Ethylene oxide
- Formula: C2H4O
- Molecular weight: 44.0526
- IUPAC Standard InChI: InChI=1S/C2H4O/c1-2-3-1/h1-2H2
- IUPAC Standard InChIKey: IAYPIBMASNFSPL-UHFFFAOYSA-N
- CAS Registry Number: 75-21-8
- 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: Oxirane; Dihydrooxirene; Dimethylene oxide; Epoxyethane; Ethene oxide; ETO; Oxacyclopropane; Oxane; Oxidoethane; Oxirene, dihydro-; Oxyfume; Oxyfume 12; T-Gas; 1,2-Epoxyethane; Aethylenoxid; Amprolene; Anprolene; Anproline; ENT-26263; E.O.; 1,2-Epoxyaethan; Ethyleenoxide; Etylenu tlenek; FEMA No. 2433; Merpol; NCI-C50088; α,β-Oxidoethane; Oxiraan; Oxiran; Rcra waste number U115; Sterilizing gas ethylene oxide 100%; UN 1040; Qazi-ketcham
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, 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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | -12.58 | kcal/mol | Review | Chase, 1998 | Data last reviewed in September, 1965 |
| ΔfH°gas | -12.58 ± 0.15 | kcal/mol | Cm | Pell and Pilcher, 1965 | ALS |
| ΔfH°gas | -16.8 | kcal/mol | N/A | Moureu and Dode, 1937 | Value computed using ΔfHliquid° value of -95.7±1.3 kj/mol from Moureu and Dode, 1937 and ΔvapH° value of 25.51 kj/mol from missing citation.; DRB |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°gas | -312.15 ± 0.14 | kcal/mol | Cm | Pell and Pilcher, 1965 | Corresponding ΔfHºgas = -12.58 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
| ΔcH°gas | -312.55 ± 0.20 | kcal/mol | Ccb | Crog and Hunt, 1942 | Corresponding ΔfHºgas = -12.18 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| S°gas,1 bar | 58.078 | cal/mol*K | Review | Chase, 1998 | Data last reviewed in September, 1965 |
Constant pressure heat capacity of gas
| Cp,gas (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 7.949 | 50. | Dorofeeva O.V., 1992 | p=1 bar. Selected values are in good agreement with other statistically calculated values [ Godnev I., 1948, Gunthard H., 1948, Kobe K.A., 1950, Sundaram S., 1963, Ramasamy R., 1978, Chao J., 1986].; GT |
| 7.954 | 100. | ||
| 8.083 | 150. | ||
| 8.650 | 200. | ||
| 10.45 | 273.15 | ||
| 11.24 ± 0.24 | 298.15 | ||
| 11.30 | 300. | ||
| 14.74 | 400. | ||
| 17.90 | 500. | ||
| 20.55 | 600. | ||
| 22.74 | 700. | ||
| 24.572 | 800. | ||
| 26.128 | 900. | ||
| 27.459 | 1000. | ||
| 28.602 | 1100. | ||
| 29.587 | 1200. | ||
| 30.440 | 1300. | ||
| 31.178 | 1400. | ||
| 31.821 | 1500. |
Constant pressure heat capacity of gas
| Cp,gas (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 11.80 | 307.18 | Kistiakowsky G.B., 1940 | GT |
| 12.79 | 337.04 | ||
| 13.96 | 371.23 |
Gas Phase Heat Capacity (Shomate Equation)
Cp° = A + B*t + C*t2 + D*t3 +
E/t2
H° − H°298.15= A*t + B*t2/2 +
C*t3/3 + D*t4/4 − E/t + F − H
S° = A*ln(t) + B*t + C*t2/2 + D*t3/3 −
E/(2*t2) + G
Cp = heat capacity (cal/mol*K)
H° = standard enthalpy (kcal/mol)
S° = standard entropy (cal/mol*K)
t = temperature (K) / 1000.
