Acetyl bromide
- Formula: C2H3BrO
- Molecular weight: 122.949
- IUPAC Standard InChIKey: FXXACINHVKSMDR-UHFFFAOYSA-N
- CAS Registry Number: 506-96-7
- 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: CH3COBr; UN 1716
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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 | -196. ± 3. | kJ/mol | Cm | Devore and O'Neal, 1969 | Heat of hydrolysis |
ΔfH°gas | -195. | kJ/mol | Cm | Carson and Skinner, 1949 |
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 | -223.3 ± 0.63 | kJ/mol | Cm | Devore and O'Neal, 1969 | Reanalyzed by Pedley, Naylor, et al., 1986, Original value = -225.6 ± 0.3 kJ/mol; Heat of hydrolysis |
ΔfH°liquid | -226. ± 0.54 | kJ/mol | Cm | Carson and Skinner, 1949 |
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 | 349.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Tboil | 349. | K | N/A | Yamase, 1961 | Uncertainty assigned by TRC = 3. K; TRC |
Tboil | 353.65 | K | N/A | Slanina and Hennion, 1937 | Uncertainty assigned by TRC = 1.5 K; TRC |
Tboil | 349.07 | K | N/A | Mathews and Fehlandt, 1931 | Uncertainty assigned by TRC = 0.5 K; TRC |
Tboil | 349.85 | K | N/A | Timmermans and Mattaar, 1921 | Uncertainty assigned by TRC = 0.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 177. | K | N/A | Buckingham and Donaghy, 1982 | BS |
Tfus | 176.65 | K | N/A | Timmermans and Mattaar, 1921 | Uncertainty assigned by TRC = 0.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 29.6 ± 0.3 | kJ/mol | V | Devore and O'Neal, 1969 | Heat of hydrolysis; ALS |
ΔvapH° | 31. | kJ/mol | V | Carson and Skinner, 1949 | ALS |
Reduced pressure boiling point
Tboil (K) | Pressure (bar) | Reference | Comment |
---|---|---|---|
344. | 1.00 | Buckingham and Donaghy, 1982 | BS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
29.5 | 304. | A | Stephenson and Malanowski, 1987 | Based on data from 289. to 334. K.; AC |
31.4 | 290. | N/A | Devore and O'Neal, 1969 | Based on data from 275. to 333. K.; AC |
30.3 | 348.1 | V | Mathews and Fehlandt, 1931, 2 | ALS |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
275.6 to 333.7 | 2.63448 | 670.92 | -102.24 | 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: C2H3BrO + H2O = HBr + C2H4O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -97.53 | kJ/mol | Cm | Devore and O'Neal, 1969 | liquid phase; Heat of hydrolysis |
ΔrH° | -96.48 | kJ/mol | Cm | Carson and Skinner, 1949 | liquid 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 as indicated in comments:
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
10.24 | PI | Traeger, McLouglin, et al., 1982 | LBLHLM |
10.55 ± 0.05 | PI | Watanabe, Nakayama, et al., 1962 | RDSH |
10.68 ± 0.05 | PE | Chadwick and Katrib, 1974 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C2H3O+ | 10.24 | Br | PI | Traeger, McLouglin, et al., 1982 | LBLHLM |
C2H3O+ | 10.60 | Br | EI | Majer, Patrick, et al., 1961 | RDSH |
IR Spectrum
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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: Coblentz Society, Inc.
Condensed Phase Spectrum
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Notice: Except where noted, spectra from this collection were measured on dispersive instruments, often in carefully selected solvents, and hence may differ in detail from measurements on FTIR instruments or in other chemical environments. More information on the manner in which spectra in this collection were collected can be found here.
Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.
Additional Data
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Owner | COBLENTZ SOCIETY Collection (C) 2018 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | DOW CHEMICAL COMPANY |
Source reference | COBLENTZ NO. 1032 |
Date | Not specified, most likely prior to 1970 |
State | SOLUTION (10% CCl4 FOR 3800-1330, 10% CS2 FOR 1330-450 CM-1) |
Instrument | Not specified, most likely a prism, grating, or hybrid spectrometer. |
Path length | 0.011 CM, 0.012 CM SPECTRAL CONTAMINATION DUE TO CS2 AROUND 850, AND CCl4 AROUND 700-800, 1550 CM-1 |
Resolution | 4 |
Sampling procedure | TRANSMISSION |
Data processing | DIGITIZED BY NIST FROM HARD COPY (FROM TWO SEGMENTS) |
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-NW-2819 |
NIST MS number | 230507 |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, 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]
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]
Yamase, 1961
Yamase, Y.,
Friedel-Crafts Acylation II. Relative Reactivity for Some Acyl Halides,
Bull. Chem. Soc. Jpn., 1961, 34, 480-84. [all data]
Slanina and Hennion, 1937
Slanina, S.J.; Hennion, G.F.,
Reactions of Alkenyl Esters Derived from Alkylacetylenes,
J. Am. Chem. Soc., 1937, 59, 855. [all data]
Mathews and Fehlandt, 1931
Mathews, J.H.; Fehlandt, P.R.,
The Heats of Vaporization of Some Organic Compounds,
J. Am. Chem. Soc., 1931, 53, 3212. [all data]
Timmermans and Mattaar, 1921
Timmermans, J.; Mattaar, J.F.,
Freezing points of orgainic substances VI. New experimental determinations.,
Bull. Soc. Chim. Belg., 1921, 30, 213. [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]
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]
Mathews and Fehlandt, 1931, 2
Mathews, J.H.; Fehlandt, P.R.,
The heats of vaporization of some organic compounds,
J. Am. Chem. Soc., 1931, 53, 3212-32. [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]
Watanabe, Nakayama, et al., 1962
Watanabe, K.; Nakayama, T.; Mottl, J.,
Ionization potentials of some molecules,
J. Quant. Spectry. Radiative Transfer, 1962, 2, 369. [all data]
Chadwick and Katrib, 1974
Chadwick, D.; Katrib, A.,
Photoelectron spectra of acetaldehyde and acetyl halides,
J. Electron Spectrosc. Relat. Phenom., 1974, 3, 39. [all data]
Majer, Patrick, et al., 1961
Majer, J.R.; Patrick, C.R.; Robb, J.C.,
Appearance potentials of the acetyl radical-ion,
J. Chem. Soc. Faraday Trans., 1961, 57, 14. [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, IR Spectrum, Mass spectrum (electron ionization), NIST Free Links, References
- Symbols used in this document:
AE Appearance energy Tboil Boiling point Tfus Fusion (melting) 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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