Methyl methacrylate
- Formula: C5H8O2
- Molecular weight: 100.1158
- IUPAC Standard InChIKey: VVQNEPGJFQJSBK-UHFFFAOYSA-N
- CAS Registry Number: 80-62-6
- 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: 2-Propenoic acid, 2-methyl-, methyl ester; Methacrylic acid methyl ester; Diakon; Methyl 2-methyl-2-propenoate; Methyl 2-methylpropenoate; MMA; Pegalan; CH2=C(CH3)COOCH3; Methyl-α-methacrylate; Monocite methacrylate monomer; Metakrylan metylu; Methacrylate de methyle; Methacrylsaeuremethyl ester; Methyl α-methylacrylate; Methyl methylacrylate; Methyl-methacrylat; Methylmethacrylaat; Metil metacrilato; NCI-C50680; Paladon; 2-Methylacrylic acid, methyl ester; Acrylic acid, 2-methyl-, methyl ester; Methylester kyseliny methakrylove; Methyl methacrylate monomer; 2-Methyl-2-propenoic acid methyl ester; Rcra waste number U162; Methyl ester of 2-methyl-2-propenoic acid; 2-(Methoxycarbonyl)-1-propene; Acryester M; NSC 4769; TEB 3K; 2-Methylacrylic, methyl ester
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Data at other public NIST sites:
- Options:
Data at NIST subscription sites:
NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.
Condensed phase thermochemistry data
Go To: Top, 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 | -91.40 | kcal/mol | Chyd | Vilcu and Perisanu, 1980 | ALS |
ΔfH°liquid | -92.93 ± 0.96 | kcal/mol | Ccb | Vilcu and Perisanu, 1980 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -651.19 ± 0.96 | kcal/mol | Ccb | Vilcu and Perisanu, 1980 | Corresponding ΔfHºliquid = -92.33 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 63.62 | cal/mol*K | N/A | Lebedev and Rabinovich, 1971 | DH |
Constant pressure heat capacity of liquid
Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
45.672 | 298.15 | Zhang, Benson, et al., 1986 | DH |
51.46 | 298.15 | Karabaev, Abduzhaminov, et al., 1985 | T = 225 to 350 K. Equation only. Cp (J/kg*K) = 114.1 + 6.8299 T. Cp data calculated from equation.; DH |
51.46 | 298.15 | Karabaev, Saidov, et al., 1985 | T = 90 to 350 K. Cp(c) = 280.01 + 4.96T J/kg*K (103 to 212 K); Cp(liq) = 114.12 + 6.83T J/kg*K (225.6 to 350 K). Cp data calculated from equation.; DH |
45.98 | 300. | Lebedev and Rabinovich, 1971 | T = 60 to 300 K.; DH |
50.323 | 298.15 | Melia, 1962 | T = 60 to 300 K.; DH |
45.050 | 293. | Erds, Jger, et al., 1952 | T = 20 to 50°C.; DH |
Constant pressure heat capacity of solid
Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
35.90 | 210. | Sochava and Trapeznikova, 1958 | T = 60 to 210 K.; DH |
Phase change data
Go To: Top, 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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
BS - Robert L. Brown and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
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 | 373.4 ± 0.5 | K | AVG | N/A | Average of 10 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 225.4 ± 0.5 | K | AVG | N/A | Average of 6 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 225.59 | K | N/A | Lebedev and Rabinovich, 1971 | Uncertainty assigned by TRC = 0.02 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 9.58 | kcal/mol | V | Vilcu, Perisanu, et al., 1975 | ALS |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
9.27 ± 0.02 | 300. | EB | Steele, Chirico, et al., 2002 | Based on data from 295. to 386. K.; AC |
8.68 ± 0.05 | 340. | EB | Steele, Chirico, et al., 2002 | Based on data from 295. to 386. K.; AC |
7.96 ± 0.1 | 380. | EB | Steele, Chirico, et al., 2002 | Based on data from 295. to 386. K.; AC |
9.06 | 308. | A | Stephenson and Malanowski, 1987 | Based on data from 293. to 373. K.; AC |
9.1 | 320. | N/A | Boublik, Fried, et al., 1984 | Based on data from 305. to 373. K.; AC |
9.01 | 333. | N/A | Hull and Lu, 1984 | Based on data from 318. to 348. K.; AC |
9.3 | 327. | N/A | Brockhaus and Jenckel, 1956 | Based on data from 312. to 362. K.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
312.4 to 362.3 | 5.37214 | 1945.56 | -7.569 | Brockhaus and Jenckel, 1956 | Coefficents calculated by NIST from author's data. |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
14.5 | 205. | Bywater, 1952 | Based on data from 194. to 223. K. See also Jones, 1960.; AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
3.2149 | 225.5 | Karabaev, Abduzhaminov, et al., 1985, 2 | DH |
3.4500 | 225.59 | Lebedev and Rabinovich, 1971 | DH |
2.925 | 225. | Domalski and Hearing, 1996 | AC |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
14.26 | 225.5 | Karabaev, Abduzhaminov, et al., 1985, 2 | DH |
15.3 | 225.59 | Lebedev and Rabinovich, 1971 | DH |
References
Go To: Top, 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.
