Dibutyl phthalate
- Formula: C16H22O4
- Molecular weight: 278.3435
- IUPAC Standard InChIKey: DOIRQSBPFJWKBE-UHFFFAOYSA-N
- CAS Registry Number: 84-74-2
- 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: 1,2-Benzenedicarboxylic acid, dibutyl ester; Phthalic acid, dibutyl ester; n-Butyl phthalate; Butyl phthalate; Celluflex DPB; Elaol; Genoplast B; Hexaplas M/B; Palatinol C; Polycizer DBP; PX 104; Staflex DBP; Unimoll DB; Witcizer 300; Benzene-o-dicarboxylic acid, di-n-butyl ester; o-Benzenedicarboxylic acid, dibutyl ester; Dibutyl-1,2-benzenedicarboxylate; di-n-Butyl phthalate; Phthalic acid di-n-butyl ester; Dibutyl o-phthalate; DBP; RCRA waste number U069; Dibutyl ester of 1,2-benzenedicarboxylic acid; Kodaflex DBP; Morflex 240; Palatinol DBP; Uniplex 150; Dibutyl phthalated; 1,2-Benzenedicarboxylic acid, 1,2-dibutyl ester; DBP (ester); Ergoplast FDB; NSC 6370
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Gas phase thermochemistry data
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: Donald R. Burgess, Jr.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -164.0 | kcal/mol | N/A | Taylor, Hall, et al., 1947 | Value computed using ΔfHliquid° value of -778 kj/mol from Taylor, Hall, et al., 1947 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, 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 | -186. | kcal/mol | Ccb | Taylor, Hall, et al., 1947 | At 290 °K, corrected hf; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -2070. | kcal/mol | Ccb | Taylor, Hall, et al., 1947 | At 290 °K, corrected hf; Corresponding ΔfHºliquid = -186. kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 134.1 | cal/mol*K | N/A | Rabinovich, Novoselova, et al., 1985 | DH |
S°liquid | 223.0 | cal/mol*K | N/A | Rabinovich, Martynenko, et al., 1969 | DH |
Quantity | Value | Units | Method | Reference | Comment |
ΔfH°solid | -201.4 ± 3.0 | kcal/mol | Ccb | Ambler, 1936 | Reanalyzed by Cox and Pilcher, 1970, Original value = -197.7 ± 3.0 kcal/mol; Author's hf298=-198 kcal/mol; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -2054.9 ± 3.0 | kcal/mol | Ccb | Ambler, 1936 | Reanalyzed by Cox and Pilcher, 1970, Original value = -2058.6 ± 3.0 kcal/mol; Author's hf298=-198 kcal/mol; Corresponding ΔfHºsolid = -201.38 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°solid,1 bar | 123.0 | cal/mol*K | N/A | Martynenko, Rabinovich, et al., 1970 | DH |
Constant pressure heat capacity of liquid
Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
113.8 | 298.15 | Rabinovich, Novoselova, et al., 1985 | T = 14 to 300 K.; DH |
114.0 | 300. | Rabinovich, Martynenko, et al., 1969 | T = 60 to 360 K.; DH |
Constant pressure heat capacity of solid
Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
114.0 | 300. | Martynenko, Rabinovich, et al., 1970 | T = 60 to 360 K.; DH |
Phase change data
Go To: Top, Gas phase thermochemistry data, Condensed 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:
BS - Robert L. Brown and Stephen E. Stein
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 613.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Tboil | 613. | K | N/A | Buckingham and Donaghy, 1982 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 238. | K | N/A | Buckingham and Donaghy, 1982 | BS |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 21.9 ± 1.1 | kcal/mol | V | Birks and Bradley, 1949 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 21.40 | kcal/mol | V | Hickman, Hecker, et al., 1937 | ALS |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
19.2 | 462. | N/A | Katayama, 1988 | AC |
22.5 | 329. | A | Stephenson and Malanowski, 1987 | Based on data from 314. to 469. K.; AC |
18.2 | 483. | A | Stephenson and Malanowski, 1987 | Based on data from 468. to 605. K.; AC |
21.9 | 300. | N/A | Birks and Bradley, 1949 | Based on data from 288. to 313. K.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
398.8 to 475.20 | 4.29997 | 2083.175 | -131.7 | Hammer and Lydersen, 1957 | Coefficents calculated by NIST from author's data. |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Taylor, Hall, et al., 1947
Taylor, J.; Hall, C.R.L.; Thomas, H.,
The thermochemistry of propellent explosives,
J. Phys. Colloid Chem., 1947, 51, 580-592. [all data]
Rabinovich, Novoselova, et al., 1985
Rabinovich, I.B.; Novoselova, N.V.; Moseeva, E.M.; Babinkov, A.G.; Tsvetkova, L.Ya.,
Low temperature specific heat and thermodynamic functions of dibutyl and dioctyl phthalate,
Zhur. Fiz. Khim., 1985, 59, 2127-2130. [all data]
Rabinovich, Martynenko, et al., 1969
Rabinovich, I.E.; Martynenko, L.Ya.; Maslova, V.A.,
Specific heat and physical properties of some dialkyl phthalates,
Tr. Khim. Khim. Tekhnol. 1969, 1969, No.2, 10-14. [all data]
Ambler, 1936
Ambler, H.R.,
Heats of combustion and formation of dibutyl and diamyl phthalates,
J. Indian Chem. Soc., 1936, 55, 291-292. [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]
Martynenko, Rabinovich, et al., 1970
Martynenko, L.Ya.; Rabinovich, I.B.; Ovchinnikov, Yu.V.; Maslova, V.A.,
Heat capacity of the systems polyvinyl chloride-dioctylphthalate and polyvinyl chloride-dibutylphthalate,
Polymer Sci., 1970, USSR 12A, 952-961. [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]
Birks and Bradley, 1949
Birks, J.; Bradley, R.S.,
The rate of evaporation of droplets. II. The influence of changes of temperature and of the surrounding gas on the rate of evaporation of drops of di-n-butyl phthalate,
Proc. Roy. Soc. London A, 1949, 198, 226-239. [all data]
Hickman, Hecker, et al., 1937
Hickman, K.C.D.; Hecker, J.C.; Embree, N.D.,
Direct determination of low vapor pressures,
Ind. Eng. Chem., 1937, 9, 264-267. [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]
Hammer and Lydersen, 1957
Hammer, E.; Lydersen, A.L.,
The Vapour Pressure of di-n-Butylphthalate, di-n-Butylsebacate, Lauric Acid and Myristic Acid,
Chem. Eng. Sci., 1957, 7, 1-2, 66-72, https://doi.org/10.1016/0009-2509(57)80020-7
. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid Cp,solid Constant pressure heat capacity of solid S°liquid Entropy of liquid at standard conditions S°solid,1 bar Entropy of solid at standard conditions (1 bar) Tboil Boiling point Tfus Fusion (melting) point ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔsubH° Enthalpy of sublimation 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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