1-Chloro-2-ethoxyethane
- Formula: C4H9ClO
- Molecular weight: 108.567
- IUPAC Standard InChI: InChI=1S/C4H9ClO/c1-2-6-4-3-5/h2-4H2,1H3
- IUPAC Standard InChIKey: GPTVQTPMFOLLOA-UHFFFAOYSA-N
- CAS Registry Number: 628-34-2
- 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: 2-Chloroethyl ethyl ether; β-Chloroethyl ethyl ether; 2-Chlorodiethyl ether; Ethane, 1-chloro-2-ethoxy-; Ether, 2-chloroethyl ethyl; 2-Chloroethoxyethane; 2-Ethoxyethyl chloride; Ethyl β-chloroethyl ether
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Gas 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | -297.1 ± 2.3 | kJ/mol | Eqk | Failes and Stimson, 1967 | Reanalyzed by Cox and Pilcher, 1970, Original value = -301. kJ/mol; At 450 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 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
=
+
By formula: C4H9ClO = C4H8O + HCl
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 68.2 ± 2.1 | kJ/mol | Eqk | Failes and Stimson, 1967 | gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = 69.0 kJ/mol; At 450 K |
Gas Chromatography
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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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Normal alkane RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | OV-101 | 706. | Zenkevich, Eliseenkov, et al., 2011 | 25. m/0.20 mm/0.25 μm, Nitrogen, 6. K/min; Tstart: 40. C; Tend: 220. C |
Normal alkane RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Packed | Squalane | 704.9 | Keiko, Prokop'ev, et al., 1972 | Program: not specified |
| Packed | Apiezon L | 706.2 | Keiko, Prokop'ev, et al., 1972 | Program: not specified |
References
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Failes and Stimson, 1967
Failes, R.L.; Stimson, V.R.,
The thermal decomposition of 1-ethoxyethyl chloride and the reverse combination,
Aust. J. Chem., 1967, 20, 1553-1560. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
Zenkevich, Eliseenkov, et al., 2011
Zenkevich, I.G.; Eliseenkov, E.V.; Kasatochkin, A.N.; Ukolov, A.I.,
Identification of the products of nonregioselective organic reactions by chromatography - mass spectrometry: chloro derivatives of dialkyl ethers,
Rus. J. Anal. Chem., 2011, 66, 14, 1445-1454, https://doi.org/10.1134/S1061934811140218
. [all data]
Keiko, Prokop'ev, et al., 1972
Keiko, V.V.; Prokop'ev, B.V.; Kuz'menko, L.P.; Kalinina, N.A.; Modonov, V.B.,
The use of an additive scheme of calculation of the indices of retention in gas-liquid chromatography communication. 3. Some regularities in the manifestation of the inductive effect,
Izv. Akad. Nauk Kaz. SSR Ser. Khim., 1972, 12, 2629-2633. [all data]
Notes
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- Symbols used in this document:
ΔfH°gas Enthalpy of formation of gas at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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