Methylal
- Formula: C3H8O2
- Molecular weight: 76.0944
- IUPAC Standard InChIKey: NKDDWNXOKDWJAK-UHFFFAOYSA-N
- CAS Registry Number: 109-87-5
- 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: Methane, dimethoxy-; Dimethyl formal; Anesthenyl; Dimethoxymethane; Formal; Formaldehyde dimethyl acetal; Methoxymethyl methyl ether; Methylene dimethyl ether; Methylene glycol dimethylether; (CH3O)2CH2; Methylenedioxydimethane; Metylal; UN 1234; Formaldehyde methyl ketal; 2,4-Dioxapentane; Dimethylacetal formaldehyde; Bis(methoxy)methane
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Phase change data
Go To: Top, 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
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 | 315.3 ± 0.5 | K | AVG | N/A | Average of 10 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 168. | K | N/A | Timmermans, 1935 | Uncertainty assigned by TRC = 2. K; TRC |
Tfus | 168.35 | K | N/A | Timmermans, 1934 | Uncertainty assigned by TRC = 0.5 K; TRC |
Tfus | 168.15 | K | N/A | Timmermans and Martin, 1928 | Uncertainty assigned by TRC = 0.4 K; TRC |
Tfus | 168.35 | K | N/A | Timmermans, 1911 | Uncertainty assigned by TRC = 0.3 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 168.03 | K | N/A | Wilhoit, Chao, et al., 1985 | Uncertainty assigned by TRC = 0.05 K; TRC |
Ttriple | 168.01 | K | N/A | McEachern and Kilpatrick, 1964 | Uncertainty assigned by TRC = 0.02 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 480.6 | K | N/A | Kobe and Mathews, 1970 | Uncertainty assigned by TRC = 1. K; TRC |
Tc | 488.4 | K | N/A | Bourgou, 1924 | Uncertainty assigned by TRC = 6. K; TRC |
Tc | 496.8 | K | N/A | Pawlewski, 1883 | Uncertainty assigned by TRC = 10. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 39.50 | bar | N/A | Kobe and Mathews, 1970 | Uncertainty assigned by TRC = 0.7092 bar; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ρc | 4.69 | mol/l | N/A | Kobe and Mathews, 1970 | Uncertainty assigned by TRC = 0.39 mol/l; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 29.6 | kJ/mol | N/A | Albert, Hahnenstein, et al., 2001 | Based on data from 273. to 357. K.; AC |
ΔvapH° | 28.89 ± 0.21 | kJ/mol | V | McEachern and Kilpatrick, 1964, 2 | ALS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
28.886 | 298.15 | N/A | McEachern and Kilpatrick, 1964, 3 | P = 53.14 kPa; DH |
31.2 | 288. | A | Stephenson and Malanowski, 1987 | Based on data from 273. to 316. K.; AC |
29.8 | 288. | A | Stephenson and Malanowski, 1987 | Based on data from 273. to 318. K.; AC |
30.3 | 305. | N/A | Brazhnikov, Peshchenko, et al., 1976 | Based on data from 296. to 314. K.; AC |
30.1 | 288. | N/A | Nicolini and Laffitte, 1949 | Based on data from 273. to 308. K.; AC |
Entropy of vaporization
ΔvapS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
96.9 | 298.15 | McEachern and Kilpatrick, 1964, 3 | P; DH |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
273. to 308. | 4.03675 | 1068.35 | -50.409 | Nicolini and Laffitte, 1949, 2 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
8.3316 | 168.01 | McEachern and Kilpatrick, 1964, 3 | DH |
8.33 | 168. | Domalski and Hearing, 1996 | AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
49.59 | 168.01 | McEachern and Kilpatrick, 1964, 3 | DH |
References
Go To: Top, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Timmermans, 1935
Timmermans, J.,
Researches in Stoichiometry. I. The Heat of Fusion of Organic Compounds.,
Bull. Soc. Chim. Belg., 1935, 44, 17-40. [all data]
Timmermans, 1934
Timmermans, J.,
Theory of Concentrated Solutions XII.,
Bull. Soc. Chim. Belg., 1934, 43, 626. [all data]
Timmermans and Martin, 1928
Timmermans, J.; Martin, F.,
Study of the Physical Constants of Twenty Organic Compounds of the Physical Constants of Twenty Organic Compounds,
J. Chim. Phys. Phys.-Chim. Biol., 1928, 25, 411. [all data]
Timmermans, 1911
Timmermans, J.,
Researches on the freezing point of organic liquid compounds,
Bull. Soc. Chim. Belg., 1911, 25, 300. [all data]
Wilhoit, Chao, et al., 1985
Wilhoit, R.C.; Chao, J.; Hall, K.R.,
Thermodynamic Properties of Key Organic Compounds in the Carbon Range C1 to C4. Part 1. Properties of Condensed Phases,
J. Phys. Chem. Ref. Data, 1985, 14, 1. [all data]
McEachern and Kilpatrick, 1964
McEachern, D.M.; Kilpatrick, J.E.,
Entropy and related thermodynamic properties of dimethoxymethane.,
J. Chem. Phys., 1964, 41, 3127-31. [all data]
Kobe and Mathews, 1970
Kobe, K.A.; Mathews, J.F.,
Critical Properties and Vapor Pressures of Some Organic Nitrogen and Oxygen Compounds,
J. Chem. Eng. Data, 1970, 15, 182. [all data]
Bourgou, 1924
Bourgou, A.,
Contribution a l'Etude du Methylal comme Solvant,
Bull. Soc. Chim. Belg., 1924, 33, 101-115. [all data]
Pawlewski, 1883
Pawlewski, B.,
Critical temperatures of some liquids,
Ber. Dtsch. Chem. Ges., 1883, 16, 2633-36. [all data]
Albert, Hahnenstein, et al., 2001
Albert, Michael; Hahnenstein, Immanuel; Hasse, Hans; Maurer, Gerd,
Vapor-Liquid and Liquid-Liquid Equilibria in Binary and Ternary Mixtures of Water, Methanol, and Methylal,
J. Chem. Eng. Data, 2001, 46, 4, 897-903, https://doi.org/10.1021/je000352l
. [all data]
McEachern and Kilpatrick, 1964, 2
McEachern, D.M., Jr.; Kilpatrick, J.E.,
Entropy and related thermodynamic properties of dimethoxymethane,
Ber. Bunsenges. Phys. Chem., 1964, 41, 3127. [all data]
McEachern and Kilpatrick, 1964, 3
McEachern, D.M., Jr.; Kilpatrick, J.E.,
Entropy and related thermodynamic properties of dimethoxymethane,
J. Chem. Phys., 1964, 41, 3127-3131. [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]
Brazhnikov, Peshchenko, et al., 1976
Brazhnikov, M.M.; Peshchenko, A.D.; Ral'ko, O.V.,
Zh. Prikl. Khim. (Leningrad), 1976, 49, 1041. [all data]
Nicolini and Laffitte, 1949
Nicolini, E.; Laffitte, P.,
Compt. Rend., 1949, 229, 757. [all data]
Nicolini and Laffitte, 1949, 2
Nicolini, E.; Laffitte, P.,
Tensions de Vapeur de Quelques Liquides Organiques Purs,
Compt. Rend., 1949, 229, 757-759. [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, Phase change data, References
- Symbols used in this document:
Pc Critical pressure Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions ΔvapS Entropy of vaporization ρc Critical density - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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