Vilcu and Perisanu, 1980
Vilcu, R.; Perisanu, S.,
The ideal gas state enthalpies of formation of some monomers,
Rev. Roum. Chim., 1980, 25, 619-624. [all data]
Lebedev and Rabinovich, 1971
Lebedev, B.V.; Rabinovich, I.B.,
Heat capacities and thermodynamic functions of methyl methacrylate and poly(methyl methacrylate),
Tr. Khim. Khim. Tekhnol., 1971, 1, 8-11. [all data]
Zhang, Benson, et al., 1986
Zhang, D.; Benson, G.C.; Kumaran, M.K.; Lu, B.C.-Y.,
Excess thermodynamic properties for methyl methacrylate + methanol and + ethanol,
J. Chem. Thermodynam., 1986, 18, 149-158. [all data]
Karabaev, Abduzhaminov, et al., 1985
Karabaev, M.; Abduzhaminov, T.P.; Saidov, A.A.; Igamberdyev, Kh.T.,
Thermophysical properties of liquid methacrylic acid and its simple esters, Izv. Akad. Nauk Uzb. SSR,
Ser. Fiz.-Mat. Nauk, 1985, (4), 71-74. [all data]
Karabaev, Saidov, et al., 1985
Karabaev, M.; Saidov, A.A.; Abduzhaminov, T.P.; Kenisarin, M.M.,
Heat capacity and molecular kinetic processes of condensed phase acrylates and methacrylates, Izv. Akad. Nauk UzSSR,
Ser. Fiz.-Math., 1985, (6), 51-54. [all data]
Melia, 1962
Melia, T.P.,
Part VIII-Methylmethacrylate and polymethylmethacrylate,
Polymer, 1962, 3, 317-319. [all data]
Erds, Jger, et al., 1952
Erds, E.; Jger, L.; Pouchly, J.,
Specificka tepla methylesteru a butylesteru kyseliny methakrylove,
Chem. Listy, 1952, 46, 770. [all data]
Sochava and Trapeznikova, 1958
Sochava, I.V.; Trapeznikova, O.N.,
Internal rotation and specific heat of some polymers at low temperatures, Vestn. Leningrad. Univ. 13, No.16,
Ser. Fiz. Khim., 1958, No.3, 65-72. [all data]
Vilcu, Perisanu, et al., 1975
Vilcu, R.; Perisanu, S.; Ciocazanu, I.,
Heats of formation in the ideal gas state of some substances containing carbon, hydrogen and oxygen,
Conf. Int. Thermodyn. Chim. C.R. 4th, 1975, 1, 105-112. [all data]
Steele, Chirico, et al., 2002
Steele, W.V.; Chirico, R.D.; Cowell, A.B.; Knipmeyer, S.E.; Nguyen, A.,
Thermodynamic Properties and Ideal-Gas Enthalpies of Formation for trans -Methyl Cinnamate, α-Methyl Cinnamaldehyde, Methyl Methacrylate, 1-Nonyne, Trimethylacetic Acid, Trimethylacetic Anhydride, and Ethyl Trimethyl Acetate,
J. Chem. Eng. Data, 2002, 47, 4, 700-714, https://doi.org/10.1021/je010086r
. [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]
Boublik, Fried, et al., 1984
Boublik, T.; Fried, V.; Hala, E.,
The Vapour Pressures of Pure Substances: Selected Values of the Temperature Dependence of the Vapour Pressures of Some Pure Substances in the Normal and Low Pressure Region, 2nd ed., Elsevier, New York, 1984, 972. [all data]
Hull and Lu, 1984
Hull, Diane M.; Lu, Benjamin C.Y.,
Vapor-liquid equilibria in mixtures of cyclohexane and methyl methacrylate,
J. Chem. Eng. Data, 1984, 29, 4, 417-419, https://doi.org/10.1021/je00038a014
. [all data]
Brockhaus and Jenckel, 1956
Brockhaus, Von A.; Jenckel, E.,
Über die kinetik des thermischen abbaues von polymethacrylsäuremethylester.,
Makromol. Chem., 1956, 18, 1, 262-293, https://doi.org/10.1002/macp.1956.020180124
. [all data]
Bywater, 1952
Bywater, S.,
Vapor pressures of methyl methacrylate and styrene,
J. Polym. Sci., 1952, 9, 5, 417-422, https://doi.org/10.1002/pol.1952.120090503
. [all data]
Jones, 1960
Jones, A.H.,
Sublimation Pressure Data for Organic Compounds.,
J. Chem. Eng. Data, 1960, 5, 2, 196-200, https://doi.org/10.1021/je60006a019
. [all data]
Karabaev, Abduzhaminov, et al., 1985, 2
Karabaev, M.K.; Abduzhaminov, T.P.; Kenisarin, M.M.; Saidov, A.A.,
Thermodynamics of the crystal-liquid phase transition in acrylates and methacrylates, Izv. Akad. Nauk Uzb. SSR,
Ser. Fiz.-Mat. Nauk, 1985, (5), 74-77. [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]
Notes
Go To: Top, 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 Tboil Boiling point Tfus Fusion (melting) point Ttriple Triple point temperature ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔsubH Enthalpy of sublimation ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
- Customer support for NIST Standard Reference Data products.