Acetamide, N-(4-bromophenyl)-
- Formula: C8H8BrNO
- Molecular weight: 214.059
- IUPAC Standard InChI: InChI=1S/C8H8BrNO/c1-6(11)10-8-4-2-7(9)3-5-8/h2-5H,1H3,(H,10,11)
- IUPAC Standard InChIKey: MSLICLMCQYQNPK-UHFFFAOYSA-N
- CAS Registry Number: 103-88-8
- 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: Acetanilide, 4'-bromo-; p-Bromo-N-acetanilide; p-Bromoacetanilide; Antisepsin; Asepsin; Bromoanilide; Bromoantifebrin; 1-Bromo-4-acetamidobenzene; 4-Bromoacetanilide; 4'-Bromoacetanilide; Acetanilide, p-bromo-; USAF DO-40; 1-(N-Acetylamino)-4-bromobenzene; N-(4-Bromophenyl)acetamide; N-(p-Bromophenyl)acetamide; N-Acetyl-4-bromoaniline; N-Acetyl-p-bromoaniline; Acetamide, N-(p-bromophenyl)-; Bromoacetanilide; Bromoanalide; Monobromoacetanilide; p-Bromoacetanalide; NSC 105442
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Phase change data
Go To: Top, Gas phase ion energetics 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: William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔsubH° | 26.3 ± 1. | kcal/mol | Fus+Vap | Vecchio and Tomassetti, 2009 |
Enthalpy of vaporization
| ΔvapH (kcal/mol) | Temperature (K) | Method | Reference |
|---|---|---|---|
| 19. ± 0.5 | 480. | TGA | Vecchio and Tomassetti, 2009 |
| 18. ± 0.2 | 460. | TGA | Vecchio and Tomassetti, 2009 |
Enthalpy of fusion
| ΔfusH (kcal/mol) | Temperature (K) | Reference |
|---|---|---|
| 6.21 | 440.3 | Barrio, Espeau, et al., 2009 |
| 6.17 | 441.2 | Vecchio, Catalani, et al., 2004 |
Gas phase ion energetics 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:
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 |
|---|---|---|---|
| 8.17 ± 0.03 | EI | Benezra and Bursey, 1971 | LLK |
| 8.4 ± 0.2 | EI | Gamble, Gilbert, et al., 1970 | RDSH |
Appearance energy determinations
| Ion | AE (eV) | Other Products | Method | Reference | Comment |
|---|---|---|---|---|---|
| C2H3O+ | 13.96 ± 0.03 | ? | EI | Benezra and Bursey, 1971 | LLK |
| C6H6NBr+ | 10.56 ± 0.03 | CH2=C=O | EI | Benezra and Bursey, 1971 | LLK |
| C6H6NBr+ | 10.6 ± 0.2 | ? | EI | Gamble, Gilbert, et al., 1970 | RDSH |
References
Go To: Top, Phase change data, Gas phase ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Vecchio and Tomassetti, 2009
Vecchio, Stefano; Tomassetti, Mauro,
Vapor pressures and standard molar enthalpies, entropies and Gibbs energies of sublimation of three 4-substituted acetanilide derivatives,
Fluid Phase Equilibria, 2009, 279, 1, 64-72, https://doi.org/10.1016/j.fluid.2009.02.001
. [all data]
Barrio, Espeau, et al., 2009
Barrio, Maria; Espeau, Philippe; Tamarit, Josep Lluis; Perrin, Marc-Antoine; Veglio, Nestor; Ceolin, René,
Polymorphism of progesterone: Relative stabilities of the orthorhombic phases I and II inferred from topological and experimental pressure-temperature phase diagrams,
J. Pharm. Sci., 2009, 98, 5, 1657-1670, https://doi.org/10.1002/jps.21541
. [all data]
Vecchio, Catalani, et al., 2004
Vecchio, Stefano; Catalani, Alessia; Rossi, Vanessa; Tomassetti, Mauro,
Thermal analysis study on vaporization of some analgesics. Acetanilide and derivatives,
Thermochimica Acta, 2004, 420, 1-2, 99-104, https://doi.org/10.1016/j.tca.2003.09.039
. [all data]
Benezra and Bursey, 1971
Benezra, S.A.; Bursey, M.M.,
ortho-Effects on ordering factors in mass spectral rearrangements. Loss of keten from halogenated phenyl acetates and acetanilides,
J. Chem. Soc. B, 1971, 1515. [all data]
Gamble, Gilbert, et al., 1970
Gamble, A.A.; Gilbert, J.R.; Tillett, J.G.,
Substituent effects in the fragmentation of acetanilides,,
J. Chem. Soc. B, 1970, 1231. [all data]
Notes
Go To: Top, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy ΔfusH Enthalpy of fusion ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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