1,4-Benzenedicarboxylic acid, dimethyl ester
- Formula: C10H10O4
- Molecular weight: 194.1840
- IUPAC Standard InChIKey: WOZVHXUHUFLZGK-UHFFFAOYSA-N
- CAS Registry Number: 120-61-6
- 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: Terephthalic acid, dimethyl ester; Dimethyl p-phthalate; Dimethyl terephthalate; Dimethyl 1,4-benzenedicarboxylate; Methyl 4-(carbomethoxy)benzoate; Dimethyl p-benzenedicarboxylate; Dimethylester kyseliny isoftalove; DMT; NCI-C50055; Dimethylester kyseliny tereftalove; Dimethyl ester of 1,4-benzenedicarboxylic acid; Terephthalate, dimethyl; 1,4-Benzenedicarboxylic acid, 1,4-dimethyl ester; Methyl p-(methoxycarbonyl)benzoate; NSC 3503; Dimethyl terphthalate
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Condensed phase thermochemistry data
Go To: Top, 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 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 | -169.7 | kcal/mol | Ccb | Karyakin, Rabinovich, et al., 1978 | ALS |
ΔfH°solid | -175.10 ± 0.24 | kcal/mol | Ccb | Colomina, Laynez, et al., 1972 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -1106.99 ± 0.21 | kcal/mol | Ccb | Colomina, Laynez, et al., 1972 | Corresponding ΔfHºsolid = -175.09 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
Constant pressure heat capacity of solid
Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
62.40 | 298.15 | Elliott and Chris, 1968 | T = 30 to 200°C.; DH |
65.99 | 353. | Smith and Dole, 1956 | T = 80 to 190°C. Equation only.; DH |
Phase change data
Go To: Top, Condensed phase 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:
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 |
---|---|---|---|---|---|
Tfus | 415.2 | K | N/A | Dozen, Fujishima, et al., 1978 | Uncertainty assigned by TRC = 0.2 K; TRC |
Tfus | 413.80 | K | N/A | Elliott and Chris, 1968, 2 | Uncertainty assigned by TRC = 0.01 K; TRC |
Tfus | 413.8 | K | N/A | Smith and Dole, 1956, 2 | Uncertainty assigned by TRC = 0.2 K; TRC |
Tfus | 413. | K | N/A | Shirley and Reedy, 1951 | Uncertainty assigned by TRC = 4. K; TRC |
Tfus | 413. | K | N/A | Hennion and Kurtz, 1943 | Uncertainty assigned by TRC = 1.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 25.00 ± 0.07 | kcal/mol | C | Roux, Jimenez, et al., 1998 | ALS |
ΔsubH° | 25.00 ± 0.07 | kcal/mol | N/A | Victoria Roux, Jime´nez, et al., 1998 | AC |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
15. | 428. | A | Stephenson and Malanowski, 1987 | Based on data from 413. to 523. K.; AC |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
24.81 ± 0.07 | 321. | ME | Victoria Roux, Jime´nez, et al., 1998 | Based on data from 311. to 330. K.; AC |
22.6 | 388. | N/A | Stephenson and Malanowski, 1987 | Based on data from 373. to 413. K.; AC |
21.1 | 393. | GS | Kraus, Beranek, et al., 1962 | Based on data from 373. to 413. K.; AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
7.6482 | 415.4 | Karyakin and Shvetsova, 1982 | DH |
7.5600 | 413.79 | Elliott and Chris, 1968 | DH |
7.6721 | 413.8 | Smith and Dole, 1956 | DH |
7.670 | 413.8 | Acree, 1993 | AC |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
18.4 | 415.4 | Karyakin and Shvetsova, 1982 | DH |
18.27 | 413.79 | Elliott and Chris, 1968 | DH |
18.5 | 413.8 | Smith and Dole, 1956 | DH |
IR Spectrum
Go To: Top, Condensed phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), References, Notes
Data compiled by: Coblentz Society, Inc.
