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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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, Henry's Law 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
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -83.21 ± 0.19 | kcal/mol | Cm | Pilcher and Fletcher, 1969 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°gas | -472.20 ± 0.18 | kcal/mol | Cm | Pilcher and Fletcher, 1969 | Corresponding ΔfHºgas = -83.21 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°gas | 80.24 ± 0.15 | cal/mol*K | N/A | McEachern D.M., 1964 | GT |
Condensed phase thermochemistry data
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
S°liquid | 58.320 | cal/mol*K | N/A | McEachern and Kilpatrick, 1964 |
Constant pressure heat capacity of liquid
Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
38.580 | 298.15 | McEachern and Kilpatrick, 1964 | T = 15 to 300 K. |
39.10 | 298. | von Reis, 1881 | T = 289 to 323 K. |
Reaction thermochemistry data
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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:
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
By formula: H4N+ + C3H8O2 = (H4N+ • C3H8O2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 29.1 | kcal/mol | PHPMS | Meot-Ner (Mautner), Sieck, et al., 1996 | gas phase; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 25.2 | cal/mol*K | PHPMS | Meot-Ner (Mautner), Sieck, et al., 1996 | gas phase; M |
By formula: C3H8O2 + H2O = CH2O + 2CH4O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 18.45 ± 0.12 | kcal/mol | Cm | Birley and Skinner, 1970 | liquid phase; Heat of hydrolysis; ALS |
Henry's Law data
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Rolf Sander
Henry's Law constant (water solution)
kH(T) = k°H exp(d(ln(kH))/d(1/T) ((1/T) - 1/(298.15 K)))
k°H = Henry's law constant for solubility in water at 298.15 K (mol/(kg*bar))
d(ln(kH))/d(1/T) = Temperature dependence constant (K)
k°H (mol/(kg*bar)) | d(ln(kH))/d(1/T) (K) | Method | Reference | Comment |
---|---|---|---|---|
5.8 | X | N/A | Value given here as quoted by missing citation. |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Henry's Law data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Pilcher and Fletcher, 1969
Pilcher, G.; Fletcher, R.A.,
Measurements of heats of combustion by flame calorimetry. Part 5.-Dimethoxymethane, 1,1-Dimethoxyethane,
Trans. Faraday Soc., 1969, 65, 2326-2330. [all data]
McEachern D.M., 1964
McEachern D.M., Jr.,
Entropy and related thermodynamic properties of dimethoxymethane,
J. Chem. Phys., 1964, 41, 3127-3131. [all data]
McEachern and Kilpatrick, 1964
McEachern, D.M., Jr.; Kilpatrick, J.E.,
Entropy and related thermodynamic properties of dimethoxymethane,
J. Chem. Phys., 1964, 41, 3127-3131. [all data]
von Reis, 1881
von Reis, M.A.,
Die specifische Wärme flüssiger organischer Verbindungen und ihre Beziehung zu deren Moleculargewicht,
Ann. Physik [3], 1881, 13, 447-464. [all data]
Meot-Ner (Mautner), Sieck, et al., 1996
Meot-Ner (Mautner), M.; Sieck, L.W.; Liebman, J.F.; Scheiner, S.,
Complexing of the Ammonium Ion by Polyethers. Comparative Complexing Thermochemistry of Ammonium, Hydronium, and Alkali Cations,
J. Phys. Chem., 1996, 100, 16, 6445, https://doi.org/10.1021/jp9514943
. [all data]
Birley and Skinner, 1970
Birley, G.I.; Skinner, H.A.,
Enthalpies of hydrolysis of dimethoxymethane and 1,1-dimethoxyethane,
Trans. Faraday Soc., 1970, 66, 791-793. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Henry's Law data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid S°gas Entropy of gas at standard conditions S°liquid Entropy of liquid at standard conditions d(ln(kH))/d(1/T) Temperature dependence parameter for Henry's Law constant k°H Henry's Law constant at 298.15K ΔcH°gas Enthalpy of combustion of gas at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔrS° Entropy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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