Ethylenimine
- Formula: C2H5N
- Molecular weight: 43.0678
- IUPAC Standard InChI: InChI=1S/C2H5N/c1-2-3-1/h3H,1-2H2
- IUPAC Standard InChIKey: NOWKCMXCCJGMRR-UHFFFAOYSA-N
- CAS Registry Number: 151-56-4
- 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: Aziridine; Azacyclopropane; Aziran; Dimethylenimine; Ethyleneimine; EI; Aethylenimin; Azirane; Aziridin; 1H-Azirine, dihydro-; Dihydroazirene; Dihydro-1H-azirine; Dimethyleneimine; ENT-50324; Ethyleenimine; Etilenimina; Rcra waste number P054; TL 337
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Reaction thermochemistry data
Go To: Top, Vibrational and/or electronic energy levels, 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: 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
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By formula: C6H15N3 + C2H5N = C8H20N4
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 20.8 ± 0.9 | kcal/mol | Cm | Dalin, Bobylev, et al., 1988 | liquid phase; solvent: Aqueous HCl; Kinetic |
+
=
By formula: C4H13N3 + C2H5N = C6H18N4
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 19.9 ± 1.0 | kcal/mol | Cm | Dalin, Bobylev, et al., 1988 | liquid phase; solvent: Aqueous HCl; Kinetic |
+
=
By formula: C6H18N4 + C2H5N = C8H23N5
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 19.9 ± 1.1 | kcal/mol | Cm | Dalin, Bobylev, et al., 1988 | liquid phase; solvent: Aqueous HCl; Kinetic |
+
=
By formula: C4H10N2 + C2H5N = C6H15N3
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 20.5 ± 0.5 | kcal/mol | Cm | Dalin, Bobylev, et al., 1988 | liquid phase; solvent: Aqueous HCl; Kinetic |
+
=
By formula: C2H8N2 + C2H5N = C4H13N3
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 19.8 ± 1.2 | kcal/mol | Cm | Dalin, Bobylev, et al., 1988 | liquid phase; solvent: Aqueous HCl; Kinetic |
Vibrational and/or electronic energy levels
Go To: Top, Reaction 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 by: Takehiko Shimanouchi
Symmetry: Cs Symmetry Number σ = 1
| Sym. | No | Approximate | Selected Freq. | Infrared | Raman | Comments | ||||
|---|---|---|---|---|---|---|---|---|---|---|
| Species | type of mode | Value | Rating | Value | Phase | Value | Phase | |||
| a' | 1 | NH str | 3338 | C | 3338 W | gas | 3302 M p | liq. | ||
| a' | 2 | CH2 a-str | 3079 | D | 3079 S | gas | 3059 M dp | liq. | OV(ν11) | |
| a' | 3 | CH2 s-str | 3015 | D | 3015 S | gas | 2999 VS p | liq. | OV(ν12) | |
| a' | 4 | CH2 scis | 1482 | C | 1482 W | gas | 1471 W p | liq. | ||
| a' | 5 | Ring str | 1211 | C | 1211 S | gas | 1212 VS p | liq. | ||
| a' | 6 | CH2 twist | 1095 | D | 1095 S | gas | 1088 W p | liq. | ||
| a' | 7 | CH2 wag | 1090 | D | 1090 S | gas | 1088 W p | liq. | ||
| a' | 8 | NH bend | 998 | C | 998 M | gas | 1028 W | liq. | ||
| a' | 9 | Ring deform | 856 | C | 856 VS | gas | 855 M dp | liq. | ||
| a' | 10 | CH2 rock | 773 | C | 773 S | gas | 787 W dp | liq. | ||
| a | 11 | CH2 a-str | 3079 | D | 3079 S | gas | 3059 M dp | liq. | OV(ν2) | |
| a | 12 | CH2 s-str | 3015 | D | 3015 S | gas | 2999 VS p | liq. | OV(ν3) | |
| a | 13 | CH2 scis | 1463 | C | 1463 W | gas | 1452 W dp | liq. | ||
| a | 14 | CH2 twist | 1268 | C | 1268 M | gas | 1276 VW | liq. | ||
| a | 15 | NH bend | 1237 | C | 1237 M | gas | 1297 W p | liq. | ||
| a | 16 | CH2 wag | 1131 | C | 1131 M | gas | 1130 VW | liq. | ||
| a | 17 | Ring deform | 904 | C | 904 S | gas | ||||
| a | 18 | CH2 rock | 817 | D | 817 M dp | liq. | ||||
Source: Shimanouchi, 1972
Notes
| VS | Very strong |
| S | Strong |
| M | Medium |
| W | Weak |
| VW | Very weak |
| p | Polarized |
| dp | Depolarized |
| OV | Overlapped by band indicated in parentheses. |
| C | 3~6 cm-1 uncertainty |
| D | 6~15 cm-1 uncertainty |
References
Go To: Top, Reaction thermochemistry data, Vibrational and/or electronic energy levels, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Dalin, Bobylev, et al., 1988
Dalin, A.R.; Bobylev, V.A.; Suslikov, V.F.; Kamskaya, O.I.; Tereshchenko, G.F.,
Nucleophilic cleavage and the formation of saturated heterocycles. VII. Kinetic and thermochemical study of reactions of aziridine with ethylene amines,
J. Gen. Chem. USSR, 1988, 58, 1868-1871. [all data]
Shimanouchi, 1972
Shimanouchi, T.,
Tables of Molecular Vibrational Frequencies Consolidated Volume I, National Bureau of Standards, 1972, 1-160. [all data]
Notes
Go To: Top, Reaction thermochemistry data, Vibrational and/or electronic energy levels, References
- Symbols used in this document:
ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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