Acetyl iodide
- Formula: C2H3IO
- Molecular weight: 169.9491
- IUPAC Standard InChI: InChI=1S/C2H3IO/c1-2(3)4/h1H3
- IUPAC Standard InChIKey: LEKJTGQWLAUGQA-UHFFFAOYSA-N
- CAS Registry Number: 507-02-8
- 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: UN 1898
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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 | -29.88 ± 0.85 | kcal/mol | Cm | Devore and O'Neal, 1969 | Reanalyzed by Cox and Pilcher, 1970, Original value = -30.92 ± 0.39 kcal/mol; Heat of hydrolysis |
| ΔfH°gas | -30.3 ± 0.5 | kcal/mol | Eqk | Walsh and Benson, 1966 | |
| ΔfH°gas | -31.8 | kcal/mol | Cm | Carson and Skinner, 1949 | 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 | -38.79 ± 0.21 | kcal/mol | Cm | Devore and O'Neal, 1969 | Reanalyzed by Pedley, Naylor, et al., 1986, Original value = -39.21 ± 0.05 kcal/mol; Heat of hydrolysis |
| ΔfH°liquid | -39.75 ± 0.04 | kcal/mol | Eqk | Walsh and Benson, 1966 | |
| ΔfH°liquid | -39.75 ± 0.07 | kcal/mol | Cm | Carson and Skinner, 1949 | Heat of hydrolysis |
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 | 381.2 | K | N/A | Weast and Grasselli, 1989 | BS |
| Tboil | 381. | K | N/A | American Tokyo Kasei, 1988 | BS |
| Tboil | 381. | K | N/A | Buckingham and Donaghy, 1982 | BS |
| Tboil | 378. | K | N/A | Yamase, 1961 | Uncertainty assigned by TRC = 3. K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔvapH° | 9.20 ± 0.80 | kcal/mol | V | Devore and O'Neal, 1969 | Reanalyzed by Cox and Pilcher, 1970, Original value = 8.29 ± 0.12 kcal/mol; Heat of hydrolysis; ALS |
| ΔvapH° | 7.9 | kcal/mol | E | Carson and Skinner, 1949 | Heat of hydrolysis; ALS |
Reduced pressure boiling point
| Tboil (K) | Pressure (atm) | Reference | Comment |
|---|---|---|---|
| 309.2 | 0.066 | Weast and Grasselli, 1989 | BS |
| 309. | 0.066 | Buckingham and Donaghy, 1982 | BS |
Enthalpy of vaporization
| ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 8.87 | 289. | A | Stephenson and Malanowski, 1987 | Based on data from 276. to 302. K. See also Devore and O'Neal, 1969.; 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 | Comment |
|---|---|---|---|---|---|
| 276.63 to 301.4 | 0.99588 | 285.338 | -177.532 | Devore and O'Neal, 1969 | Coefficents calculated by NIST from author's data. |
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: C2H3IO + H2O = HI + C2H4O2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -22.46 | kcal/mol | Cm | Devore and O'Neal, 1969 | liquid phase; Heat of hydrolysis |
| ΔrH° | -21.59 | kcal/mol | Cm | Carson and Skinner, 1949 | liquid phase; Heat of hydrolysis |
+
=
+
By formula: C2H4O + I2 = HI + C2H3IO
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 0.7 ± 0.5 | kcal/mol | Eqk | Walsh and Benson, 1966 | gas phase |
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 compiled by: Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
Appearance energy determinations
| Ion | AE (eV) | Other Products | Method | Reference | Comment |
|---|---|---|---|---|---|
| C2H3O+ | 9.28 | I | PI | Traeger, McLouglin, et al., 1982 |
Mass spectrum (electron ionization)
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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
Spectrum
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Additional Data
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Due to licensing restrictions, this spectrum cannot be downloaded.
| Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
|---|---|
| Origin | Japan AIST/NIMC Database- Spectrum MS-IW-5817 |
| NIST MS number | 230508 |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), NIST Free Links, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Devore and O'Neal, 1969
Devore, J.A.; O'Neal, H.E.,
Heats of formation of the acetyl halides and of the acetyl radical,
J. Phys. Chem., 1969, 73, 2644-2648. [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]
Walsh and Benson, 1966
Walsh, R.; Benson, S.W.,
The heats of formation of acetyl iodide and the acetyl radical,
J. Phys. Chem., 1966, 70, 3751-3753. [all data]
Carson and Skinner, 1949
Carson, A.S.; Skinner, H.A.,
201. Carbon-halogen bond energies in the acetyl halides,
J. Chem. Soc., 1949, 936-939. [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]
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]
American Tokyo Kasei, 1988
American Tokyo Kasei,
TCI American Organic Chemical 88/89 Catalog, American Tokyo Kasei, Portland, OR, 1988, 1610. [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]
Yamase, 1961
Yamase, Y.,
Friedel-Crafts Acylation II. Relative Reactivity for Some Acyl Halides,
Bull. Chem. Soc. Jpn., 1961, 34, 480-84. [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]
Traeger, McLouglin, et al., 1982
Traeger, J.C.; McLouglin, R.G.; Nicholson, A.J.C.,
Heat of formation for acetyl cation in the gas phase,
J. Am. Chem. Soc., 1982, 104, 5318. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), NIST Free Links, References
- Symbols used in this document:
AE Appearance energy Tboil Boiling point 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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