Carbonochloridic acid, ethyl ester
- Formula: C3H5ClO2
- Molecular weight: 108.524
- IUPAC Standard InChIKey: RIFGWPKJUGCATF-UHFFFAOYSA-N
- CAS Registry Number: 541-41-3
- 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: Formic acid, chloro-, ethyl ester; Cathyl chloride; Chlorocarbonic acid, ethyl ester; Chloroformic acid, ethyl ester; Ethoxycarbonyl chloride; Ethyl chlorocarbonate; Ethyl chloroformate; Chlorocarbonate d'ethyle; Clhorameisensaeureaethylester; ECF; Ethylchloorformiaat; Ethyle, chloroformiat d'; Ethylester kyseliny chlormravenci; Etil clorocarbonato; Etil cloroformiato; TL 423; UN 1182; Ethyl carbonochloridate
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Gas Chromatography, 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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -109.8 ± 0.41 | kcal/mol | Cm | Davies, Finch, et al., 1980 | Heat of hydrolysis |
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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°liquid | -118.9 ± 0.41 | kcal/mol | Cm | Davies, Finch, et al., 1980 | Heat of hydrolysis |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -327. ± 1. | kcal/mol | Ccb | Smith, Bjellerup, et al., 1953 |
Phase change 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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 366.2 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 508.15 | K | N/A | Guye and Mallet, 1902 | Uncertainty assigned by TRC = 10. K; this a minimum value, measurement not made because of explosion of sample; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 9.049 ± 0.069 | kcal/mol | V | Davies, Finch, et al., 1980 | Heat of hydrolysis; ALS |
ΔvapH° | 9.03 ± 0.05 | kcal/mol | BG | Hugh Davies, Finch, et al., 1980 | Based on data from 281. to 286. K.; AC |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
9.25 ± 0.05 | 283. | BG | Hugh Davies, Finch, et al., 1980 | Based on data from 281. to 286. K.; AC |
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
3 +
= CNa2O3 +
+
+
By formula: 3HNaO + C3H5ClO2 = CNa2O3 + C2H6O + ClNa + H2O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -77.27 ± 0.41 | kcal/mol | Cm | Davies, Finch, et al., 1980 | liquid phase; Heat of hydrolysis |
Gas phase ion energetics 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 evaluated by: Edward P. Hunter and Sharon G. Lias
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Proton affinity (review) | 182.8 | kcal/mol | N/A | Hunter and Lias, 1998 | |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 175.4 | kcal/mol | N/A | Hunter and Lias, 1998 |
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, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | Polydimethyl siloxanes | 640. | Zenkevich, Eliseenkov, et al., 2006 | Program: not specified |
Capillary | Polydimethyl siloxanes | 640. | Zenkevich, 2001 | Program: not specified |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Davies, Finch, et al., 1980
Davies, R.H.; Finch, A.; Gardner, P.J.,
The standard enthalpy of formation of liquid and gaseous ethylchloroformate (C3H5O2Cl),
J. Chem. Thermodyn., 1980, 12, 291-296. [all data]
Smith, Bjellerup, et al., 1953
Smith, L.; Bjellerup, L.; Krook, S.; Westermark, H.,
Heats of combustion of organic chloro compounds determined by the "quartz wool" method,
Acta Chem. Scand., 1953, 7, 65. [all data]
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
Guye and Mallet, 1902
Guye, P.A.; Mallet, E.,
Measurement of Critical Constants,
Arch. Sci. Phys. Nat., 1902, 13, 274-296. [all data]
Hugh Davies, Finch, et al., 1980
Hugh Davies, R.; Finch, Arthur; Gardner, P.J.,
The standard enthalpy of formation of liquid and gaseous ethylchloroformate (C3H5O2Cl),
The Journal of Chemical Thermodynamics, 1980, 12, 3, 291-296, https://doi.org/10.1016/0021-9614(80)90049-X
. [all data]
Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G.,
Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update,
J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018
. [all data]
Zenkevich, Eliseenkov, et al., 2006
Zenkevich, I.G.; Eliseenkov, E.V.; Kasatochkin, A.N.,
Application of Retention Indices in GC-MS Identification of Halogenated Organic Compounds,
Mass Spectromery (Rus.), 2006, 3, 2, 131-140. [all data]
Zenkevich, 2001
Zenkevich, I.G.,
Encyclopedia of Chromatography. Derivatization of Acids for GC Analysis, Marcel Dekker, Inc., New York - Basel, 2001, 221. [all data]
Notes
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- Symbols used in this document:
Tboil Boiling point Tc Critical temperature ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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