Methacrolein
- Formula: C4H6O
- Molecular weight: 70.0898
- IUPAC Standard InChIKey: STNJBCKSHOAVAJ-UHFFFAOYSA-N
- CAS Registry Number: 78-85-3
- Chemical structure:
This structure is also available as a 2d Mol file - Other names: 2-Propenal, 2-methyl-; Methacrylaldehyde; α-Methylacrolein; Isobutenal; Methacrylic aldehyde; Methylacrylaldehyde; 2-Methylacrolein; 2-Methylpropenal; CH2=C(CH3)CHO; 2-Methylenepropanal; 2-Methylprop-2-enal; α-Methacrolein; Acrolein, 2-methyl-; Methacraldehyde; Methakrylaldehyd; 2-Methyl-2-propenal; NSC 8260; Methylacroleine
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Reaction thermochemistry 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 by: John E. Bartmess
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
C4H5O- + =
By formula: C4H5O- + H+ = C4H6O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1576. ± 13. | kJ/mol | G+TS | Kleingeld and Nibbering, 1984 | gas phase; Acid: 2-methylpropenal. Reprotonation to dimethyl ketene? G3MP2B3 calculations indicate a dHacid of 396 kcal/mol |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1544. ± 13. | kJ/mol | IMRB | Kleingeld and Nibbering, 1984 | gas phase; Acid: 2-methylpropenal. Reprotonation to dimethyl ketene? G3MP2B3 calculations indicate a dHacid of 396 kcal/mol |
C4H5O- + =
By formula: C4H5O- + H+ = C4H6O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1578. ± 13. | kJ/mol | G+TS | Bartmess and Burnham, 1984 | gas phase; value altered from reference due to change in acidity scale |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1549. ± 13. | kJ/mol | IMRB | Bartmess and Burnham, 1984 | gas phase; value altered from reference due to change in acidity scale |
ΔrG° | 1544. ± 13. | kJ/mol | IMRB | Kleingeld and Nibbering, 1984 | gas phase |
References
Go To: Top, Reaction thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Kleingeld and Nibbering, 1984
Kleingeld, J.C.; Nibbering, N.M.M.,
Negative Ion/Molecule Cycloaddition Reactions of 2-Methylpropenal in the Gas Phase,
Recl. Trav. Chim. Pays-Bas, 1984, 103, 3, 87, https://doi.org/10.1002/recl.19841030303
. [all data]
Bartmess and Burnham, 1984
Bartmess, J.E.; Burnham, R.,
Effect of central substituents on the gas phase acidities of propenes,
J. Org. Chem., 1984, 49, 1382. [all data]
Notes
Go To: Top, Reaction thermochemistry data, References
- Symbols used in this document:
ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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