Urethane
- Formula: C3H7NO2
- Molecular weight: 89.0932
- IUPAC Standard InChIKey: JOYRKODLDBILNP-UHFFFAOYSA-N
- CAS Registry Number: 51-79-6
- 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: Carbamic acid, ethyl ester; Ethyl carbamate; Ethyl urethane; O-Ethylurethane; Leucethane; NSC 746; Pracarbamine; Urethan; NH2COOC2H5; A 11032; Aethylcarbamat; Aethylurethan; Carbamidsaeure-aethylester; Estane 5703; Ethyl urethan; Leucothane; Pracarbamin; U-Compound; Uretan; X 41; Ethylester kyseliny karbaminove; Rcra waste number U238; Uretan etylowy; Ethyl ester of carbamic acid
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Gas phase ion energetics 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:
B - John E. Bartmess
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
10.2 | PE | Overman, Taylor, et al., 1978 | LLK |
10.62 | PE | Overman, Taylor, et al., 1978 | Vertical value; LLK |
De-protonation reactions
C3H6NO2- + =
By formula: C3H6NO2- + H+ = C3H7NO2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1514. ± 9.6 | kJ/mol | G+TS | Taft, 1987 | gas phase; value altered from reference due to change in acidity scale; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1485. ± 9.2 | kJ/mol | IMRE | Taft, 1987 | gas phase; value altered from reference due to change in acidity scale; B |
References
Go To: Top, Gas phase ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Overman, Taylor, et al., 1978
Overman, L.E.; Taylor, G.F.; Houk, K.N.; Domelsmith, L.N.,
Diels-Alder reactions between trans-1-N-acylamino-1,3-dienes and methyl acrylate. A correlation between diene photoelectron ionization potentials and reactivity, stereoselectivity, and regioselectivity,
J. Am. Chem. Soc., 1978, 100, 3182. [all data]
Taft, 1987
Taft, R.W.,
The Nature and Analysis of Substitutent Electronic Effects,
Personal communication. See also Prog. Phys. Org. Chem., 1987, 16, 1. [all data]
Notes
Go To: Top, Gas phase ion energetics 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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