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| Temperature (K) | 298. to 1200. | 1200. to 6000. |
|---|---|---|
| A | -5.558801 | 31.39300 |
| B | 65.89381 | 3.299699 |
| C | -45.16561 | -0.632185 |
| D | 12.19730 | 0.042022 |
| E | 0.092478 | -7.178870 |
| F | -13.16720 | -37.85361 |
| G | 34.12469 | 74.91099 |
| H | -12.58010 | -12.58010 |
| Reference | Chase, 1998 | Chase, 1998 |
| Comment | Data last reviewed in September, 1965 | Data last reviewed in September, 1965 |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, 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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°liquid | -22.88 ± 0.30 | kcal/mol | Ccb | Moureu and Dode, 1937 | Reanalyzed by Cox and Pilcher, 1970, Original value = -22.8 kcal/mol; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°liquid | -301.85 ± 0.30 | kcal/mol | Ccb | Moureu and Dode, 1937 | Reanalyzed by Cox and Pilcher, 1970, Original value = -302.0 kcal/mol; Corresponding ΔfHºliquid = -22.88 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| S°liquid | 35.719 | cal/mol*K | N/A | Giauque and Gordon, 1949 | DH |
Constant pressure heat capacity of liquid
| Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 20.77 | 285. | Giauque and Gordon, 1949 | T = 15 to 283 K.; DH |
Reaction thermochemistry data
Go To: Top, Gas phase thermochemistry data, Condensed phase 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: 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
=
+ 2
By formula: C16H35NO2 = C12H27N + 2C2H4O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -240.0 ± 6.5 | kcal/mol | Eqk | Balcerowiak, Jerzykiewicz, et al., 1984 | solid phase |
=
+
By formula: C14H31NO = C12H27N + C2H4O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -28.7 ± 1.1 | kcal/mol | Eqk | Balcerowiak, Jerzykiewicz, et al., 1984 | liquid phase |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Chase, 1998
Chase, M.W., Jr.,
NIST-JANAF Themochemical Tables, Fourth Edition,
J. Phys. Chem. Ref. Data, Monograph 9, 1998, 1-1951. [all data]
Pell and Pilcher, 1965
Pell, A.S.; Pilcher, G.,
Measurements of heats of combustion by flame calorimetry. Part 3.-Ethylene oxide, trimethylene oxide, tetrahydrofuran and tetrahydropy,
Trans. Faraday Soc., 1965, 61, 71-77. [all data]
Moureu and Dode, 1937
Moureu, H.; Dode, M.,
Chaleurs de formation de l'oxyde d'ethylene, de l'ethanediol et de quelques homologues,
Bull. Soc. Chim. France, 1937, 4, 637-647. [all data]
Crog and Hunt, 1942
Crog, R.S.; Hunt, H.,
Heats of combustion. II. The heats of combustion of ethyl methyl ketone and ethylene oxide,
J. Phys. Chem., 1942, 46, 1162-1163. [all data]
Dorofeeva O.V., 1992
Dorofeeva O.V.,
Ideal gas thermodynamic properties of oxygen heterocyclic compounds. Part 1. Three-membered, four-membered and five-membered rings,
Thermochim. Acta, 1992, 194, 9-46. [all data]
Godnev I., 1948
Godnev I.,
Thermodynamic functions of ethylene oxide,
Zh. Fiz. Khim., 1948, 22, 801-803. [all data]
Gunthard H., 1948
Gunthard H.,
Thermodynamic properties of ethylene oxide,
Helv. Chim. Acta, 1948, 31, 2128-2132. [all data]
Kobe K.A., 1950
Kobe K.A.,
Thermochemistry for the petrochemical industry. XIII. Some oxygenated hydrocarbons C1 and C2,
Petrol. Refiner, 1950, 29 (9), 135-138. [all data]
Sundaram S., 1963
Sundaram S.,
Thermodynamic functions of some propellants,
Z. Phys. Chem. (Frankfurt), 1963, 36, 376-377. [all data]
Ramasamy R., 1978
Ramasamy R.,
Centrifugal distortion constants and thermodynamic functions of ethylene oxide, ethylene oxide-d4, and ethylene sulfide,
Curr. Sci., 1978, 47, 668-669. [all data]
Chao J., 1986
Chao J.,
Thermodynamic properties of key organic oxygen compounds in the carbon range C1 to C4. Part 2. Ideal gas properties,
J. Phys. Chem. Ref. Data, 1986, 15, 1369-1436. [all data]
Kistiakowsky G.B., 1940
Kistiakowsky G.B.,
Gaseous heat capacities. III,
J. Chem. Phys., 1940, 8, 618-622. [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]
Giauque and Gordon, 1949
Giauque, W.F.; Gordon, J.,
The entropy of ethylene oxide. Heat capacity from 14 to 285K. Vapor pressure. Heats of fusion and vaporization,
J. Am. Chem. Soc., 1949, 71, 2176-2181. [all data]
Balcerowiak, Jerzykiewicz, et al., 1984
Balcerowiak, W.; Jerzykiewicz, W.; Szewczyk, H.,
Differential thermal analysis using closed pans. The ethoxylation of n-dodecylamine,
Tenside Deterg., 1984, 21, 10-11. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, References
- Symbols used in this document:
Cp,gas Constant pressure heat capacity of gas Cp,liquid Constant pressure heat capacity of liquid S°gas,1 bar Entropy of gas at standard conditions (1 bar) S°liquid Entropy of liquid at standard conditions ΔcH°gas Enthalpy of combustion of gas at standard conditions 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 - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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