady J.; Diky, Vladimir; Aim, Karel,
Vapour pressure of diethyl phthalate,
The Journal of Chemical Thermodynamics, 2004, 36, 11, 929-937, https://doi.org/10.1016/j.jct.2004.07.025
. [all data]
Fuchs and Peacock, 1980
Fuchs, Richard; Peacock, L. Alan,
Heats of vaporization of esters by the gas chromatography--calorimetry method,
Can. J. Chem., 1980, 58, 24, 2796-2799, https://doi.org/10.1139/v80-447
. [all data]
Grayson and Fosbraey, 2006
Grayson, B. Terence; Fosbraey, Lynda A.,
Determination of the vapour pressure of pesticides,
Pestic. Sci., 2006, 13, 3, 269-278, https://doi.org/10.1002/ps.2780130308
. [all data]
Katayama, 1988
Katayama, Hirotake,
Vapor pressures of diethyl, diisopropyl, and dibutyl phthalates at reduced pressures.,
Bull. Chem. Soc. Jpn., 1988, 61, 9, 3326-3328, https://doi.org/10.1246/bcsj.61.3326
. [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]
Hoyer and Peperle, 1958
Hoyer, H.; Peperle, W.,
Dampfdrunkmessungen an organischen substanzen und ihre sublimationswarmen,
Z. Electrochem., 1958, 62, 61-66. [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]
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]
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]
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]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid S°liquid Entropy of liquid at standard conditions Tboil Boiling point Tfus Fusion (melting) point Ttriple Triple point temperature ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔrH° Enthalpy of reaction at standard conditions ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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