- Not specified, most likely a prism, grating, or hybrid spectrometer.; (NO SPECTRUM, ONLY SCANNED IMAGE IS AVAILABLE)
- SOLID (MULL); Not specified, most likely a prism, grating, or hybrid spectrometer.; DIGITIZED BY NIST FROM HARD COPY; 4 cm-1 resolution
- SOLID (SPLIT MULL), FLUOROLUBE FOR 3800-1330 CM-1, NUJOL FOR 1330-400 CM-1; DOW FOREPRISM-GRATING; DIGITIZED BY COBLENTZ SOCIETY (BATCH II) FROM HARD COPY; 2 cm-1 resolution
Data compiled by: Timothy J. Johnson, Tanya L. Myers, Yin-Fong Su, Russell G. Tonkyn, Molly Rose K. Kelly-Gorham, and Tyler O. Danby
- solid; Bruker Tensor 37 FTIR
0.96450084, 0.96450084 cm-1 resolution
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Mass spectrum (electron ionization)
Go To: Top, Condensed phase thermochemistry data, 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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
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 | Japan AIST/NIMC Database- Spectrum MS-NW-6813 |
NIST MS number | 228185 |
References
Go To: Top, Condensed phase thermochemistry data, Phase change 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.
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]
Colomina, Laynez, et al., 1972
Colomina, M.; Laynez, J.L.; Perez-Ossorio, R.; Turrion, C.,
Enthalpies of combustion and formation of six methyl esters of benzene carboxylic acids,
J. Chem. Thermodyn., 1972, 4, 499-506. [all data]
Elliott and Chris, 1968
Elliott, J.H.; Chris, M.D.,
Some thermodynamic properties of high purity dimethyl terephthalate,
J. Chem. Eng. Data, 1968, 13, 475-479. [all data]
Smith and Dole, 1956
Smith, C.W.; Dole, M.,
Specific heat of synthetic high polymers. VII. Polyethylene terephthalate,
J. Polym. Sci., 1956, 20, 37-56. [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]
Elliott and Chris, 1968, 2
Elliott, J.H.; Chris, M.D.,
Some thermodynamic properties of high purity dimethyl terephthalate,
J. Chem. Eng. Data, 1968, 13, 475. [all data]
Smith and Dole, 1956, 2
Smith, C.W.; Dole, M.,
Specific heat of synthetic high polymers VII. Polyethylene terephthalate,
J. Polym. Sci., 1956, 20, 37. [all data]
Shirley and Reedy, 1951
Shirley, D.A.; Reedy,
Alkylation with Long Chain p-Toluenesulfonates. III. Reaction of n-Octadecyl p-Toluenesulfonate with p-Tolylmagensium Bromide,
J. Am. Chem. Soc., 1951, 73, 4886. [all data]
Hennion and Kurtz, 1943
Hennion, G.F.; Kurtz, R.A.,
Some Friedel-Crafts Type ALkylations with Boron Trifluoride,
J. Am. Chem. Soc., 1943, 65, 1001. [all data]
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]
Victoria Roux, Jime´nez, et al., 1998
Victoria Roux, María; Jime´nez, Pilar; Dávalos, Juan Z.; Turrión, Concepción; Afeefy, Hussein Y.; Liebman, Joel F.,
Enthalpies of formation of methyl benzenecarboxylates,
Faraday Trans., 1998, 94, 7, 887-890, https://doi.org/10.1039/a800401c
. [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]
Kraus, Beranek, et al., 1962
Kraus, M.; Beranek, L.; Kochloeff, K.; Bazant, V.,
Chem. Prum., 1962, 12, 649. [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]
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, Condensed phase thermochemistry data, Phase change data, IR Spectrum, Mass spectrum (electron ionization), References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid Tfus Fusion (melting) point 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 ΔsubH Enthalpy of sublimation 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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