Dimethyl phthalate
- Formula: C10H10O4
- Molecular weight: 194.1840
- IUPAC Standard InChIKey: NIQCNGHVCWTJSM-UHFFFAOYSA-N
- CAS Registry Number: 131-11-3
- 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, dimethyl ester; Phthalic acid, dimethyl ester; Avolin; Dimethyl 1,2-benzenedicarboxylate; DMF, Insect repellent; DMP; Fermine; Mipax; NTM; Palatinol M; Solvanom; Solvarone; Unimoll DM; Dimethyl benzeneorthodicarboxylate; Dimethyl orthophthalate; Dimethyl benzene-o-dicarboxylate; Dimethyl o-phthalate; ENT 262; Phthalsaeuredimethylester; Dimethyl 1,2-benzendicarboxylate; Kemester DMP; Kodaflex DMP; Repeftal; Uniplex 110; 1,2-dimethyl phthalate; 1,2-Benzenedicarboxylic acid, 1,2-dimethyl ester; NSC 15398; 64441-70-9
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Gas phase thermochemistry data
Go To: Top, Phase change data, 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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -144.9 ± 0.65 | kcal/mol | Ccb | Roux, Jimenez, et al., 1998 |
Phase change data
Go To: Top, Gas phase thermochemistry data, 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:
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
DRB - Donald R. Burgess, Jr.
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 555.2 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
Tboil | 555.5 | K | N/A | Buckingham and Donaghy, 1982 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 273. | K | N/A | Buckingham and Donaghy, 1982 | BS |
Tfus | 273.2 | K | N/A | Dozen, Fujishima, et al., 1978 | Uncertainty assigned by TRC = 0.2 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 274.18 | K | N/A | Martynenko, Rabinovich, et al., 1970 | Uncertainty assigned by TRC = 0.02 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 18.6 | kcal/mol | N/A | Roux, Jimenez, et al., 1998 | DRB |
Reduced pressure boiling point
Tboil (K) | Pressure (atm) | Reference | Comment |
---|---|---|---|
389. to 389.6 | 0.003 | Buckingham and Donaghy, 1982 | BS |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
14.7 | 481. | EB | Rohác, Musgrove, et al., 1999 | Based on data from 466. to 518. K.; AC |
16.6 ± 0.02 | 365. | C | Maksimuk, Kabo, et al., 1998 | AC |
17.3 ± 0.1 | 344. | C | Maksimuk, Kabo, et al., 1998 | AC |
17.8 ± 0.07 | 326. | C | Maksimuk, Kabo, et al., 1998 | AC |
18.8 | 319. | A | Stephenson and Malanowski, 1987 | Based on data from 304. to 371. K.; AC |
15.2 | 386. | A | Stephenson and Malanowski, 1987 | Based on data from 371. to 547. K.; AC |
16.4 | 409. | N/A | Davydova, Makolkin, et al., 1969 | Based on data from 377. to 440. K.; AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
4.0500 | 274.18 | Martynenko, Rabinovich, et al., 1970, 2 | DH |
4.051 | 274.2 | Maksimuk, Kabo, et al., 1998 | AC |
4.051 | 274.2 | Acree, 1993 | AC |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
14.8 | 274.18 | Martynenko, Rabinovich, et al., 1970, 2 | DH |
Mass spectrum (electron ionization)
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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
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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, 2010 |
NIST MS number | 378702 |
References
Go To: Top, Gas phase thermochemistry data, Phase change data, 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.
Roux, Jimenez, et al., 1998
Roux, M.A.; Jimenez, P.; Davalos, J.Z.; Turrion, C.; Afeefy, H.Y.; Liebman, J.F.,
Enthalpies of formation of methyl benzenecarboxylates,
J. Chem. Soc. Faraday Trans., 1998, 94, 887-890. [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]
Buckingham and Donaghy, 1982
Buckingham, J.; Donaghy, S.M.,
Dictionary of Organic Compounds: Fifth Edition, Chapman and Hall, New York, 1982, 1. [all data]
Dozen, Fujishima, et al., 1978
Dozen, Y.; Fujishima, S.; Shingu, H.,
Structures and fusion parameters of methoxycarbonyl-benzenes and -naphthalenes,
Thermochim. Acta, 1978, 25, 2, 209, https://doi.org/10.1016/0040-6031(78)85008-4
. [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,
Polym. Sci. USSR (Engl. Transl.), 1970, 12, 952. [all data]
Rohác, Musgrove, et al., 1999
Rohác, Vladislav; Musgrove, Jana E.; Ruzicka, Kvetoslav; Ruzicka, Vlastimil; Zábranský, Milan; Aim, Karel,
Thermodynamic properties of dimethyl phthalate along the (vapour + liquid) saturation curve,
The Journal of Chemical Thermodynamics, 1999, 31, 8, 971-986, https://doi.org/10.1006/jcht.1999.0494
. [all data]
Maksimuk, Kabo, et al., 1998
Maksimuk, Yury V.; Kabo, Gennady J.; Simirsky, Vladimir V.; Kozyro, Alexander A.; Sevruk, Victor M.,
Standard Enthalpies of Formation of Some Methyl Esters of Benzene Carboxylic Acids,
J. Chem. Eng. Data, 1998, 43, 3, 293-298, https://doi.org/10.1021/je970116j
. [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]
Davydova, Makolkin, et al., 1969
Davydova, Zh.V.; Makolkin, I.A.; Bataev, P.S.,
Zh. Obshch. Khim., 1969, 39, 8, 1668. [all data]
Martynenko, Rabinovich, et al., 1970, 2
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]
Acree, 1993
Acree, William E.,
Thermodynamic properties of organic compounds,
Thermochimica Acta, 1993, 219, 97-104, https://doi.org/10.1016/0040-6031(93)80486-T
. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point Ttriple Triple point temperature ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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