Acetic anhydride
- Formula: C4H6O3
- Molecular weight: 102.0886
- IUPAC Standard InChIKey: WFDIJRYMOXRFFG-UHFFFAOYSA-N
- CAS Registry Number: 108-24-7
- 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: Acetic acid, anhydride; Acetic oxide; Acetyl anhydride; Acetyl ether; Acetyl oxide; Ethanoic anhydride; (CH3CO)2O; Ethanoic anhydrate; Acetanhydride; Anhydride acetique; Anhydrid kyseliny octove; Anidride acetica; Azijnzuuranhydride; Essigsaeureanhydrid; Octowy bezwodnik; UN 1715; Acetyl acetate; Acetic acid, 1,1'-anhydride
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Condensed phase thermochemistry data
Go To: Top, Phase change 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 | -149.39 ± 0.81 | kcal/mol | Cm | Guthrie, 1974 | Reanalyzed by Pedley, Naylor, et al., 1986, Original value = -150.2 ± 0.80 kcal/mol; Heat of hydrolysis[kcal/mol]=-40.6±0.80; ALS |
Constant pressure heat capacity of liquid
Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
40.20 | 303.2 | Phillip, 1939 | DH |
Phase change data
Go To: Top, 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 as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 412. ± 5. | K | AVG | N/A | Average of 10 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 200. ± 1. | K | AVG | N/A | Average of 8 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 606. | K | N/A | Ambrose and Ghiassee, 1987 | Uncertainty assigned by TRC = 4. K; decomposition of sample prevented accurate measurement, reported value based partly on a correlation; TRC |
Tc | 569. | K | N/A | Vespigniani, 1903 | Uncertainty assigned by TRC = 20. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 39.48 | atm | N/A | Ambrose and Ghiassee, 1987 | Uncertainty assigned by TRC = 1.97 atm; based partly on a corelation because of decompostion of smp.; TRC |
Pc | 46.19 | atm | N/A | Vespigniani, 1903 | Uncertainty assigned by TRC = 4.000 atm; TRC |
Reduced pressure boiling point
Tboil (K) | Pressure (atm) | Reference | Comment |
---|---|---|---|
317.2 | 0.020 | Weast and Grasselli, 1989 | BS |
317. | 0.020 | Buckingham and Donaghy, 1982 | BS |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
10.3 | 364. | EB | Ambrose and Ghiassee, 1987, 2 | Based on data from 349. to 429. K.; AC |
11.4 | 428. | A | Stephenson and Malanowski, 1987 | Based on data from 413. to 526. K.; AC |
10.9 | 335. | A | Stephenson and Malanowski, 1987 | Based on data from 320. to 413. K. See also Dykyj, 1971.; AC |
10.6 | 351. | N/A | McDonald, Shrader, et al., 1959 | Based on data from 336. to 412. K.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
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Temperature (K) | A | B | C | Reference |
---|---|---|---|---|
335.99 to 412.57 | 4.24084 | 1427.77 | -75.113 | McDonald, Shrader, et al., 1959 |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Guthrie, 1974
Guthrie, J.P.,
Hydration of carboxamides. Evaluation of the free energy change for addition of water to acetamide and formamide derivatives,
J. Am. Chem. Soc., 1974, 96, 3608-3615. [all data]
Pedley, Naylor, et al., 1986
Pedley, J.B.; Naylor, R.D.; Kirby, S.P.,
Thermochemical Data of Organic Compounds, Chapman and Hall, New York, 1986, 1-792. [all data]
Phillip, 1939
Phillip, N.M.,
Adiabatic and isothermal compressibilities of liquids,
Proc. Indian Acad. Sci., 1939, A9, 109-120. [all data]
Ambrose and Ghiassee, 1987
Ambrose, D.; Ghiassee, N.B.,
Vapor Pressure, Critical Temperature and Critical Pressure of Acetic Anhydride,
J. Chem. Thermodyn., 1987, 19, 911. [all data]
Vespigniani, 1903
Vespigniani, G.R.,
Gazz. Chim. Ital., 1903, 33, 73-8. [all data]
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]
Buckingham and Donaghy, 1982
Buckingham, J.; Donaghy, S.M.,
Dictionary of Organic Compounds: Fifth Edition, Chapman and Hall, New York, 1982, 1. [all data]
Ambrose and Ghiassee, 1987, 2
Ambrose, D.; Ghiassee, N.B.,
Vapour pressure, critical temperature, and critical pressure of acetic anhydride,
The Journal of Chemical Thermodynamics, 1987, 19, 9, 911-913, https://doi.org/10.1016/0021-9614(87)90037-1
. [all data]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Dykyj, 1971
Dykyj, J.,
Petrochemia, 1971, 11, 2, 27. [all data]
McDonald, Shrader, et al., 1959
McDonald, R.A.; Shrader, S.A.; Stull, D.R.,
Vapor Pressures and Freezing Points of Thirty Pure Organic Compounds.,
J. Chem. Eng. Data, 1959, 4, 4, 311-313, https://doi.org/10.1021/je60004a009
. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid Pc Critical pressure Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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